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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 . Bromobenzene is used as a precursor in the manufacture of phencyclidine .
In the first step, two bromine atoms are added to the methyl group of 4-bromotoluene by free radical bromination to form 4-bromobenzal bromide. In the second step, the dibrominated methyl group is hydrolyzed with calcium carbonate , then steam distilled to collect 4-bromobenzaldehyde.
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]
Methyl 4-iodobenzoate, or methyl p-iodobenzoate, is an organic compound with the formula IC 6 H 4 COOCH 3. [3] It is the methyl ester of 4-iodobenzoic acid , or may also be viewed as an iodinated derivative of methyl benzoate .
2-Fluorobenzoic acid is an aromatic organic compound with the formula FC 6 H 4 CO 2 H. It is one of three isomeric fluorobenzoic acids. It is one of three isomeric fluorobenzoic acids. Its conjugate base is 2-fluorobenzoate.
Monobromotoluene isomers [1] [2] [3] Common name Structure Systematic name: 1-bromo-2-methylbenzene 1-bromo-3-methylbenzene 1-bromo-4-methylbenzene Molecular formula: C 7 H 7 Br (C 6 H 4 BrCH 3) Molar mass: 171.03 g/mol Appearance colorless liquid colorless liquid white crystalline solid CAS number [95-46-5] [591-17-3]
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-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.