Synthesis of 4-bromobenzoyl chloride

Preparation of 4-bromobenzoyl chloride

A mixture of 35 g. (0.17 mole) of p-bromobenzoic acid and 36 g. (0.17 mole) of phosphorus pentachloride is warmed on a steam bath until there is no more visible evidence of reaction. The resulting mixture is distilled under reduced pressure. The p-bromo-benzoyl chloride is collected at 136-138°/20 mm. and is obtained in 92% yield. The product solidifies in the receiver.

Reference: J. Am. Chem. Soc, 36, 269 (1913).

IUPAC Name

4-bromobenzoyl chloride

InChI

InChI=1S/C7H4BrClO/c8-6-3-1-5(2-4-6)7(9)10/h1-4H

InChI Key

DENKGPBHLYFNGK-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CC=C1C(=O)Cl)Br

Depositor-Supplied Synonyms

4-Bromobenzoyl chloride, 586-75-4, p-Bromobenzoyl chloride, Benzoyl chloride, 4-bromo-, Benzoyl chloride, p-bromo-, p-Bromobenzoyl chloride, p-bromo-, 4-Bromobenzoylchloride, DENKGPBHLYFNGK-UHFFFAOYSA-N, MFCD00000683, SBB058718, W-105370, NSC 7091, EINECS 209-580-1, 4bromobenzoyl chloride, 4-bromo-benzoylchloride, 4-bromobenzoyl-chloride, PubChem16513, 4-bromo-benzoyl chloride, 4-bromo-benzoyl-chloride, 4-Bromo benzoyl chloride, ACMC-1AOZ9, AC1L29WD, AC1Q3G5H, AC1Q5HD0, SCHEMBL1088, CHEMWISH IC02744, B59209_ALDRICH, KSC491C5R, DTXSID2060412, CTK3J1158, EBD1125, NSC7091, MolPort-000-151-744, LABOTEST-BB LTBB005337, 4-Bromo-1-benzenecarbonyl chloride, NSC-7091, ZINC1566597, ZX-AT007842, ANW-33009, AR-1K9728, LABOTEST-BB LT03329507, LABOTEST-BB LT03382558, ZINC01566597, AKOS009031172, BBV-186607, CM12451, FCH2256716, MCULE-7045913116, OR52101, RP27199, RTR-032772, TRA0062258, AK101130, AN-46132, BC004120, CC-18438, CJ-05385, CJ-24629, KB-72202, OR005163, SC-25891, AB1003152, BB0295394, DB-006726, TL8007003, TR-032772, B0558, FT-0601037, ST50214066, L-1221, C-12083, I01-0093

Removed Synonyms

null, C7H4BrClO, C7-H4-Br-Cl-O, 4-bromobenzoic acid chloride, CID68515, 7252-43-9

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