Category: 594-81-0

Petrov, A. D.’s team published research in Zhurnal Obshchei Khimii in 25 | CAS: 594-81-0

Zhurnal Obshchei Khimii published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, SDS of cas: 594-81-0.

Petrov, A. D. published the artcileCondensation of pinacol dihalides with allyl chloride in the presence of magnesium, SDS of cas: 594-81-0, the publication is Zhurnal Obshchei Khimii (1955), 1982-6, database is CAplus.

A mixture of 100 g. (EtMeCCl)2 and 152 g. CH2:CHCH2Cl was added dropwise to 48 g. Mg (for technique cf. C.A. 47, 3218d), with cooling after the reaction had started; after treatment with aqueous NH4Cl and distillation of the product from Na, there was obtained a mixture of 2 products, resolved into 10% (CH2:CHCH2CMeEt)2, b760 210-15°, nD20 1.4620, d20 0.818, which hydrogenated over Raney Ni at 190° and 200 atm. H to the corresponding saturated compound, b. 216-18°, f.p. below -80°, nD20 1.4440, d20 0.798. The condensation also gave 38% C11 hydrocarbon, b760 178-80°, nD20 1.4560, d20 0.802, which with 1% KMnO4 gave a ketone, identified as MeCOEt, and AcCHMeCH2CO2H, identified as the Ag salt; thus the 2nd product is probably CH2:CHCH2CHMeCMe:CMeEt, formed through allylic rearrangement of the starting material. (Me2CBr)2, decompose 168-9°, prepared from the glycol and dry HBr, was condensed similarly with 200% excess CH2:CHCH2Cl with Mg in Et2O at -20°, yielding a mixture of (CH2:CHCH2CMe2)2 and [Me2C(OEt)]2, b. 145-7°, which after hydrogenation over Raney Ni gave a 12:88 mixture of a hydrocarbon C12H26 and the above diether, which could not be separated

Zhurnal Obshchei Khimii published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, SDS of cas: 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Tishchenko, V. E.’s team published research in Zhurnal Obshchei Khimii in 10 | CAS: 594-81-0

Zhurnal Obshchei Khimii published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane.

Tishchenko, V. E. published the artcileThe application of the xanthate method of L. A. Chugaev to dihydric alcohols or their dibromides. II, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Zhurnal Obshchei Khimii (1940), 1042-54, database is CAplus.

cf. C. A. 31, 8510.9. Me2CBrCH2Br reacts with NaSCSOEt (I) to give Me2C(SCSOEt)CH2SCSOEt, d1515 1.2497. This begins to decompose at 180° to form H2S, COS, CO2 and 23.5% MeCCMe. Side reactions give some EtSH, CS2, EtOH, Et2S and Et2S2. When I is heated with Me2CBrCHBrMe (II), it reacts anomalously to remove Br and give Me2C: CHMe (III) and (SCSOEt)2, which breaks down to a mixture of COS, S, and EtOCS2Et. I reacts similarly with Me2CBrCBrMe2 to give Me2C:CMe2. KSCO2Et also reacts with II to give III, but NaOCO2Et and II even in a sealed tube give only small amounts of C5H9Br and HBr. Thus, S must be present in the mol. if the anomalous reaction is to occur.

Zhurnal Obshchei Khimii published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Richards, David Hugh’s team published research in Chemical Communications (London) in | CAS: 594-81-0

Chemical Communications (London) published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Name: 2,3-Dibromo-2,3-dimethylbutane.

Richards, David Hugh published the artcileLinking reactions for the synthesis of head-to-head vinyl polymers, Name: 2,3-Dibromo-2,3-dimethylbutane, the publication is Chemical Communications (London) (1968), 1515-16, database is CAplus.

Anionic dimers were generated and linked to form head-to-head vinyl polymers in 1 operation by a process in which a tetrahydrofuran solution of the monomer was reacted with Li at ambient temperatures under an inert gas in the presence of a vicinal dihalide and the resulting polymer was isolated by precipitation with MeOH. The 1H 60-MHz. N.M.R. spectra obtained from α-methylstyrene and styrene polymers at the resonance position of aromatic and aliphatic protons were given and compared with the calculated ratio for the addition and head-to-head linking reactions. Comparison of the observed ratio with the calculated ratio for BrCH2CH2Br, BrCMe2CHMeBr, BrCMe2CMe2Br, 1,2-dibromocyclohexane, 1,2-dibromo-1,1,2,2-tetrafluoroethane, and BrCHPhCHPhBr showed that the predominance of head-to-head linking increases with substitution of the dibromoethanes.

Chemical Communications (London) published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Name: 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Lexa, Doris’s team published research in Journal of the American Chemical Society in 112 | CAS: 594-81-0

Journal of the American Chemical Society published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Application of 2,3-Dibromo-2,3-dimethylbutane.

Lexa, Doris published the artcileOuter-sphere and inner-sphere processes in reductive elimination. Direct and indirect electrochemical reduction of vicinal dibromoalkanes, Application of 2,3-Dibromo-2,3-dimethylbutane, the publication is Journal of the American Chemical Society (1990), 112(17), 6162-77, database is CAplus.

