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4-Fluorobromobenzene is synthesized via bromination of fluorobenzene in the presence of a Lewis acid catalyst such as iron(III) bromide or aluminium tribromide. [2]4-Bromofluorobenzene is regarded by the Toxic Substances Control Act as a high production volume chemical, that is, a chemical that 1 million pounds (about 500 tonnes) per year is either produced in or imported to the United States.
4,4’-Difluorobenzophenone is an organic compound with the formula of (FC 6 H 4) 2 CO. This colorless solid is commonly used as a precursor to PEEK , or polyetherether ketone, a so-called high performance polymer.
[3] Bromobenzene is used to introduce a phenyl group into other compounds. One method involves its conversion to the Grignard reagent, phenylmagnesium bromide. This reagent can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid. [4] Other methods involve palladium-catalyzed coupling reactions, such as the Suzuki reaction.
[10] 1,3-Diisopropylbenzene is produced via transalkylation, a special form of Friedel–Crafts alkylation. It also allows alkyl chains to be added reversibly as protecting groups. This approach is used industrially in the synthesis of 4,4'-biphenol via the oxidative coupling and subsequent dealkylation of 2,6-di-tert-butylphenol. [11] [12]
In contrast, the boiling points of PhF and benzene are very similar, differing by only 4 °C. It is considerably more polar than benzene, with a dielectric constant of 5.42 compared to 2.28 for benzene at 298 K. [4] Fluorobenzene is a relatively inert compound reflecting the strength of the C–F bond.
4-Bromothiophenol can be synthesized via the reduction of 4-bromo-benzenesulfonyl chloride by red phosphorus and iodine in an acidic solution. [3] Hydrogenation of 4,4'-dibromodiphenyl disulfide also produces 4-bromothiophenol.
C 6 H 4 Br 2: Molar mass: 235.906 g/mol Appearance colorless liquid colorless liquid white solid CAS number [583-53-9] [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.
It may be prepared via the Schiemann reaction, in which a 4-aminobenzoic acid, protected as the ethyl ester, is diazotised and then fluoride introduced using tetrafluoroborate. Hydrolysis of the ester converts it back to the free acid. [2] 4-Fluorobenzoic acid has been observed to form by the aerobic biotransformation of 4-fluorocinnamic acid. [3]