4-Bromobenzoyl chloride supplier

Name
4-Bromobenzoyl chloride
EINECS 209-580-1
CAS No. 586-75-4
Article Data132
CAS DataBase
Density 1.662 g/cm³
Solubility Soluble in methanol. Reacts with water forming Hcl.
Melting Point 36-39 °C(lit.)
Formula C₇H₄BrClO
Boiling Point 246.7 °C at 760 mmHg
Molecular Weight 219.465
Flash Point 103 °C
Transport Information UN 3261 8/PG 2
Appearance Pale yellow crystalline
Safety 26-36/37/39-45
Risk Codes 34-37
Molecular Structure
Hazard Symbols C
Synonyms Benzoylchloride, p-bromo- (6CI,7CI,8CI);4-Bromo-1-benzenecarbonyl chloride;NSC 7091;p-Bromobenzoyl chloride;
PSA 17.07000
LogP 2.82810

Synthetic route

: 586-76-5
4-Bromobenzoic acid

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane for 18h; Heating;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 1h; Product distribution / selectivity;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h; Reflux;	100%

: 589-87-7
1,4-bromoiodobenzene

: 122-04-3
4-nitro-benzoyl chloride

A: 636-98-6
p-nitrobenzene iodide

B: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;	A n/a B 93%

...Expand

: 108-86-1
bromobenzene

: 79-37-8
oxalyl dichloride

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
Stage #1: oxalyl dichloride With aluminum (III) chloride In dichloromethane for 0.0833333h; Stage #2: bromobenzene In dichloromethane at 20 - 25℃; for 1h;	75.9%
With aluminium trichloride In dichloromethane at 20℃; for 14h; chlorocarbonylation; Friedel-Crafts reaction;

: 79-37-8
oxalyl dichloride

: 586-76-5
4-Bromobenzoic acid

: 586-75-4
4-chlorobenzoyl chloride

: 121776-79-2
4-bromobenzoyl radical

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With tetrachloromethane In various solvent(s) at 22.9℃; Rate constant;

: 79-37-8
oxalyl dichloride

sodium-4-bromo benzoate: sodium-4-bromo benzoate

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With benzene

: 56-23-5
tetrachloromethane

: (4-bromo-benzoyl)-trityl-diazene

A: 1-(4-bromo-phenyl)-2,2,2-triphenyl-ethanone

B: 586-75-4
4-chlorobenzoyl chloride

C nitrogen: nitrogen

...Expand

: 99-90-1
para-bromoacetophenone

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate; [Pd2(2,3-bis[(phenylthio)methyl]quinoxaline(-1H))2Cl2] / water; N,N-dimethyl-formamide / 12 h / 90 °C 1.2: 72 h / 90 °C 2.1: thionyl chloride / Reflux View Scheme

: 3416-93-1
2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

: 586-76-5
4-Bromobenzoic acid

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide

: 1122-91-4
4-bromo-benzaldehyde

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; N-chloro-succinimide; tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 24h; Sealed tube; Irradiation;
With N-chloro-succinimide; thio-xanthene-9-one In acetonitrile at 20℃; for 7h; Irradiation;

: 589-87-7
1,4-bromoiodobenzene

: 100-20-9
terephthaloyl chloride

A: 586-75-4
4-chlorobenzoyl chloride

B: 1711-02-0
4-iodobenzoic acid chloride

Conditions

Conditions	Yield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 110℃; for 20h; Sealed tube; Inert atmosphere;	A 92 %Spectr. B n/a

...Expand

: 589-87-7
1,4-bromoiodobenzene

aroyl chloride: aroyl chloride

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;

: 589-87-7
1,4-bromoiodobenzene

: 141-75-3
butyryl chloride

: 586-75-4
4-chlorobenzoyl chloride

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 16h; Sealed tube; Inert atmosphere;

: 100-66-3
methoxybenzene

: 586-75-4
4-chlorobenzoyl chloride

: 54118-75-1
4-bromo-4'-methoxybenzophenone

Conditions

Conditions	Yield
aluminum (III) chloride In dichloromethane at 5 - 20℃; for 3h; Friedel Crafts Acylation;	100%
With aluminum (III) chloride In dichloromethane at 0℃; for 3h;	99%
With aluminum (III) chloride In dichloromethane for 3h;	99%