The reduction of vicinal dibromo alkanes (OlX2) is investigated as an example of the dichotomy between outer-sphere and inner-sphere processes in reductive elimination. As a result from the anal. of the kinetic data, outer-sphere reagents such as carbon electrodes and aromatic anion radicals react with vicinal dibromo alkanes according to an electron-transfer mechanism in which the rate-determining step is a concerted electron-transfer bond-breaking reaction leading to the β-bromoalkyl radical. The latter is then reduced very rapidly, in a second step, most probably along another concerted electron-transfer bond-breaking pathway leading directly to the olefin in the heterogeneous case and through halogen atom expulsion in the homogeneous case. In the absence of steric constraints, the reduction goes entirely through the antiperiplanar conformer because the resulting β-bromoalkyl radical is then stabilized by delocalization of the unpaired electron over the C-C-X framework due to a favorable interaction between the pz orbital of the radical carbon and the σ* orbital of the C-Br bond. This interaction is enhanced by alkyl substitution at the reacting carbons, resulting in an approx. linear correlation between the reduction potential and the C-X bond energy of OlX2 on one hand and the vertical ionization potential of the olefin on the other. The stabilization energy is of the order of 0.2-0.3 eV for the anti conformers. It can also be taken as a measure of the rotation barrier around the C-C bond responsible for the loss of stereospecificity in the reduction This competes with the reduction of the two stable conformers of the OlX• radicals and for the expulsion of the halogen atom. There is a remarkably good agreement between the ensuing prediction of the E:Z olefin ratio that should be found upon reduction of threo and erythro OlX2 isomers by outer-sphere reagents such as aromatic anion radicals and the exptl. data. Although members of perfectly reversible redox couples, iron(I), iron(0), and cobalt(I) porphyrins offer typical examples of inner-sphere reagents in their reaction with vicinal dibromo alkanes. They indeed react much more rapidly than outer-sphere electron donors (aromatic anion radicals) of the same standard potential. On the basis of steric hindrance experiments, it was shown that they do not react according to an SN2 rate-determining step involving the transient formation of an organometallic species. Complete stereospecificity is obtained, showing that they react along a halonium transfer E2 elimination mechanism rather than by an E1 elimination or a halogen atom transfer mechanism. As shown on a quant. basis, this is related to the large driving force offered to halonium abstraction by the strong affinity of the iron(III) and cobalt(III) complexes toward halide ions. In regard to catalysis, the investigated systems provide typical examples showing the superiority of inner-sphere (chem.) catalysis over outer-sphere (redox) catalysis of electrochem. reactions. Not only is the catalytic efficiency much better since the rate constants of the key steps are larger, given the standard potential of the catalyst, but also selectivity is dramatically improved.

Journal of the American Chemical Society published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Application of 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Frevel, L. K.’s team published research in Industrial and Engineering Chemistry, Analytical Edition in 18 | CAS: 594-81-0

Industrial and Engineering Chemistry, Analytical Edition published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Formula: C6H12Br2.

Frevel, L. K. published the artcileTabulated diffraction data for tetragonal isomorphs, Formula: C6H12Br2, the publication is Industrial and Engineering Chemistry, Analytical Edition (1946), 83-93, database is CAplus.

