Tag: M.W=200-250

Kong, Shuai published the artcileFluorescently visualizing the penetration of anionic surfactants across cytoplasmic membrane and the subsequent damage on human cells, Formula: C12H25Br, the publication is Environmental Science and Pollution Research (2022), 29(14), 20593-20602, database is CAplus and MEDLINE.

The extensive application of chem. synthesized anionic surfactants would cause serious pollution of water and increase health risk to humans. However, the adverse impact of anionic surfactant on human cells has never been systematically demonstrated. In this paper, a series of fluorescent anionic surfactants containing a varying length of alkyl chain from C8 to C18 and a fixed hydrophilic head of 8-hydroxypyrene-1,3,6-trisulfonic acid trisodium salt (HPTS) were synthesized and utilized for visualizing the interaction between surfactants and cells. The obtained mols. exhibited blue fluorescence presenting a decreasing fluorescent intensity with the increasing length of alkyl chain from C8 to C18 while showed the same sequence of HPTS-C16>HPTS-C18>HPTS-C12>HPTS-C8 on either surface activity, cellular adsorption, or cytotoxicity. In opposite, HPTS which contained no hydrophobic chain and thus exhibited no surface activity showed no cellular adsorption and cytotoxicity. It seems that the ligand of the appropriate chain length (C16) onto the hydrophilic HPTS mols. could cause the largest surface activity, the most distinguished cellular adsorption as well as the most adverse cytotoxicity. As reflected by the dynamic fluorescent visualization, the surfactant mols. of HPTS-C16 initially bound with cell membrane and entered into the intracellular lumen before finally localized at the (ER) and damaged it into a swollen structure. It is most likely that the structure of hydrophobic chain could determine the surface activities of surfactants and hence affect their cellular uptake and cytotoxicity. This study could help us to understand the adverse impact of anionic surfactant on human cells and its correlation with the surface activities or, in another word, the hydrophobic chain length.

Environmental Science and Pollution Research published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, Formula: C12H25Br.

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

Akhmetova, N. E. published the artcileAction of electrophilic agents on polyfluoro aromatic compounds. VII. Reaction of polyfluorinated phenols, naphthols, and their alkali metal salts with chlorine and bromine, Category: bromides-buliding-blocks, the publication is Zhurnal Organicheskoi Khimii (1973), 9(6), 1218-27, database is CAplus.

C6F5OH was unreactive toward Cl or Br in HOAc, aqueous HOAc, or H2O-Et2O at -10 to 0°. Anhydrous C6F5OK and Br in CCl4 yielded 44% 4-bromoperfluorocyclohexadienone (I, X = Br), which gave C6F5OH with Na2S2O3 or HBr; C6F5OK.2H2O gave I (X = Br, Cl) and their 2-haloisomers (II, X = Br, Cl) with Br in CCl4 and Cl in CH2Cl2, resp., with II predominating in both cases. 1-HOC10F7 yielded 87% 1-oxo-4-bromoperfluoro-1,4-dihydronaphthalene (III, X = Br) with Br in aqueous HOAc and a mixture of III (X = Cl) and its 2-chloro isomer (IV, X = Cl) with Cl in aqueous HOAc. 2-HOC10F7 and 2-KOC10F7 gave the resp. 2-oxo-1-haloperfluoro-1,4-dihydronaphthalenes (V) under identical conditions. 1-KOC10F7 and Br in CH2Cl2 gave III and IV (X = Br), with the latter predominating; IV (X = Br) was converted to III (X = Br) on standing. The III-IV ratio in the reaction products of 1-KOC10F7 with Br increased in the order of increasing solvent polarity: CCl4 < CH2Cl2 < MeNO2 < aqueous HOAc. 4-RC6F4OK hydrate (VI, R = Br) reacted with Cl in CCl4 to give 81% of the corresponding 2-chlorocyclohexadienones (VII). VI (R = H) gave 38% 4-BrC6F4OH with Br in CH2Cl2 via the corresponding intermediate 4-bromocyclohexadienone (VIII). VI (R = Me) treated with Br in CCl4 and Cl in CH2Cl2 gave the resp. VII and VIII, with VII predominating.

Zhurnal Organicheskoi Khimii published new progress about 1998-61-4. 1998-61-4 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzene,Phenol, name is 4-Bromo-2,3,5,6-tetrafluorophenol, and the molecular formula is C6HBrF4O, Category: bromides-buliding-blocks.

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

Shtark, A. A. published the artcileAction of electrophilic agents on polyfluoro aromatic compounds. XIII. Nitrofluorination of hexafluorobenzene and the compounds C6F5X (X = hydrogen, chlorine, bromine). Orienting effect of the substituents X and relative stability of corresponding monosubstituted hexafluorobenzenonium ions, COA of Formula: C6HBrF4O, the publication is Zhurnal Organicheskoi Khimii (1976), 12(7), 1499-508, database is CAplus.

In HNO3-HF solution C6F5R (R = H, F, Cl, Br) add NO2+ and F- in positions para to each other. When R = H, Cl, or Br, the NO2+ enters meta to R. This orientation reflects the stability of the benzenonium ion when R = H but not when R = Cl or Br.

Zhurnal Organicheskoi Khimii published new progress about 1998-61-4. 1998-61-4 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzene,Phenol, name is 4-Bromo-2,3,5,6-tetrafluorophenol, and the molecular formula is C12H9NO, COA of Formula: C6HBrF4O.

