874-59-9

Basic information

• Product Name: Benzoyl bromide, 4-chloro-
• CAS NO: 874-59-9
• Molecular Formula: C7H4BrClO
• Molecular Weight: 219.465
• Mol File: 874-59-9.mol

Chemical Properties

• CAS DataBase Reference: Benzoyl bromide, 4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl bromide, 4-chloro-(874-59-9)
• EPA Substance Registry System: Benzoyl bromide, 4-chloro-(874-59-9)

Safety Data

• Hazardous Substances Data: 874-59-9(Hazardous Substances Data)

Upstream product

• 74-11-3 para-chlorobenzoic acid 
• 15219-34-8 Oxalyl bromide 
• 3686-66-6 sodium p-chlorobenzoate 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 59735-60-3 4-Chloro-benzoic acid 3-bromo-4-oxo-2-phenyl-cyclobut-1-enyl ester 
• 7461-41-8 4-chloro-N-(1-methylethyl)benzamide 
• 7461-32-7 4-chloro-N-n-propylbenzamide 
• 19202-04-1 N-(4-chlorobenzoyl)morpholine 
• 2447-87-2 4-chloro-N,N-dipropylbenzamide 
• 123989-29-7 1-(p-chlorophenyl)-2-cyclopropyl-2-methylethan-1-one 
• 15729-63-2 S-(n-butyl) 4-chlorobenzothioate 
• 17577-20-7 4-chloro-thiobenzoic acid S-benzyl ester 
• 67483-73-2 benzyl p-chlorobenzoate 
• 58435-20-4 4-chlorobenzoic acid cyclohexyl ester 
• 27942-64-9 n-butyl 4-chlorobenzoate 
• 1566527-78-3 (8-chloro-2-methyl-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)(4-chlorophenyl)methanone 
• 686766-46-1 (2S,4S)-4-(4-chloro-benzyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 57707-20-7 4-chloro-N-cyclohexylbenzamide 

Relevant articles and documents

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Aerobic oxidative esterification and thioesterification of aldehydes using dibromoisocyanuric acid under mild conditions: No metal catalysts required

A practical direct method for the direct preparation of esters and thioesters from aldehydes is described. Esters and thioesters were synthesized by oxidative esterification and thioesterification via in situ generated acyl bromide intermediates, which were used to react with various alcohols and thiols. The esterification and thioesterification were readily performed in the presence of dibromoisocyanuric acid in dichloromethane, without any metal catalysts and under mild conditions. By using this reaction protocol, various esters and thioesters were prepared in high yields. This effective method offers a promising approach for the facile esterification and thioesterification of aldehydes.

Convenient metal-free direct oxidative amidation of aldehyde using dibromoisocyanuric acid under mild conditions

A facile method for the direct synthesis of amides from aldehydes is described. Amide bonds were synthesized by an oxidative amidation in the presence of dibromoisocyanuric acid (DBI). Treatment of aromatic and aliphatic aldehydes with dibromoisocyanuric acid generated acyl bromide intermediates, which were employed to react with a variety of secondary and primary amines to give amides. Through this reaction method, various amides were synthesized directly from aldehydes under mild conditions in high yields and short times. This facile and efficient procedure provides potential strategy for the direct synthesis of amides from aldehydes.

A mild and efficient reaction for conversion of carboxylic acids into acid bromides with ethyl tribromoacetate/triphenylphosphine under acid-free conditions

Acid bromides were prepared efficiently from carboxylic acids with readily available ethyl tribromoacetate and triphenylphosphine at room temperature under neutral conditions. The present process is applicable to the preparation of various acid bromides from aromatic and aliphatic carboxylic acids. Aromatic carboxylic acids were found to be more reactive than aliphatic carboxylic acids under reaction conditions.

Nucleophilic Substitution at a Trigonal Carbon. Part 5. Substituent Effects in the Reactions of Aromatic Acyl Bromides with Methanol in Acetonitrile

The kinetics of the methanolysis of benzoyl bromide and eight para- or meta-substituted derivatives in acetonitrile at 25.0 deg C can be analysed in terms of the simultaneous operation of overall second- and third-order processes.In turn, each of these processes can be analysed in terms of the simultaneous operation of two reaction channels, which are proposed to involve a carbonyl addition-elimination mechanism (favoured for electron-withdrawing substituents) and a process (SN2-SN1) proceeding through a loose SN2-type transition state.For the p-methoxybenzoyl bromide substrate, a third reaction channel is observed, but only for the overall second-order process (first-order in methanol), and this is tentatively described as involving electrophilic assistance by a methanol molecule to an ionization (SN1) pathway.