cf. C.A. 32, 7841.8; 36, 2192.4; 37, 1671.9; 38, 32113. Continuing the valuable procedure for comparing diffraction patterns of isomorphic substances the authors present data for tetragonal isomorphs. Four complete figures depict representative diffraction patterns for 40 tetragonal substances, arranged in sets with the simplest structure with highest symmetry listed first. In addition 327 tetragonal substances, including 50 synthesized by the authors, are tabulated by types. The following table lists 447 in an ascending order of axial ratios: Na(0.2_0.4)WO3, γ-NH4I; Cd[Hg(CNS)4], NiSb2O4; Co[Hg(CNS)4], γ-NH4Br (∼173°K.); [CH3CHO]4, N(CH3)4Cl; Zn[Hg(CNS)4], N(CH3)4MnO4; Pt(NH3)4Cl2.H2O, N(CH3)4Br; Be-(W, Mo), C(CH2ONO2)4; Pd(NH3)4Cl2.H2O, Cl2 (88°K.); Ag(CH3.CS.NH2)4Cl, OsO5C4(CH3)8; MgPt(CN)4.7H2O, Ca(OCl)2.3H2O; Cu(CH3.CS.NH2)4Cl, N(CH3)4ClO4; [(CH3)3As, PdCl2]2, SnI b2O4; [(CH3)3As, PdBr2]2, N(CH3)4I; C(CH2OCOCH3)4, PH4I; CS2(∼100°K.), Cd3Hg; C6H4[1,2]CH3.SO2NH2, Na2(TiFe)Si4O11, narsarsukite; Fe3P, PbPb2O4; (Fe,Ni,Co)3P, Cu3Pd; Ni3P, Ag2SO4.4NH3; W4O11, Ca10Mg2Al4Si9O34(OH)4,; Cr3P, vesuvianite; Mn3P, C(COOCH3)4; KgMg(H2O)6(Cl,Br)3, LaAl4; NaK(Ca,Mg,Mn)Al4Si5O18.8H2O, ashcroftine, C2(CH3)4Br2 N(C2H5)4I; CdHg, TeO2; Pb(C6H5)4, PCl5; CH2OH(CHOH)2CH2OH, Al2Cu; (C6H4 [1,2]O.CH = NOH)2Pt, Sn2Fe; Sn(C6H5)4, Sn2Mn; β-Sn, 2-Hydroxy-10-methoxy-1,2,3,4,5,6,7,8,13,14,15-dodecahydrochrysene; [PNCl2]4, AgClO2, ZnHg(CNS)4, NiZn; WO2, Si[SC(CH3)3]4; MoO2, Ge[SC(CH3)3]4; K2PdCl4, Sn[SC(CH3)3]4; (C6H5)4AsI, Fe2B; K2PtCl4, (CH3)2CHSSi[SC(CH3)3]3; (NH4)2PdCl4, Co2B; Ge(C6H5)4, Ge2Fe; NH4ClO2, NaBaPO4; Na2Co(CNS)4.8H2O, julienite, KBaPO4; SeO2, Ni2B; Si(C6H5)4, Pb2Pd; [(CH3)2SiO]8, Sn2Co; CbO2, NaSrPO4; Ni4Mo, KSrPO4; Ca4Al6Si6O24(SO4,CO3), meionite, YVO4; Na4Al3Si9O24Cl, marialite, NH4NO3-II (357-398°K.); N(CH3)4ICl2, TlSe; RhVO4, CaCrO4; VO2, SrO2.8H2O; Ca2ZnSi2O7, hardystonite, Pb2Rh; RhCbO4, Ag3Ca; TiO2, YPO4; RhTaO4, ∼ZrH2; C(C6H5)4, ZrSiO4; CrO2, CuB2O4.CuCl2.4H2O, bandylite; CrCbO4, Sr(OH)2.8H2O; CrTaO4, YAsO4; GeO2, ∼MnBi2; FeTaO4, Hg(CN)2; (Ca,Na)2(Mg,Al)(Al2Si)2O7, PbIn2_3; melilite, AgClO3; MnO2, (Ca,Na)2Be(Si,Al)2(O,F)7,; FeSbO4, meliphanite; FeCbO4, AuCu; Ca2Al2SiO7, gehlenite, γ-Mn; AlSbO4, KH2AsO4; MgF2, 2Pb(OH)2.CuCl2, diaboleite; (Ca,Na)2Be(Al,Si)2(O,F)7, KH2PO4; meliphanite, AgBrO3; GaSbO4, W12O32(OH)2; NiF2, 95Mn.5Cu; CrSbO4, 96Mn.4Pd; ZnF2, 89Mn.11Cu; NH4SH, ∼70Mo-30N; SnO2, FePd; RhSbO4, NiMn; (Ca,Na)2BeSi2(O,OH,F)7, 62Mn.38N; leucophanite, AgSb(OH)6; MnF2, trans-Pd(NH3)2Cl; CoF2, 92Mn.8N; PbO2, Pd(NH3)2I2; NiAs2O4, 79Mn.21Cu; C(CH2OC6H5), NaSb(OH)6; PdF2, Ni4Mo; FeSb2O4, 66Mn.34Cu; MnSb2O4, Ag2HgI4; RuO2, NH4H2PO4; FeF2, NH4H2AsO4; CoSb2O4, BaTiO3; ZnSb2O4, SrPb3; IrO2, Cu2HgI4; MgSb2O4, ZrO2 (<1273° K.); OsO2, Pt(NH3)4PtCl4; Rb2CuCl4.2H2O, ZnMn2O4; (Pd, Pt, Ni)S, Mn2Sb ∼Ni2Sb, BaC2; PdS, C3H7NH3Br; CdIn2O4; Mg(ClO2)2.6H2O, Cr2Ni, Rb3CoCl5; (NH4)2CuCl4.2H2O, SrC2; ∼PbCl2.Cu(OH)2, cumengeite; (NH4)2CuBr4.2H2O, KAlSi2O5, leucite, MnMn2O4; α-Martensite, Fe2As; PbTiO3, NdC2; K2CuCl4.2H2O, CaC2; Al2C12O12.18H2O, mellite, BaFCl; In, PrC3; (NH4)2FeCl4.2H2O, CaO2; Pb2Cl2CO3, SmC2; Pb2Br2CO3, Mn2As; K3CrO8, CeC2; Cs3TaO8, LaC2; AgFO3, SrFCl; Rb3TaO8, l-Co(NH2.CH2.CH2.NH2)3Br3.H2O; K3TlCl5.2H2O, CsO2, 