: 1147550-11-5
ammonium thiocyanate

: 586-75-4
4-chlorobenzoyl chloride

: 66090-34-4
4-bromobenzoyl isothiocyanate

Conditions

Conditions	Yield
With PEG-400 In ethyl acetate at 20℃;	100%
In acetone
polyethylene glycol-600 (PEG-600) In dichloromethane at 20℃; for 1h; Substitution; solid-liquid phase transfer catalysis;

: 135158-83-7
(5R,7S)-1-(1,6-Dioxa-spiro[4.6]undec-7-yl)-methanol

: 586-75-4
4-chlorobenzoyl chloride

: 135158-84-8
4-Bromo-benzoic acid (5R,7S)-1-(1,6-dioxa-spiro[4.6]undec-7-yl)methyl ester

Conditions

Conditions	Yield
With triethylamine; dmap In dichloromethane at 25℃; for 3h;	100%

: 146311-27-5
5,6-dihydro-6(S)-(hydroxymethyl)-1,2,3-trimethoxy-9-(methylthio)-8H-cycloheptanaphthalen-8-one

: 586-75-4
4-chlorobenzoyl chloride

: 5,6-dihydro-6(S)-<<(4'-bromobenzoyl)oxy>methyl>-1,2,3-trimethoxy-9-(methylthio)-8H-cycloheptanaphthalen-8-one

Conditions

Conditions	Yield
With pyridine Ambient temperature;	100%

: 152519-75-0
(-)-(1R,6S,7R)-7-endo-hydroxy-1-methylbicyclo<4.2.0>octan-3-one

: 586-75-4
4-chlorobenzoyl chloride

: (+)-(1R,6S,7R)-7-endo-(4-bromobenzoyl)oxy-1-methylbicyclo<4.2.0>octan-3-one

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane for 2h; Ambient temperature;	100%

: 865-47-4
potassium tert-butylate

: 586-75-4
4-chlorobenzoyl chloride

: 59247-47-1
tert-butyl-4-bromobenzoate

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;	100%
In diethyl ether for 1h; Substitution;	95%
In tetrahydrofuran at -78 - 20℃; for 2h;	95%

: 586-75-4
4-chlorobenzoyl chloride

: 100-46-9
benzylamine

: 80311-89-3
4-bromo-N-benzylbenzamide

Conditions

Conditions	Yield
Stage #1: 4-chlorobenzoyl chloride With pyridine; Pyrimidin-2(1H)-one In dichloromethane for 0.05h; microwave irradiation; Stage #2: benzylamine In dichloromethane for 0.05h; microwave irradiation;	100%
Stage #1: 4-chlorobenzoyl chloride With pyridine; Merrifield's resin-bound 6-methyl-2-thiouracil In dichloromethane at 80℃; for 0.0833333h; microwave irradiation; Stage #2: benzylamine In dichloromethane at 80℃; for 0.0833333h; microwave irradiation;	100%
With triethylamine In dichloromethane at 20℃;	83%

: (4R,5R,6S,7R,8S,13S)-5-(2-Benzyloxy-ethyl)-6,7-dihydroxy-1-aza-tricyclo[6.3.2.04,13]tridecan-12-one

: 586-75-4
4-chlorobenzoyl chloride

: C35H35Br2NO6

Conditions

Conditions	Yield
With dmap; triethylamine In chloroform at 20℃; for 24h;	100%

: 118-92-3
anthranilic acid

: 586-75-4
4-chlorobenzoyl chloride

: 100874-12-2
2-(4-bromobenzamido)benzoic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	100%
With triethylamine In dichloromethane at 20℃;

: (1R,2R,3R,3aS,4S,5R,7aR)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-2,6-dimethyl-1-triisopropylsilanyloxy-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid methyl ester

: 586-75-4
4-chlorobenzoyl chloride

: (1R,2R,3R,3aR,4R,5S,7aS)-3-(4-Bromo-benzoyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethyl-1-triisopropylsilanyloxy-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid methyl ester

Conditions

Conditions	Yield
With dmap	100%
With dmap	94%

: methyl (cis-3-azido-4-hydroxy-1-cyclohexene)carboxylate

: 586-75-4
4-chlorobenzoyl chloride

: 4-Bromo-benzoic acid (1R,2S)-2-azido-4-methoxycarbonyl-cyclohex-3-enyl ester

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 1h;	100%

: 915286-32-7
(E)-5-((1R,2S)-2-Hydroxy-1-methyl-5-oxo-cyclopentyl)-pent-2-enoic acid methyl ester

