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[108-36-1] [106-37-6] Properties Density and phase: 1.9940 g/ml, liquid 1.9523 g/ml, liquid 1.84 g/ml, solid Solubility in water: practically insoluble Other solubilities Soluble in 70 parts ethanol. Soluble in benzene, chloroform and very soluble in diethyl ether. Melting point: 7.1 °C −7.0 °C 87 °C Boiling point: 225 °C 218–220 °C ...
1,3-Dibromobenzene has been used as a starting material in the synthesis of antiviral Lufotrelvir, in human clinical trials for the treatment of COVID-19. [3] The first step is formylation of 1,3-dibromobenzene to 2,6-dibromobenzaldehyde, by lithiation with lithium diisopropylamide in THF, followed by quenching with dimethylformamide.
The three possible arrangements of the nitro groups afford three isomers, 1,2-dinitrobenzene, 1,3-dinitrobenzene, and 1,4-dinitrobenzene. Each isomer has the chemical formula C 6 H 4 N 2 O 4 and a molar mass of about 168.11 g/mol. 1,3-Dinitrobenzene is the most common isomer and it is used in the manufacture of explosives.
All three have been synthesized by various routes: 1-Bromo-2-chlorobenzene: from 2-chloroaniline, via diazotization followed by a Sandmeyer reaction [1]; 1-Bromo-3-chlorobenzene: by (3-chlorophenyl)trimethylgermanium by electrophilic substitution [2] [better source needed]
1,3-Dinitrobenzene is accessible by nitration of nitrobenzene. The reaction proceeds under acid catalysis using sulfuric acid. The directing effect of the nitro group of nitrobenzene leads to 93% of the product resulting from nitration at the meta-position. The ortho- and para-products occur in only 6% and 1%, respectively. [1]
Approximately 95% of nitrobenzene industrially produced is hydrogenated to aniline: [5] C 6 H 5 NO 2 + 3 H 2 → C 6 H 5 NH 2 + 2 H 2 O. Aniline is a precursor to urethane polymers, rubber chemicals, pesticides, dyes (particularly azo dyes), explosives, and pharmaceuticals. Most aniline is consumed in the production of methylenedianiline, a ...
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1,2-Dibromobenzene (o-dibromobenzene) is an aryl bromide and isomer of dibromobenzene. It is one of three isomers, the others being 1,3- and 1,4-dibromobenzene. It is a colorless liquid, although impure samples appear yellowish. The compound is a precursor to many 1,2-disubstituted derivatives of benzene.