6CuO.Cu2O, paramelaconite; Rb3TlBr5.8/7H2O, BAFI; RbO2, NH4Pb2Br5; KNCO, CH3NH3Br; KN3, RbPb2Br5; K3CbO3, KAlF4; K3TaO3, RbAlF4; NiZn, KPb2Br5; RbN2, PdO; KO2, Cr2As; UC2, CH3NH3I; CH3NH3Cl, PtO; KFHF, PtS; PbO-Bi2O3, TlAlF4; Ca(UO2)2(PO4)2.61/2H2O, CaFCl; LiOH, PbFCl; K2OsO2Cl4, KCa4Si8O20F.8H2O, apophyllite; γ-LiBi, NH4AlF4; PbO, BaO2; Ca4NaAl3Si5O19, sarcolite, KUO2(CH3COO)3; SnO, α-Pt(NH3)2Cl4; ThC2, PbFBr; C2(CH3)2Br4, AgFeS2; Fe2(TeO3)3.xH2O, mackayite, NH4CN; Sr(OH)2.8H2O, (C2H5)3As.AgI; γ-Mn, SrO2; Ni-N, BiOCl; AuCu, NH4HgCl3; C4H4S (∼ 100°K.), thiophene, FeSi2; 5PbCrO4.3PbMoO4.10PbSO4, NiTa2O6; 95Mn.5Cu, Fe(Cb,Ta)2O6, mossite; MgIn, CoTa2O6; (Ca,Na)2BeSi2(O,OH,F)7, MgTa2O6; leucophanite, FeTa2O6, tapiolite; 89Mn.11Cu, Pb(Cl,OH)24PbO.2Fe2O3,; Ba(CH2COO)2, hämatophanite; NiMn, KHC2; FePd, CuFeS2, chalcopyrite; 79Mn.21Cu, Cu2FeSnS4, stannite; NaBi, KUO2(CH3COO)3; SiO2, H2O2; Cd3P2, 3Mn2O3.MnSiO3, braunite; 66Mn.34Cu, NH4UO2(CH3COO)3; AlPO4, Pb5Cu4Cl10O4.6H2O,; Li2O2, pseudoboleite; Ni2Sb4, ∼CuGa2; Zn3P2, TiGa3; Zn3As2, BiOBr; C d3As2, (Bi,W)8-nO12, russellite; [N(CH3)4]2SiF6, NaHC2; B2O3.24WO3.66H2O, BaFeSi4O10, gillespite; H4SiW12O40.31H2O, NH4IO4; C(CH2OH)4, AgUO2(CH3COO)3.xH2O; (NH4)5BW12O40.26H2O, CdMoO4; Cs2AuAuCl6, CaWO4; CuCl.3SC(NH2)2, NaLa(WO4)2; TiGa3, NaCe(WO4)2; Y(Cb, Ta)O4, Pr2(MoO4)3; YCbO4, LiLa(WO4)2; FeSe, CaMoO4; YTaO4, NaBi(MoO4)2; CuFe2O4, Nd2(MoO4)3; Na5Al3F14, NaReO4; Na2O2, VAl3; Cs2AgAuCl6, ZrGa3; AgCo(NH3)2(NO2)4, LiBi(MoO4)2; Pb(ClO2)2, LiLa(MoO4)2; C3H7NH3I, NaLa(MoO4)2; In, SrWO4; BAsO4, KIO4; Cu2Sb, RbIO4; BPO4, NH4ReO4; ZrGa3, Ce2(MoO4)3; VAl3, La2(MoO4)3; [N(CH3)2(C2H5)2]2SnCl6, PbWO4; ∼Fe3Ti, KLa(WO4)2; TaAl3, KBi(MoO4)2; C8H7NH3Cl, KCe(WO4)2; TiAl3, KReO4; CbAl3, TaAl3; CaIn2O4, Sn2(MoO4)3; Cs3CoCl5, AgReO4; SrMoO4, Cu(UO2)2(PO4)2.8H2O, torberite; PbMoO4, Ca(UO2)2(PO4)2.101/2H2O; KLa(MoO4)2, C4H9NH3I; TiAl3, C4H9NH3Cl; CbAl3, Hg2F2; NaIO4, C2H4(NH2)2.H2SO4; AgIO4, C4H9NH3Br; BaWO4, Tl(CH3)2Br; RbReO4, LiBi3O4Cl2; BiOI, NaBi3O4Cl2; BaMoO4, MnSi2; BiAsO4, NaBi3O4Br2; β-TlReO4 (400°K.), Cd2Bi2O4Br2; KOsO3N, LiBi3O4Br2; Hg2I2, Tl(CH3)2Cl; KCrO3F, C5H11NH3Cl; C28H36N4, acetonylpyrrol, Cd2Bi2O4I2; Hg2Br2, NaBi3O4I2; cis-[Pt(NH3)(C2H4)Cl2]2, LiBi3O4I2; 6Pb(S,Tl)2.AuTl2, nagyagite, C5H11NH3I; Hg2Cl2, C5H11NH3Br; WSi2, ThSi2; MoSi2, ZnP2; Al4Ba, CdP2; (CH2CO)2NI, C6H13NH3I; Al4Sr, La2MoO6; TiO2, C6H13NH3Cl; CsSO3F, C6H13NH3Br; CsCrO3F, Pb9Cu8Ag3Cl21O8.9H2O, boleite; Al4Ca, C7H15NH3I; CaNa4Al12(PO4)8(OH)18.6H2O wardite, C7H15NH3Cl ZrAl3; C5H4O4N4, l-spiro-5,5′-dihydantoin, C8H17NH3I β-Me d-glucoside; [(NH2)2CNH]2.H2CO3, C10H21NH3I; Tl(CH3)2I, Beyerite; 2,4,6(C6H2)I(NO2)3, C11H23NH3I; C6H4[1,2](COC2H5)2, C12H25NH3I; HgI2, C14H6O2[2,7](NO2)2, 2,7-dinitroanthraquinone; Cr2Al; The general procedure for identifying a noncatalogued pattern is: (1) plot the log d values and corresponding relative intensities of the unidentified pattern on a narrow strip of paper; (2) verify that the pattern is noncubic; (3) find an isomorphic prototype among the representative diffraction patterns; (4) compute lattice constants and check the appropriate classification tables; (5) confirm identification of the unknown by qual. spectroscopic anal., or by spot tests.