: 586-75-4
4-chlorobenzoyl chloride

: 4-Bromo-benzoic acid (1S,2R)-2-((E)-4-methoxycarbonyl-but-3-enyl)-2-methyl-3-oxo-cyclopentyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane for 96h; Heating;	100%

: 288156-90-1
4-[3-aminobenzoyl]-1-methylpiperidine

: 586-75-4
4-chlorobenzoyl chloride

: 288157-36-8
4-[3-(4-bromobenzamidyl)benzoyl]-1-methylpiperidine

Conditions

Conditions	Yield
	100%

: 169749-99-9
(3S)-(+)-1-benzyl-3-(methylamino)pyrrolidine

: 586-75-4
4-chlorobenzoyl chloride

: 762285-66-5
C19H21BrN2O

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 3h;	100%

: 864936-95-8
C24H38N2O7

: 586-75-4
4-chlorobenzoyl chloride

: (2S,3S)-N-t-butoxycarbonyl-2-[3-(4-bromobenzoylamino)benzyloxy]aspartic acid di-t-butyl ester

Conditions

Conditions	Yield
With triethylamine In chloroform for 0.5h;	100%

: 586-75-4
4-chlorobenzoyl chloride

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 867333-30-0
4-(4-bromobenzoyl)piperazine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 6h;	96%
With triethylamine In dichloromethane at 20℃; for 15h;	95%

: ammonium thiocyanate

: 586-75-4
4-chlorobenzoyl chloride

: 66090-34-4
4-bromobenzoyl isothiocyanate

Conditions

Conditions	Yield
With PEG-400 In ethyl acetate at 20℃;	100%
In acetone at 20℃; for 1h; Inert atmosphere;

4-Bromobenzoyl chloride Specification

The Benzoyl chloride,4-bromo- with the CAS number 586-75-4 is also called 4-Bromo-1-benzenecarbonyl chloride. Both the systematic name and IUPAC name are 4-bromobenzoyl chloride. Its molecular formula is C₇H₄BrClO. The EINECS registry number is 209-580-1. This chemical belongs to the following product categories: (1)Aromatic Halides (substituted); (2)Absolute Configuration Determination (Exciton Chirality CD Method); (3)Analytical Chemistry; (4)Enantiomer Excess & Absolute Configuration Determination; (5)Exciton Chirality CD Method (for Hydroxyl Groups); (6)Acid Halides; (7)Carbonyl Compounds; (8)Organic Building Blocks.

The properties of the Benzoyl chloride,4-bromo- are: (1)ACD/LogP: 3.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.15; (4)ACD/LogD (pH 7.4): 3.15; (5)ACD/BCF (pH 5.5): 145.93; (6)ACD/BCF (pH 7.4): 145.93; (7)ACD/KOC (pH 5.5): 1232.27; (8)ACD/KOC (pH 7.4): 1232.27; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.584; (14)Molar Refractivity: 44.18 cm³; (15)Molar Volume: 132 cm³; (16)Polarizability: 17.51×10^-24cm³; (17)Surface Tension: 44.8 dyne/cm; (18)Enthalpy of Vaporization: 48.39 kJ/mol; (19)Vapour Pressure: 0.0267 mmHg at 25°C.

Preparation: This chemical can be prepared by 4-bromo-benzoic acid. This reaction needs reagent thionyl chloride and DMF at heating condition. The reaction time is 2.0 hours.

Uses: This chemical can react with thiophene to prepare (4-bromo-phenyl)-thiophen-2-yl-methanone. This reaction needs reagent aluminium chloride and carbon disulfide.

While using this chemical, you should be very cautious. This chemical is irritating to respiratory system. It can cause burns. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing, gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Finally in case of accident or if you feel unwell, you should seek medical advice immediately (show the label whenever possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Cl)c1ccc(Br)cc1
(2)InChI: InChI=1/C7H4BrClO/c8-6-3-1-5(2-4-6)7(9)10/h1-4H
(3)InChIKey: DENKGPBHLYFNGK-UHFFFAOYAR

Product Name

4-Bromobenzoyl chloride

Synthetic route

4-Bromobenzoyl chloride Specification

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