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618-32-6

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618-32-6 Usage

Uses

Different sources of media describe the Uses of 618-32-6 differently. You can refer to the following data:
1. Benzoyl bromide is a useful research chemical compound.
2. Benzoyl bromide was used to study the kinetics of solvolysis of benzoyl halides in microemulsions of sodium bis(2-ethylhexyl)sulfosuccinate/isooctane/water at 25°C.

Synthesis Reference(s)

Tetrahedron Letters, 20, p. 3809, 1979 DOI: 10.1016/S0040-4039(01)95530-3

General Description

Benzoyl bromide is a versatile reagent which causes the benzoylation of ethers.

Check Digit Verification of cas no

The CAS Registry Mumber 618-32-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 8 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 618-32:
(5*6)+(4*1)+(3*8)+(2*3)+(1*2)=66
66 % 10 = 6
So 618-32-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H5BrO/c8-7(9)6-4-2-1-3-5-6/h1-5H

618-32-6 Well-known Company Product Price

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  • Detail
  • Aldrich

  • (139726)  Benzoylbromide  97%

  • 618-32-6

  • 139726-50G

  • 1,221.48CNY

  • Detail
  • Aldrich

  • (139726)  Benzoylbromide  97%

  • 618-32-6

  • 139726-250G

  • 4,682.34CNY

  • Detail

618-32-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzoyl bromide

1.2 Other means of identification

Product number -
Other names Benzoyl bromide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:618-32-6 SDS

618-32-6Synthetic route

benzaldehyde
100-52-7

benzaldehyde

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With dibromoisocyanuric acid In dichloromethane at 20℃; for 5h; Solvent;100%
With sulfurous dibromide at 80 - 90℃; for 3h;96%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 0.5h; Heating;78%
With dibromoisocyanuric acid In dichloromethane at 20℃; for 4h; Solvent;
With tert.-butylhydroperoxide; potassium bromide In dichloromethane at 20℃; for 8h;
benzoic acid
65-85-0

benzoic acid

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With bromine; triphenylphosphine In dichloromethane for 0.25h; Ambient temperature;90%
With bromocyane; triphenylphosphine In 1,4-dioxane78%
With aluminum oxide; boron tribromide In benzene at 60℃; for 20h;65%
sodium benzoate
532-32-1

sodium benzoate

Oxalyl bromide
15219-34-8

Oxalyl bromide

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With benzene
dibenzyl ether
103-50-4

dibenzyl ether

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

benzyl bromide
100-39-0

benzyl bromide

Conditions
ConditionsYield
With bromine
sodium benzoate
532-32-1

sodium benzoate

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With phosphorus pentabromide; benzene
benzoyl chloride
98-88-4

benzoyl chloride

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With hydrogen bromide at 100℃;
With trimethylsilyl bromide Yield given;
With lithium bromide at 75℃; for 4h; Inert atmosphere;
carbon tetrabromide
558-13-4

carbon tetrabromide

benzoyl radical
2652-65-5

benzoyl radical

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

tribromomethyl
4471-18-5

tribromomethyl

Conditions
ConditionsYield
In water; acetonitrile at 20℃; Rate constant;
trimethylsilyl benzoate
2078-12-8

trimethylsilyl benzoate

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With dibromotriphenylphosphorane In dichloromethane for 0.166667h; Ambient temperature;
benzoyl radical
2652-65-5

benzoyl radical

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With Bromotrichloromethane at 24℃; Rate constant;
With Bromotrichloromethane In hexane at 22.9℃; Rate constant;
With Bromotrichloromethane In acetonitrile at 24.85℃; Kinetics;
2-mercaptobenzoyl-3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine
101515-76-8

2-mercaptobenzoyl-3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine

A

bis(3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide
50629-10-2

bis(3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide

B

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With bromine In tetrachloromethane Ambient temperature; Yield given;
1-benzoyl-2-thio-3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine
101515-78-0

1-benzoyl-2-thio-3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine

A

bis(3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide
50629-10-2

bis(3-allyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide

B

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With bromine In tetrachloromethane Ambient temperature; Yield given;
Acetic acid (3aR,4R,6S,7S,7aR)-4-(dibromo-phenyl-methoxy)-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Acetic acid (3aR,4R,6S,7S,7aR)-4-(dibromo-phenyl-methoxy)-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

Acetic acid (3aR,6S,7S,7aR)-4-bromo-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Acetic acid (3aR,6S,7S,7aR)-4-bromo-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
2-mercaptobenzoyl-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine
101515-75-7

2-mercaptobenzoyl-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

bis(3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide
101515-79-1

bis(3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide

Conditions
ConditionsYield
With bromine In tetrachloromethane Ambient temperature; Yield given;
1-benzoyl-2-thio-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine
101515-77-9

1-benzoyl-2-thio-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

bis(3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide
101515-79-1

bis(3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide

Conditions
ConditionsYield
With bromine In tetrachloromethane Ambient temperature; Yield given;
Acetic acid (3aS,4R,6R,7R,7aS)-6-acetoxymethyl-4-(dibromo-phenyl-methoxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Acetic acid (3aS,4R,6R,7R,7aS)-6-acetoxymethyl-4-(dibromo-phenyl-methoxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