Industrial and Engineering Chemistry, Analytical Edition published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Formula: C6H12Br2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Weygand, Friedrich’s team published research in Rev. Chim., Acad. Rep. Populaire Roumaine in 7 | CAS: 594-81-0

Rev. Chim., Acad. Rep. Populaire Roumaine published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C44H28ClFeN4, Category: bromides-buliding-blocks.

Weygand, Friedrich published the artcileDehalogenation with sodium mercaptides, Category: bromides-buliding-blocks, the publication is Rev. Chim., Acad. Rep. Populaire Roumaine (1962), 7(2), 1379-92, database is CAplus.

The reactions of vicinal dihalides with mercaptides, leading to olefins or bis(alkyl- or arylthio) compounds were investigated and interpreted. The results indicated that the olefin-forming dehalogenation of vicinal dihalides was especially easy in compounds substituted with electron-attracting groups. The NaSEt suspension used was prepared by conversion of Na in ether with 10% excess EtSH. Dropwise addition of Me dibromodihydrocinnamate in ether to the mercaptide suspension gave Me cinnamate in 100% yield, also obtained in 82% yield with NaSPh. Dibenzalacetone was obtained in a similar manner in 80% yield from dibenzalacetone tetrabromide, coumarin in 97%, yield from 3,4-dibromodihydrocoumarin, and cholesterol in 93% yield from 5,6-dibromocholesterol and NaSEt. Reactions of the thiophenolate with 2,3-dimethyl-2,3-dibromobutane gave tetramethylethylene in 100% yield, with 2,3-dibromobutane, 2-butene in 72% yield, with 1,2-diiodoethane (heating), ethylene in 76% yield and with hexachloroethane (heating), tetrachloroethylene in 69% yield. In order to examine the stereospecificity of the dehalogenation, the di-Me dl- and meso-dibromosuccinate were converted with NaSEt in ether, to give di Me maleate and fumarate, resp., indicating that trans elimination occurred. No elimination by olefin formation but substitution was the result when 1,2-dibromides were treated with NaSPh. In this manner 1,2-bis(phenylthio)propane was obtained in 83% yield, b0.03 168°, from 1,2-dibromopropane, and 1,4-bis(phenylthio)-2-butene, m. 80°, in 93% yield from 1,4-dibromo-2-butene. Similar treatment of 1,2,3,4-tetrabromobutane gave olefin formation in the 2,3-position and substitution in the 1,4-position. Treatment of the 1-chloro-1-(ethylthio)acetophenone with NaSEt gave the 1,2-bis(ethylthio)-l,2-dibenzoylethane in 37% yield. Similar treatment of di-Et bromomalonate gave di-Et (ethylthio)malonate, b11 135-7°, and tetra-Et ethanetetracarboxylate, m. 76°. In the same way 2,2,3,3-tetracarbethoxybutane, n20D 1.4459 (55%), and di-Et methylmalonate, b. 83-6°, n20D – 1.4170 (34%), were obtained from di-Et methylbromomalonate. Analogous treatment of di-Et chloromalonate and di-Et dibromomalonate gave di-Et (ethylthio)malonate, b11 135°, 70% yield, tetra-Et ethylenetetracarboxylate, m. 56°, 55% yield. Tetracyanoethylene, m. 197°, was obtained in 36% yield from dibromomalononitrile-KBr complex; 1,1,2,2-tetracarbethoxycyclopropane, m. 42°, was obtained in 70% yield from 1,3-dibromo-1,1,3,3-tetracarbethoxypropane, and di-Et 1,2-bis(ethylthio)succinate, b0.1 117-35°, in 52% yield from the addition product of di-Et fumarate and EtSCl. 1,2-Bis(phenylthio)cyclohexane, b0.1 185-96°, was obtained in 49% yield by treatment of 2-chlorocyclohexyl Ph sulfide with NaSPh.

Rev. Chim., Acad. Rep. Populaire Roumaine published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C44H28ClFeN4, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ganis, Paolo’s team published research in Atti Accad. Naz. Lincei Rend. Classe Sci. Fis. Mat. Nat. in 35 | CAS: 594-81-0

Atti Accad. Naz. Lincei Rend. Classe Sci. Fis. Mat. Nat. published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Computed Properties of 594-81-0.

Ganis, Paolo published the artcileThe crystal structure of a new form of the cyclic condensation product of methyl succinate (dimethyl 2,5-dihydroxy-l,4-cyclohexadiene-1,4-dicarboxylate: crystal form II, Computed Properties of 594-81-0, the publication is Atti Accad. Naz. Lincei Rend. Classe Sci. Fis. Mat. Nat. (1963), 35(1-2), 68-79, database is CAplus.

