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259950

Sigma-Aldrich

Benzoyl chloride

99%

Synonym(s):

Benzoic acid chloride, alpha-chlorobenzaldehyde

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About This Item

Linear Formula:
C6H5COCl
CAS Number:
98-88-4
Molecular Weight:
140.57
Beilstein/REAXYS Number:
471389
EC Number:
202-710-8
MDL number:
MFCD00000653
UNSPSC Code:
12352100
PubChem Substance ID:
24855444
NACRES:
NA.21

vapor density

4.88 (vs air)

Quality Level

200

vapor pressure

1 mmHg ( 32 °C)

assay

98.0-100.5%
99%

form

liquid

autoignition temp.

1056 °F

expl. lim.

4.9 %

impurities

≤0.002% P compounds

ign. residue

≤0.005%

refractive index

n20/D 1.553 (lit.)

bp

198 °C (lit.)

mp

−1 °C (lit.)

transition temp

freezing point −2.0-0.0 °C

density

1.211 g/mL at 25 °C (lit.)

cation traces

Fe: ≤0.001%
heavy metals (as Pb): ≤0.001%

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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Application

Benzoyl chloride may be used in the synthesis of the following organic building blocks:
  • N,N-diethylbenzamide via condensation with diethylamine
  • N-2-bromophenylbenzamide by reacting with 2-bromoaniline via N-benzoylation
  • propargyl benzoate via O-benzoylation of propargyl alcohol

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL1894
MKCP1287
MKCL5667
MKCJ8414
SHBJ7883

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Preparation of (E)-N,N-Diethyl-2-styrylbenzamide by Rh-Catalyzed C-H Activation
Patureau FW, et al
Organic Syntheses, 90, 41-41 (2013)
Ligand-free copper(II) oxide nanoparticles catalyzed synthesis of substituted benzoxazoles
Prasenjit S, et al
Organic Syntheses, 88, 398-398 (2011)
2-substituted-1,3-cyclohexadienes by intermolecular, methylene-free tandem enyne metathesis
Kulkarni AA and Diver ST
Organic Syntheses, 83, 200-200 (2006)
Solid catalyst treated with anion: XVIII. Benzoylation of toluene with benzoyl chloride and benzoic anhydride catalysed by solid superacid of sulfate-supported alumina.
Arata K and Hino M.
Applied Catalysis, 59(1), 197-204 (1990)
High activity of iron containing metal-organic-framework in acylation of p-xylene with benzoyl chloride.
Kurfirtova L, et al.
Catalysis Today, 179(1), 85-90 (2012)
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