Acetic acid (3aS,6R,7R,7aS)-6-acetoxymethyl-4-bromo-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Acetic acid (3aS,6R,7R,7aS)-6-acetoxymethyl-4-bromo-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,4S,6S,7S,7aR)-4-(dibromo-phenyl-methoxy)-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,4S,6S,7S,7aR)-4-(dibromo-phenyl-methoxy)-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-tetrahydro-pyran-3-yl ester

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3aR,6S,7S,7aR)-4-bromo-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tetrahydro-pyran-3-yl ester
126841-31-4

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3aR,6S,7S,7aR)-4-bromo-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tetrahydro-pyran-3-yl ester

Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
(3aS,4S,6R,6aS)-4-(Dibromo-phenyl-methoxy)-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

(3aS,4S,6R,6aS)-4-(Dibromo-phenyl-methoxy)-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

(3aS,6R,6aS)-4-Bromo-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole
38838-12-9, 65502-92-3, 72234-03-8

(3aS,6R,6aS)-4-Bromo-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane for 1.08333h; Irradiation;
Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(dibromo-phenyl-methoxy)-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(dibromo-phenyl-methoxy)-tetrahydro-pyran-3-yl ester

A

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose
3068-32-4

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

B

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(dibromo-phenyl-methoxy)-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(dibromo-phenyl-methoxy)-tetrahydro-pyran-3-yl ester

A

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose
3068-32-4

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

B

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
With Bromotrichloromethane In tetrachloromethane Irradiation;
tert-butyldimethylsilyl benzoate
75732-41-1

tert-butyldimethylsilyl benzoate

dibromotriphenylphosphorane
1034-39-5

dibromotriphenylphosphorane

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
In dichloromethane Ambient temperature;
In dichloromethane for 0.25h; Product distribution; Ambient temperature; other trialkylsilyl esters and trialkylsilyl ethers, var. time;
benzyl bromide
100-39-0

benzyl bromide

boiling benzyl bromide

boiling benzyl bromide

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
Einleiten von Sauerstoff und HBr;
hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

benzoyl chloride
98-88-4

benzoyl chloride

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
at 100℃;
phosphorus tribromide
7789-60-8

phosphorus tribromide

benzoic acid
65-85-0

benzoic acid

Benzoyl bromide
618-32-6

Benzoyl bromide

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

benzoyl chloride
98-88-4

benzoyl chloride

CS2

CS2

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
at 18℃;
aluminium bromide
7727-15-3

aluminium bromide

benzoyl chloride
98-88-4

benzoyl chloride

CS2

CS2

Benzoyl bromide
618-32-6

Benzoyl bromide

Conditions
ConditionsYield
at 18℃;
benzoyl-trityl-diazene
54040-66-3

benzoyl-trityl-diazene

bromine
7726-95-6

bromine

benzene
71-43-2

benzene

A

Benzoyl bromide
618-32-6

Benzoyl bromide

B

bromo-triphenyl-methane
596-43-0

bromo-triphenyl-methane

618-32-6Relevant articles and documents

Benzoyl halide as alternative precursor for synthesis of lead free double perovskite Cs3Bi2Br9 nanocrystals

Kumar, Ashish,Rawat, S. S.,Singh, Vidya Nand,Srivastava, Ritu,Swami, Sanjay Kumar

, p. 3802 - 3808 (2020)

Ternary bismuth halides are interesting functional materials closely related to Pb halide perovskite photovoltaic material, and are widely sought after due to reduced toxicity of Bi compared to Pb. There are several reports on synthesis of Cs3Bi2Br9 nanocrystals (NCs) due to its being relatively stable compared to lead perovskite. Cs3Bi2Br9 nanocrystals have been synthesised using benzoyl bromide as an precursor using hot injection process at two different temperatures of 120 °C and 160 °C. Samples have been characterized for its structural, optical, microstructural and luminescent properties using X-ray diffraction, (XRD) UV-Vis spectroscopy, high resolution transmission electron microscopy and photoluminescent spectroscopy. XRD showed formation of Cs3Bi2Br9 phase with mono-crystalline structure. UV-Vis showed two types of band gap in the visible region which shows that the material can be used for photovoltaic applications. HRTEM confined the particles to be composed of nanocrystals with ~5 nm particles in the samples grown at 120 °C and it the particles joined together yield various structures composed of nanoparticles. The time resolved photoluminescence shows average life times of 3.067 ns and 4.761 ns for samples grown at two different temperatures. To the best of our knowledge, this is the first report where benzoyl halide has been used as alternative precursor for the synthesis of lead free double perovskite Cs3Bi2Br9 nanocrystals which have many applications.

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

Kwon, Young-Do,La, Minh Thanh,Kim, Hee-Kwon

, p. 10833 - 10841 (2018/07/05)

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.

Appel reaction of carboxylic acids with tribromoisocyanuric acid/triphenylphosphine: A mild and acid-free preparation of esters and amides

Da Cunha Sindra, Haryadylla,De Mattos, Marcio C.S.

, p. 1129 - 1136 (2016/07/06)

A facile and efficient method for esterification and amidation of carboxylic acids under neutral conditions has been developed. Esters and amides can be prepared by reacting a carboxylic acid (1 mmol) with tribromoisocyanuric acid (0.37 mmol) and triphenylphosphine (1 mmol) in dichloromethane at room temperature, followed by addition of an alcohol or an amine, respectively.

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