A 2nd crystal form of the title compound was crystallized from AcOEt as thick irregular prisms. Weissenberg photographs taken along the 3 principal axes with Cu Kα radiation established the triclinic space group P1̅ and the cell constants a 8.45 ± 0.05, b 6.90 ± 0.05, c 4.97 ±: 0.03 A., α 118° ± 1°, β 94° ± 1°, γ 94° ± 1°; d. (calculated) is 1.52. Positional parameters for C and O atoms were obtained from Patterson maps and refined by Fourier methods to R factors of 12.5 and 16.1% for [001] and [010] projections, by using B factors of 2.5 A.2. H atoms, placed in their stereochem. accepted positions, were included in structure-factor calculations but not refined. A list of 216 F0 and F0 is given. Bond distances and angles are within the accepted values reported for analogous structures. Contact distances exclude the possibility of intermol. H-bond formation. A very nearly planar mol. results, however, from intramol. H bonding between the OH and COOH groups adjacent on the planar cyclohexadiene nucleus. The C:C distance of 1.33 ± 0.04 A. is compatibile only with an enolic form of the compound

Atti Accad. Naz. Lincei Rend. Classe Sci. Fis. Mat. Nat. published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Computed Properties of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wohl, A.’s team published research in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 52B | CAS: 594-81-0

Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C19H24BNO2, Computed Properties of 594-81-0.

Wohl, A. published the artcileBromination of unsaturated compounds with N-bromoacetamide, a contribution to the study of the course of chemical processes, Computed Properties of 594-81-0, the publication is Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1919), 51-63, database is CAplus.

It has now become quite widely accepted that substitution reactions are often preceded by addition reactions and the present investigation was carried out in the course of a search for reactions which would make it possible to decide with certainty whether there is really a primary addition and, if so, whether it is molecular or atomic. W. found, e. g., that the reaction Me2C:CMe2 + AcNHBr (a) → Me2C:CMeCH2Br + AcNH2 occurs under such conditions (good cooling in Et2O or Me2CO) that the (a) is not dissociated at all or only to a very minute extent; no HBr can be detected. This reaction can in no way be explained as taking place by addition of the residues Br and AcNH of the (a) to the two C atoms of the double bond, for an acetylated bromoamine would split off HBr and not AcNH2. Moreover, the behavior of (a) towards Me2C:CHMe (see below) also shows that the Br does not combine with either of the unsaturated C atoms. There, therefore, remains but one possibility, that the primary addition occurs through subsidiary valences on (a) and one or both of the trivalent C atoms and the resulting unstable structure with the loosest union between Br and N then loses AcNH, forming AcNH2 with the most labile H atom after the Br and this H atom, obeying the law of neutralization, have exchanged places. According to W.’s views, the high additive power of (a) depends on the union, the spatial proximity, of the two fields of affinity of the unsaturated negative atoms -NBr, just like H2N.OH, H2N.NH2, HO.NO, (HO)2SO, HN:C, etc. Compounds without this union, like the hydrazonium salts, H2NNMe3I, are quite indifferent, e. g., towards aldehydes. Me2C:CHMe and (a) under such conditions (sufficient dilution and cooling) that AcNH2 seps. and the Br derivative remains in solution give exclusively a di-Br compound C5H8Br2. If, however, equimol. amounts of Me2C:CHMe and (a) are brought together in cold Et2O they combine and sep. practically quant. as an oil which, when the Et2O is poured off, undergoes an energetic reaction just like when Me2C:CHMe and (a) are brought together without a diluent. It is, therefore, not the addition product stable at low temperatures which determines the course of the substitution reaction but some part of it (which could not be isolated) in the mixture formed when the temperature is raised. In the substitution reaction it is one of the primary H atoms, not the tertiary atom, which is replaced. The primary addition is, therefore, determined by the coóperation of the Br-N secondary valences and the C double bond, and the further course of the reaction by the mobility of the H atoms; according to the well-known rule, the double bond loosens the H on the adjacent C atom. In harmony with these views it was found that (a) does not attack compounds saturated in the usual sense (except Me3CBr) and a series of compounds unsaturated in the ordinary sense but lacking the conditions of easy addition or of mobile H atoms (EtBr, iso-PrBr, (CH2Br)2, PhCH2Br and CH2(CO2Et)2 in the first group and C2H4, C2H2, maleic and fumaric acids, PhCH:CHCO2H, PhCH:CHCO2Et and PhCH:CHCHO in the second group). Malonic ester, in spite of the mobile H atoms, lacks a grouping appropriate for the primary addition; this, however, is present in the derivative EtO2CCH2CONH2 which in Me3CO smoothly forms the compound EtO2CCHBrCONH2, the transient yellow color appearing during the course of its preparation indicating the formation of a Br-N compound with pentavalent N in which the migration of the Br from N to C occurs by intramol. substitution. The indifference of the other compounds of the second group is easily explained by the absence of a reactively influenced H atom. On the other hand, AcCH2CO2Et, PhOH and, to a less marked degree, PhOMe react with (a) just like Me2C:CMe2 and Me2C:CHMe. The same is true of Me3CBr, PhCH:CH2, MeCH:CHCO2H, NCCH2CO2Et, AcH, HCO2H and HCO2Et. The (a) used was recrystallized from C6H6, m. 108° and was colorless; as diluents were used Et2O (in which it is not soluble but dissolves as the reaction proceeds and AcNH2 seps.) or Me2CO which dissolves (a) readily without being itself markedly brominated in the cold. In general, as soon as the starch-iodide reaction was no longer given, the AcNH2, was removed, after addition of Et2O, by shaking with Na2CO3 and washing with H2O and the H2O-insoluble layer was dried with Na2SO4 and fractionated in vacuo. Without a diluent (a) acts on easily brominated compounds with much evolution of heat, darkening and violent decomposition, the unattacked (a) itself being thereby decomposed with liberation of Br. From 10 g. cold Me2C:CHMe treated with four 10-g. portions of (a) in 60 cc. Me2CO was obtained 9 g. of a compound, C5H8Br2 (b) (found 69.74% Br; calculated, 70.14), b12 54-5°, decolorizes KMnO4 and Br-H2O in alc.; no mono-Br derivative is formed, even when a large excess of Me2C:CHMe is used (20 g. to 20 of Br). Me2C:CBrMe, prepared by Bauer’s method (Bull. soc. chim. 2, 149(1860)) but from pure Me2C:CHMe instead of amylene, b766 119-20°; it reacts much more slowly than Me2C:CHMe with (a); 14.9 g. added at room temperature to 13.8 g. (a) in 60 cc. Me2CO and allowed to stand 24 hrs. without cooling, gave, besides unchanged Me2C:CBrMe, a fraction b25 96-8° with 69.43% Br. This dibromotrimethylethylene partly polymerizes on cooling and unlike (b) has an intense odor and attacks the eyes. From 10 g. Me2C:CMe2 in 36 cc. cold Et2O and 16 g. (a) is obtained about 3 g. of not quite pure bromotetramethylethylene (found 46.3% Br; calculated 49.0%), b15, 60-90°, decolorizes KMnO4, easily decomposes and polymerizes. Me3CBr (37 g.) in 10 cc. cold Et2O slowly treated with 37 g. (a) yields 7 g. Me2C(CH2Br)Br, b36 60-1°, b. 149°. From 44.3 g. PhOH in 145 cc. cold Et2O treated at 12 hr. intervals With, 20, 20 and 25 g. (a) is obtained p-BrC6H4OH, m. 64°, b21 1.39°, b, 236°. PhOMe (10.8 g.) and 13.8 g. (a) in 65 cc. Me2CO after 24 hrs. at room temperature gave 17 g. p-BrC6H4OMe, m. 11-1.5°, b. 215°. AcCH2CO2Et (21.7 g.) in 100 cc. cold Et2O treated in the course of 1 day with 8 + 8 + 7 g. (a) yields 15 g. AcCHBrCO2Et, b18 106-8°. From 2 g. EtO2CCH2CONH2 (prepared by heating EtO2CCH2C(OEt):NH.HCl at 125-30°) in 5 cc. cold Me2CO, slowly treated with 2 g. (a) in 5 cc. Me2CO and allowed to stand 24 hrs. to disappearance of the yellow color and the starch-iodide reaction, is obtained a mixture of AcNH2 and EtO2CCHBrCONH2

Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C19H24BNO2, Computed Properties of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Sampayo, Luiz de Mello Vaz de’s team published research in Revista Portuguesa de Quimica in 3 | CAS: 594-81-0

Revista Portuguesa de Quimica published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Application In Synthesis of 594-81-0.

Sampayo, Luiz de Mello Vaz de published the artcileThe structure of 1,2-dibromotetramethylethane, Application In Synthesis of 594-81-0, the publication is Revista Portuguesa de Quimica (1961), 3(2), 57-66, database is CAplus.

It was demonstrated by x-ray diffraction that 1,2-dibromotetramethylethane crystallizes in the tetragonal system (symmetry group 4mm) with a 7.39 and c 8.14 A. The centered unit cell has Z = 2. The symmetry of the unit cell requires that the 2 mols. in it have their lowest axis of inertia along a 4-fold axis of the crystal. Under these circumstances the space group is of maximum symmetry I4/mmm, and the centers of the 2 mols. are at the origin and at the center of the unit cell. The observed intensities, to which the usual corrections including temperature and absorption corrections were applied, diverge slightly from the calculated ones. This was probably due to an imperfect determination of the crystal shape.

Revista Portuguesa de Quimica published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Application In Synthesis of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Skatteboel, L.’s team published research in Tetrahedron in 21 | CAS: 594-81-0

Tetrahedron published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C8H11NO, Computed Properties of 594-81-0.

Skatteboel, L. published the artcileReactions of tertiary acetylenic halides with Grignard reagents. Preparation of cumulenes, Computed Properties of 594-81-0, the publication is Tetrahedron (1965), 21(6), 1357-67, database is CAplus.

