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B12695

Sigma-Aldrich

Benzoyl chloride

ReagentPlus®, ≥99%

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Synonym(s):
Benzoic acid chloride, alpha-chlorobenzaldehyde
Linear Formula:
C6H5COCl
CAS Number:
Molecular Weight:
140.57
Beilstein/REAXYS Number:
471389
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

4.88 (vs air)

Quality Level

vapor pressure

1 mmHg ( 32 °C)

product line

ReagentPlus®

assay

≥99%

form

liquid

autoignition temp.

1056 °F

expl. lim.

4.9 %

refractive index

n20/D 1.553 (lit.)

bp

198 °C (lit.)

mp

−1 °C (lit.)

density

1.211 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)c1ccccc1

InChI

1S/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H

InChI key

PASDCCFISLVPSO-UHFFFAOYSA-N

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1 of 4

This Item
2599508.018048.01809
Benzoyl chloride ReagentPlus®, ≥99%

B12695

Benzoyl chloride

Benzoyl chloride 99%

259950

Benzoyl chloride

Benzoyl chloride for synthesis

8.01804

Benzoyl chloride

Benzyl chloride for synthesis

8.01809

Benzyl chloride

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

bp

198 °C (lit.)

bp

198 °C (lit.)

bp

197.2 °C/1013 hPa

bp

179.3 °C/1013 hPa

mp

−1 °C (lit.)

mp

−1 °C (lit.)

mp

-0.6 °C

mp

-39 °C

density

1.211 g/mL at 25 °C (lit.)

density

1.211 g/mL at 25 °C (lit.)

density

1.21 g/cm3 at 20 °C

density

1.10 g/cm3 at 20 °C

form

liquid

form

liquid

form

liquid

form

liquid

General description

Benzoyl chloride, an acid chloride, is a commonly used benzoylating agent. The arylation of 1,1- and 1,2-disubstituted activated alkenes using benzoyl chloride in the presence of palladium catalyst has been investigated.

Application

Benzoyl chloride may be used to synthesize:
  • 4-Methoxybenzophenone via acylation of anisole in the presence of cesium-substituted dodecatungstophosphoric acid (Cs2.5H0.5PW12O40) supported on K-10 clay.
  • Benzoylamino acids via acylation of amino acids in the presence of diisopropylethylamine.
  • p-, o-, m-Methylbenzophenones via benzoylation of toluene in the presence of Al-promoted sulfated zirconia catalysts.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

161.6 °F - closed cup

flash_point_c

72 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Customers Also Viewed

Slide 1 of 3

1 of 3

Cesium-substituted dodecatungstophosphoric acid on K-10 clay for benzoylation of anisole with benzoyl chloride.
Yadav GD, et al.
J. Catal., 217(1), 88-99 (2003)
Stereochemical course of the palladium-catalysed arylation of disubstituted activated alkenes with benzoyl chloride.
Spencer A.
Journal of Organometallic Chemistry, 240(2), 209-216 (1982)
Benzoylation of anisole over borate zirconia solid acid catalyst.
Patil PT, et al.
Catalysis Communications, 3(9), 411-416 (2002)
Benzoylation of toluene with benzoyl chloride on Al-promoted sulfated solid superacids.
Xia Y, et al.
Catalysis Letters, 55(2), 105-112 (1998)
Nils C Gassen et al.
Nature communications, 12(1), 3818-3818 (2021-06-23)
Viruses manipulate cellular metabolism and macromolecule recycling processes like autophagy. Dysregulated metabolism might lead to excessive inflammatory and autoimmune responses as observed in severe and long COVID-19 patients. Here we show that SARS-CoV-2 modulates cellular metabolism and reduces autophagy. Accordingly

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