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

Van Zandt, Michael C. published the artcileDesign and synthesis of highly potent and selective (2-arylcarbamoyl-phenoxy)-acetic acid inhibitors of aldose reductase for treatment of chronic diabetic complications, SDS of cas: 147181-08-6, the publication is Bioorganic & Medicinal Chemistry (2004), 12(21), 5661-5675, database is CAplus and MEDLINE.

Recent efforts to identify treatments for chronic diabetic complications have resulted in the discovery of a novel series of highly potent and selective (2-arylcarbamoyl-phenoxy)-acetic acid aldose reductase inhibitors. The compound class features a core template that utilizes an intramol. hydrogen bond to position the key structural elements of the pharmacophore in a conformation, which promotes a high binding affinity. The lead candidate, I, 5-fluoro-2-(4-bromo-2-fluoro-benzylthiocarbamoyl)-phenoxyacetic acid, inhibits aldose reductase with an IC₅₀ of 30 nM, while being 1100 times less active against aldehyde reductase, a related enzyme involved in the detoxification of reactive aldehydes. In addition, I lowers nerve sorbitol levels with an ED₅₀ of 31 mg/kg/d po in the 4-day STZ-induced diabetic rat model.

Bioorganic & Medicinal Chemistry published new progress about 147181-08-6. 147181-08-6 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Salt,Amine,Benzene, name is (4-Bromo-2-fluorophenyl)methanamine hydrochloride, and the molecular formula is C4H6O3, SDS of cas: 147181-08-6.

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

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

Etemad Moghadam, Guita published the artcileStereoselective synthesis of E or Z α-methyl α,β-ethylenic esters from phosphonates or phosphine oxides by the Wittig-Horner reaction, COA of Formula: C5H12BrO3P, the publication is Tetrahedron (1984), 40(24), 5153-66, database is CAplus.

The reaction of α-branched aldehydes with (EtO)₂P(O)CHMeCO₂Me in THF/BuLi at low temperature leads stereoselectively to Z α-Me α,β-unsaturated esters. From a linear aldehyde, the reaction is less stereoselective, while from α,β-unsaturated ones, the E isomers are predominantly formed in good yields. From Ph₂P(O)CHMeCO₂Me, E α-Me α,β-unsaturated esters are stereoselectively formed either in DMF/Me₃COK or under phase transfer conditions, regardless of the starting aldehyde. This reagent can thus advantageously replace the corresponding P-ylide.

Tetrahedron published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, COA of Formula: C5H12BrO3P.

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

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

Kanth, Priyanka published the artcileInvestigation of mesomorphic, photophysical and gelation behavior in aroylhydrazone based liquid crystals: Observation of mesophase crossover phenomena, COA of Formula: C12H25Br, the publication is Journal of Molecular Liquids (2022), 117084, database is CAplus.

Five series of substituted aroylhydrazones having two alkoxy chains at 3- and 5- positions at amide end of the mol. have been synthesized; wherein each series differ from each other in terms of number and position of alkoxy chains at imine end. The compounds of first series with the single alkoxy chain at 4-position at imine end self-assembled into columnar hexagonal mesophase. The lower homologues of the series with alkoxy chains at 3- and 5- positions at imine end showed a transition from columnar hexagonal to columnar rectangular mesophase in cooling cycle while the higher homologues exhibited columnar hexagonal mesophase. The series with alkoxy chains at 3- and 4- positions exhibited columnar rectangular mesophase. All the homologues of series with alkoxy chains at 2-, 3- and 4- positions showed a transition from columnar rectangular to columnar oblique mesophase in cooling cycle. The series with alkoxy chains at 3-, 4- and 5- positions exhibited transition in columnar hexagonal mesophase. The mesophase crossover from one columnar mesophase to the other was found to be dependent on the chain length as well as on the temperature during the self-assembly process in these mols. The substitution pattern showed an influence on the photophys. properties. The number and position of alkoxy chains played a critical role in the formation of gel in these mols. These liquid crystalline gelators have application potential in organic optoelectronic functional materials and devices.

Journal of Molecular Liquids published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, COA of Formula: C12H25Br.

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

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°, n_D²⁰ 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°, n_D²⁰ 1.4440, d₂₀ 0.798. The condensation also gave 38% C₁₁ hydrocarbon, b₇₆₀ 178-80°, n_D²⁰ 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

Nagrimanov, Ruslan N. published the artcileAdditive scheme of solvation enthalpy for halogenated aliphatic hydrocarbons at 298.15 K., Safety of 1-Bromododecane, the publication is Thermochimica Acta (2022), 179155, database is CAplus.

In this work, an additive scheme for the estimation of solvation enthalpy of halogenated aliphatic hydrocarbons in n-heptane was developed. The proposed structural fragments for halogen group contributions are dependent on the nature of neighboring atoms. A linear relationship between solvation and vaporization enthalpy at 298.15 K for mono- and di-α,ω-halogen aliphatic compounds was found. These relationships can be used for the quick estimation of standard vaporization and solution enthalpies at 298.15 K. Proposed approaches for estimation of solvation, solution and vaporization enthalpies at 298.15 K were verified by conventional methods. In most cases, absolute deviations between exptl. and estimated values for halogenated aliphatic hydrocarbons do not exceed 1-2 kJ mol^-1.

Thermochimica Acta published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, Safety of 1-Bromododecane.

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