Me2C(OH)CCCCMe (0.25 mole), 0.25 ml. CaCl2, and a small amount of hydroquinone in 104 ml. concentrated HCl mechanically shaken 3.5 hrs. yielded 90% Me2CClCCCCMe (I), b10 64-9°, n20D 1.5116. I (14.8 g.) in 15 ml. dry Et2O added dropwise in 1 hr. to 170 ml. MeMgBr (0.70M) with stirring at 20°, the mixture stirred 16 hrs. and refluxed 1 hr. with collection of evolved gases trapped at -78° over H2O, the mixture hydrolyzed with dilute aqueous HCl and the isolated product distilled gave 6.1 g. liquid, b12 50-2°, n26D 1.4998. The residue yielded 4.1 g. crystalline compound, purified by chromatography and recrystallization from MeOH to give [MeC CCCCMe2]2 (II), m. 140°. as chromatography of the liquid showed the presence of 64, 27, and 9% of 3 compounds (III, IV, V), separated by preparative gas chromatography. On the basis of analysis, spectroscopic data, and identity with a compound prepared by reduction of I with Zn in alc. III was shown to be Me2C:C:CHC CMe, b13 50°, n25D 1.5023. Repeated preparative gas chromatography gave a liquid, n25D 1.4792, recrystallized at low temperature from C5H12 to give IV, Me2CHCCCCMe, m. 27°. I (5 g.) in 30 ml. dry MeOH containing 1.5 g. Na kept 2 hrs. at 20° and refluxed 15 min., treated with H2O and extracted with C5H12 yielded 53% V, H2C:CMeCCCCMe, b13 53°, n25D 1.5402, extremely unstable except at low temperature under N. In one experiment the reaction mixture from the Grignard reaction was decomposed with D2O and the compounds separated Both II and V were unchanged but the product from III, ν 2225 cm.-1, N.M.R. lacking the band at 4.99 due to the allenic proton, was III-4-d. The new IV lacked the ir band at 1320 cm.-1 and it was evident that D was actually incorporated at the tertiary C atom of the Me2CH group. The gas evolved in the reaction analyzed by gas chromatography consisted of 99.9% C2H6 with traces of CH4. Use of EtMgBr gave 61% C2H6, 39% H2C:CH2, with traces of CH4. Although no cumulene was formed, the isolation of III showed that rearrangement had occurred and the reaction of Grignard reagents with tertiary acetylenic dihalides was studied. Me2CClCCCClMe2 (VI) (5.4 g.) in 15 ml. dry Et2O added dropwise in 30 min. to 50 ml. MeMgBr (1.54M) with stirring at 20° and the mixture stirred 1 hr., refluxed 1 hr., and hydrolyzed with dilute HCl (all operations under N) yielded 92% Me2C:C:C:CMe2 (VII), m. 40°. The gas evolved was 99.9% C2H6, but with EtMgBr consisted of 51:49 C2H6-H2C:CH2. VII was also produced by treatment of VI with Zn. VII was extremely sensitive to O with formation of a polymeric peroxide, isolated by extraction with hot CH2Cl2 to CHCl3 to give crystalline material, C8H12O2, m. 112-13° ozonized in CCl4 followed by treatment with Zn and H2O to give Me2CO. Me2CCl(C:C)2CClMe2 (VIII) (10.1 g.) in 15 ml. dry Et2O added dropwise in 1 hr. to 80 ml. MeMgBr (1.5M) with stirring at 20°, the mixture kept 1 hr. at 20° and decomposed with dilute HCl, the Et2O solution separated and dried gave ir spectrum, ν 2002 1625 cm.-1, and uv maximum 215, 228, 308, 321 mμ. Any attempt to isolate the cumulene gave highly unstable polymeric material, explosive at 70-80°, ν 1140 cm.-1, and containing considerably less O than the above peroxide. On the basis of the assembled data the cumulene structure, Me2C:C:C:C:C:CMe2 was assigned to the compound In the reaction of both VI and VIII dehalogenation had occurred and it was shown that the vicinal dihalide, Me2CBrCBrMe2 (IX) readily reacted with MeMgBr to yield Me2C:CMe2 (X) as the sole isolable product. Production of C2H6 from reactions with MeMgBr suggested that the dehalogenation reaction with IX to give the volatile X might be useful as a way of dimerizing Grignard reagent radicals. MeMgBr (140 ml., 1.4M) in Et2O added dropwise in 2 hrs. to 19.5 g. IX in 25 ml. dry Et2O and the mixture refluxed 1 hr., cooled, and hydrolyzed with dilute HCl and the washed and dried Et2O layer fractionated yielded 76% X, b. 70-2°, n20D 1.4101. The evolved gases contained 99.9% C2H6. Similar reaction of IX with EtMgBr gave X and evolved 52% C2H6, 48% H2C:CH2, and traces of CH4. Reaction of IX with PhMgBr gave only X and 71% Ph2, m. 69-70°. PhCCH (5.1 g.) in 20 ml. dry Et2O treated with 34 ml. 1.48M MeMgBr and the mixture refluxed 6 hrs., the mixture worked up as usual and the Et2O distilled under reduced pressure, the residue recrystallized from MeOH to yield 63% PhCCCPh, m. 87-8°, and the Et2O distillate analyzed by gas chromatography showed the presence of 62% X and PhCCH. Distillation of the distillate recovered 1.4 g. PhCCH. The formation of the allene and cumulenes was rationalized by a functional exchange-elimination mechanism involving radicals.

Tetrahedron published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C8H11NO, Computed Properties of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary