Category: 52358-73-3

Turunen, Lotta published the artcileHalogen Bonds of Iodonium Ions: A World Dissimilar to Silver Coordination, Synthetic Route of 52358-73-3, the publication is Bulletin of the Chemical Society of Japan (2021), 94(1), 191-196, database is CAplus.

A distinct difference between the three-center halogen bond and the analogous three-center coordinative bond of silver is demonstrated by computational, X-ray crystallog. and solution NMR spectroscopic investigations of their complexes with a bidentate Lewis base. Iodine(I) preferentially forms an entropically favored monomeric complex, whereas silver(I) forms enthalpically favored dimeric complexes. Counterion coordination considerably influences the structure of the silver complexes in the solution and solid state, whereas it does not have notable effect on the analogous halogen bond.

Bulletin of the Chemical Society of Japan published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C6H20Cl2N4, Synthetic Route of 52358-73-3.

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

Garlock, Edward A. Jr. published the artcileAnthracene series. I. Methyl ketones and carbinolamines derived from 1,2,3,4-tetrahydroanthracene, HPLC of Formula: 52358-73-3, the publication is Journal of the American Chemical Society (1945), 2255-9, database is CAplus and MEDLINE.

Anthracene (I) (89 g.), 5 g. Cu chromite, and 300 cc. decalin, shaken with H at 2300 lb. and 250° for 24 min., give 43% of the 1,2,3,4-tetrahydro derivative (II); reduction at 1500 lb. and 130° gives 25% of II. Reduction of I at 2300 lb. and 150° for 5 min. gives 95% of the 9,10-dihydro derivative AcCl (20.5 cc.) and 60 g. AlCl₃ in 190 cc. PhNO₂ at -3° to -7°, treated slowly with 45.5 g. of II in 145 cc. PhNO₂, with stirring at 5° for 20 h., the resulting oil distilled at 0.1 mm. (160-70°), and crystallized from 200 cc. ligroin, give 17.6 g. of 6-acetyl-1,2,3,4-tetrahydroanthracene (III), m. 101-2°, and, from the mother liquor, 13.5 g. of the 5-isomer (IV), n_D²⁵ 1.6333 (isolated as the semicarbazone, m. 209-11°). III yields a semicarbazone, m. 251.5-2.5°; an oxime, m. 165.5-7°; and a picrate, light yellow, m. 118-20°. III (4.4 g.) in 25 cc. AcOH, treated with 5 g. CrO₃ in 3 cc. H₂O and 22 cc. AcOH at 50°, warmed to 60° for 10 min. and allowed to stand at room temperature for 1 h., gives 2.2 g. of 6-acetyl-1,2,3,4-tetrahydro-9,10-anthraquinone, yellow, m. 169-70°. III (8.96 g.) in 260 cc. EtOH at 5°, treated dropwise with 2.1 cc. Br, gives 8 g. of the 6-(ω-bromoacetyl)derivative (V), light yellow, m. 113.5-15°. III (1.1 g.), reduced with 6.5 cc. of 3 N (iso-PrO)₃Al in iso-PrOH for 15 min., gives 0.9 g. of the 6-(1-hydroxyethyl) derivative, m. 87.5-8.5°. III (2.2 g.), 10 g. amalgamated Zn, 20 cc. AcOH, 20 cc. concentrated HCl, and 8 cc. PhMe, refluxed 24 h. (three 6-cc. portions of concentrated HCl added during this period), give 1.9 g. of 6-ethyl-1,2,3,4-tetrahydroanthracene, m. 38-9.5° (picrate, bright red, m. 100-1°, very unstable). III (3.3 g.), refluxed with alk. NaOCl for 2 h., gives 2.8 g. of 1,2,3,4-tetrahydro-6-anthracenecarboxylic acid, m. 264-6°; Et ester (VI), m. 113°. Dehydrogenation of III gives 2-acetylanthracene and of VI gives Et 2-anthroate. V (6.06 g.) in 50 cc. absolute ether, treated with 6.38 g. Am₂NH, shaken for 3 h., and reduced with 30 cc. 3 N (iso-PrO)₃Al in iso-PrOH, gives 3.5 g. of 6-(2-diamylamino-1-hydroxyethyl)-1,2,3,4-tetrahydroanthracene-HCl, m. 114.5-16°; the diheptylamino homolog m. 114.5-16.5°; the dinonylamino homolog m. 112-16°. IV forms an oxime, m. 120.5-2.5°, and a picrate, light yellow, m. 115-16°. Oxidation of IV with CrO₃ in AcOH gives 5-acetyl-1,2,3,4-tetrahydro-9,10-anthraquinone, light yellow, m. 122-4°. Reduction of IV with (iso-PrO)₃Al in iso-PrOH gives 5-(1-hydroxyethyl)-1,2,3,4-tetrahydroanthracene, m. 73.5-6.5°. Oxidation of IV with NaOCl gives 1,2,3,4-tetrahydro-5-anthracenecarboxylic acid, m. 190-6°; Et ester, m. 64-70°. Dehydrogenation of IV gives 1-acetylanthracene. In the reaction of I and AcCl in C₂H₂Cl₄, the formation of III is almost entirely suppressed and the oily ketone (IV) is formed in approx. the same yield as in the PhNO₂ experiment

Journal of the American Chemical Society published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, HPLC of Formula: 52358-73-3.

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

Miller, John C. published the artcileHeavy atom effects on the triplet lifetimes of naphthalene and phenanthrene, Synthetic Route of 52358-73-3, the publication is Journal of the American Chemical Society (1977), 99(25), 8175-9, database is CAplus.

Heavy-atom effects on triplet decay rates are reported for the 8 monohalonaphthalenes and for 11 monohalophenanthrenes. The decrease in the lifetime with substitution varies with the square of the at. spin-orbit coupling factor for the attached halogen. The position dependence is qual. related to the unpaired spin-d. distribution in the mol. Investigation of the lifetimes of 13 polyhalogenated naphthalenes and phenanthrenes indicate both pos. and neg. deviations from an additive model for heavy-atom effects. Substituent-induced shifts of the O-O band of the phosphorescence spectra are also tabulated.

Journal of the American Chemical Society published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Synthetic Route of 52358-73-3.

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

Oh, Soo-Jin published the artcileMONNA, a potent and selective blocker for transmembrane protein with unknown function 16/anoctamin-1, Name: 1,3-Dibromonaphthalene, the publication is Molecular Pharmacology (2013), 84(5), 726-735, database is CAplus and MEDLINE.

Transmembrane protein with unknown function 16/anoctamin-1 (ANO1) is a protein widely expressed in mammalian tissues, and it has the properties of the classic calcium-activated chloride channel (CaCC). This protein has been implicated in numerous major physiol. functions. However, the lack of effective and selective blockers has hindered a detailed study of the physiol. functions of this channel. In this study, we have developed a potent and selective blocker for endogenous ANO1 in Xenopus laevis oocytes (xANO1) using a drug screening method we previously established. We have synthesized a number of anthranilic acid derivatives and have determined the correlation between biol. activity and the nature and position of substituents in these derived compounds A structure-activity relationship revealed novel chem. classes of xANO1 blockers. The derivatives contain a -NO₂ group on position 5 of a naphthyl group-substituted anthranilic acid, and they fully blocked xANO1 chloride currents with an IC₅₀ < 10 μM. The most potent blocker, N-((4-methoxy)-2-naphthyl)-5-nitroanthranilic acid (MONNA), had an IC₅₀ of 0.08 μM for xANO1. Selectivity tests revealed that other chloride channels such as bestrophin-1, chloride channel protein 2, and cystic fibrosis transmembrane conductance regulator were not appreciably blocked by 10∼30 μM MONNA. The potent and selective blockers for ANO1 identified here should permit pharmacol. dissection of ANO1/CaCC function and serve as potential candidates for drug therapy of related diseases such as hypertension, cystic fibrosis, bronchitis, asthma, and hyperalgesia.

Molecular Pharmacology published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Name: 1,3-Dibromonaphthalene.

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

Gruetzmacher, Hans F. published the artcileMass spectrometry of unstable organic molecules. IX. Evidence for isomeric dehydronaphthalenes from pyrolysis-mass spectrometry, Application of 1,3-Dibromonaphthalene, the publication is Justus Liebigs Annalen der Chemie (1975), 2023-32, database is CAplus.

Thermal fragmentations of substituted naphthalenes (e.g. I; R,R1 = Br; R,R1 = NO2, R = NO2, R1 = iodo; II; R,R1 = Br; R,R1 = NO2) were examined via pyrolysis mass spectrometry. 1,4- And 1,3-disubstituted naphthalenes produce o-diethynylbenzene (ionization potential = 8.96 ± 0.05 eV); the other disubstituted naphthalenes produce dehydronaphthalenes. The ionization potentials of the dehydronaphthalenes were determined

Justus Liebigs Annalen der Chemie published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Application of 1,3-Dibromonaphthalene.

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

Lubman, David M. published the artcileMass spectrometry of aromatic molecules with resonance-enhanced multiphoton ionization, Quality Control of 52358-73-3, the publication is Analytical Chemistry (1982), 54(4), 660-5, database is CAplus.

The results of 2 classes of experiments with laser sources demonstrate the anal. potential of multiphoton-ionization mass spectroscopy. The 1st class of experiments demonstrates the effect of wavelength and power on the multiphoton ionization of mols. in effusive thermal beams. Valuable anal. features of such ionization processes are discussed for a variety of compounds which can be ionized by the absorption of 2 UV photons. The 2nd class of experiments demonstrates how the use of multiphoton ionization with a cooled supersonic beam can result in the very specific ionization of similar mols. Cooled mols. in supersonic beams have significantly different ionization spectra, making possible the identification of the components of interest.

Analytical Chemistry published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Quality Control of 52358-73-3.

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

Mercanton, Roger published the artcileBromonaphthalenesulfonic acids, Category: bromides-buliding-blocks, the publication is Helvetica Chimica Acta (1945), 533-9, database is CAplus.

4-Amino-2-naphthalenesulfonic acid gives by the Sandmeyer reaction 71% Na 4-bromo-2-naphthalenesulfonate (I) (Ag salt, 86% yield, Me ester m. 132° (all m.ps. corrected), Et ester m. 90°, acid chloride m. 112.5°, amide m. 183-5°, anilide m. 172°). Similarly is obtained 74% Na 5-bromo-2-naphthalenesulfonate (II) (Ag salt, 96% yield, Me ester m. 110°, Et ester m. 125°, acid chloride m. 100°, amide m. 225°, anilide m. 207.5°). All derivatives of II are less soluble than those of I. The reaction gives 61% K 8-bromo-2-naphthalenesulfonate (III) (Ag salt, 88% yield, Me ester m. 97°, Et ester m. 92.5°, acid chloride m. 120-1.5°, amide m. 193°, anilide m. 170°), and 70% K 2-bromo-1-naphthalenesulfonate (IV) (Ag salt, 87% yield, Me ester m. 93°, Et ester m. 65.5°, acid chloride m. 98°, amide m. 145°, anilide m. 144°). Treatment of the acid chlorides with NaHSO₃ and NaOH gives bromonaphthalenesulfinic acids which with HgCl₂ form bromonaphthylmercuric chlorides. When these are refluxed with Br and KBr in EtOH they form dibromonaphthalenes, I giving the 1,3-, II the 1,6-, III the 1,7-, and IV the 1,2-dibromides.

Helvetica Chimica Acta published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Category: bromides-buliding-blocks.

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

Demirtas, Ibrahim published the artcileSynthetic route to 1,3-disubstituted naphthalene derivatives, Synthetic Route of 52358-73-3, the publication is Journal of Chemical Research, Synopses (2002), 524-526, database is CAplus.

The preparation of methoxy- and cyanonaphthalene derivatives is described. The preparation of 1,3-dimethoxynaphthalene, 1-bromo-3-methoxynaphthalene, 1-methoxy-3-bromonaphthalene and 1,3-dicyanonaphthalene involves the reaction of 1,3-dibromonaphthalene with the corresponding nucleophile.

Journal of Chemical Research, Synopses published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Synthetic Route of 52358-73-3.

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

Gokalp, Faik published the artcileTheoretical study of synthesis of 1,3-dibromonaphthanlene, Quality Control of 52358-73-3, the publication is Journal of the Chemical Society of Pakistan (2018), 40(6), 1089-1092, database is CAplus.

Naphthalene derivatives have been attracted the interest for synthesis of natural products having biol. properties. Elimination reaction of tetrabromonaphthalene (1) resulted in the formation of 1,3-dibromonaphthalene (2) rather than 1,4-dibomonaphthalene (3). This phenomenon was explained by theor. investigation. The phys. properties and optimization of tetrabromonaphthalene (1), 1,3-dibromonaphthalene (2) and 1,4-dibromonaphthalene (3) were evaluated by B3lyp/6-31+G(d,p) method. Due to the HOMO-LUMO gap of 1,3-dibromonaphthalene (2) was higher than that of the 1,4-dibomonaphthalene (3), the formation of 1,3-dibromonaphthalene (2) was favorable. Moreover, Higher dipole moment of 1,3-dibromonaphthalene (2) than 1,4-dibomonaphthalene (3) supported the synthesis of 1,3-dibromonaphthalene (2) properly.

Journal of the Chemical Society of Pakistan published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Quality Control of 52358-73-3.

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