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00990

Sigma-Aldrich

Acetyl chloride

puriss. p.a., ≥99.0% (T)

Sinónimos:

Acetic acid chloride, Acetic chloride, Ethanoyl chloride

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About This Item

Fórmula lineal:
CH3COCl
Número de CAS:
75-36-5
Peso molecular:
78.50
Beilstein/REAXYS Number:
605303
EC Number:
200-865-6
MDL number:
MFCD00000719
UNSPSC Code:
12352100
eCl@ss:
39050501
PubChem Substance ID:
329747174
NACRES:
NA.21

vapor density

2.7 (vs air)

Quality Level

200

vapor pressure

11.69 psi ( 20 °C)
32.33 psi ( 55 °C)

grade

puriss. p.a.

assay

≥99.0% (T)

form

liquid

autoignition temp.

1353 °F

expl. lim.

19 %

refractive index

n20/D 1.389 (lit.)
n20/D 1.389

bp

52 °C (lit.)

mp

−112 °C (lit.)

density

1.104 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.1 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.5 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

functional group

acyl chloride

SMILES string

CC(Cl)=O

InChI

1S/C2H3ClO/c1-2(3)4/h1H3

InChI key

WETWJCDKMRHUPV-UHFFFAOYSA-N

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General description

Acetyl chloride (acyl chloride) is an acetylation reagent used in esterification and Friedel-Crafts acylation reactions.

Application

Acetyl chloride can be used as:
  • A degradation agent in the degradation of polyoxyethylene glycol monoalkyl ethers to determine the degree of ethoxylation using chromatography-mass spectrometry (MS).
  • A reagent with alcohols for the esterification of carboxylic acids, N-boc deprotection, and phosphoramide solvolysis reactions.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H225,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

41.0 °F - closed cup

flash_point_c

5 °C - closed cup

ppe

Faceshields, Gloves, Goggles

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Certificados de análisis (COA)

Lot/Batch Number
BCCM0051
BCCL0784
BCCH6904
BCCJ6973
BCCG5173

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Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines
Murashige R, et al.
Tetrahedron, 67(3), 641-649 (2011)
A rapid and simple method for the esterification of fatty acids and steroid carboxylic acids prior to gas-liquid chromatography
Lillington JM, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 111(1), 91-98 (1981)
Uta Ceglarek et al.
Metabolomics : Official journal of the Metabolomic Society, 12(12), 182-182 (2016-11-15)
Sensitive and specific assessment of the hepatic graft metabolism after liver transplantation (LTX) is essential for early detection of postoperative dysfunction implying the need for consecutive therapeutic interventions. Here, we assessed circulating liver metabolites of the cholesterol pathway, amino acids
Jacob Bart et al.
Journal of the American Chemical Society, 131(14), 5014-5015 (2009-03-27)
A microfluidic high-resolution NMR flow probe based on a novel stripline detector chip is demonstrated. This tool is invaluable for the in situ monitoring of reactions performed in microreactors. As an example, the acetylation of benzyl alcohol with acetyl chloride
Jennifer L Frahm et al.
Analytical chemistry, 79(11), 3989-3995 (2007-05-05)
The wide range of protein concentrations found in biological matrixes presents a formidable analytical challenge in proteomics experiments. It is predicted that low-abundance proteins are the likely clinically relevant targets in disease-based proteomics analyses. To effectively analyze low-abundance proteins by
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