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00990

Sigma-Aldrich

Acetyl chloride

puriss. p.a., ≥99.0% (T)

Synonym(s):

Acetic acid chloride, Acetic chloride, Ethanoyl chloride

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About This Item

Linear Formula:
CH3COCl
CAS Number:
75-36-5
Molecular Weight:
78.50
Beilstein:
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

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

Signal Word

Danger

Hazard Statements

H225 - H314

Hazard Classifications

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

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

41.0 °F

Flash Point(C)

5 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG5173
BCCC8584
BCCB5309
BCBW8067
BCBT8141

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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)
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)
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
Yu-Ting Liu et al.
The journal of physical chemistry. A, 114(27), 7275-7283 (2010-06-24)
In one-photon dissociation of gaseous acetyl chloride at 248 nm, time-resolved Fourier-transform infrared emission spectroscopy is used to detect the fragments of HCl, CO, and CH(2) in the presence of Ar or O(2). The high-resolution spectra of HCl and CO
Pavan K Kancharla et al.
The Journal of organic chemistry, 76(14), 5832-5837 (2011-05-27)
A new reagent system comprising acetyl chloride, silver nitrate, and acetonitrile has been developed for the synthesis of 2-nitroglycals from the corresponding glycals. Under certain conditions, the formation of 2-nitro-1-acetamido sugars has also been observed. In addition, a few other
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