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Key Documents

114189

Sigma-Aldrich

Acetyl chloride

reagent grade, 98%

Synonym(s):

Acetic acid chloride, Acetic chloride, Ethanoyl chloride

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About This Item

Linear Formula:
CH3COCl
CAS Number:
Molecular Weight:
78.50
Beilstein:
605303
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39050501
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

vapor density

2.7 (vs air)

vapor pressure

11.69 psi ( 20 °C)
32.33 psi ( 55 °C)

Assay

98%

form

liquid

autoignition temp.

1353 °F

expl. lim.

19 %

refractive index

n20/D 1.389 (lit.)

bp

52 °C (lit.)

mp

−112 °C (lit.)

density

1.104 g/mL at 25 °C (lit.)

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 is used as an acylating reagent for electrophilic acetylation of alkynes, alkenes, arenes, saturated alkanes, enolates, and organometallics.

Acetyl chloride is a colorless acyl halide. On reaction with ammonia and alcohols, it affords acetamide and esters of acetic acid, respectively. Structural parameters and rotational constants of its isotopic forms have been evaluated from the microwave spectral investigations.

Application

Acetyl chloride has been used in the Lepage and Roy fatty acids analysis, and robotic fatty acid analysis. It may be used for the qualitative in situ synthesis of hydrogen chloride.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

41.0 °F - closed cup

Flash Point(C)

5 °C - closed cup


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Yu Hong Lin et al.
Lipids, 47(5), 527-539 (2012-03-21)
Large population studies show that polyunsaturated fatty acids are important for human health, but determining relationships between the health benefits and the fatty acid content has been hampered by the unavailability of labor-effective high-throughput technologies. An automated high throughput fatty
Microwave spectrum of acetyl chloride.
Sinnott, KM.
J. Chem. Phys. , 34(3), 851-861 (1961)
Acetyl Chloride-Methanol as a Convenient Reagent for: A) Quantitative Formation of Amine Hydrochlorides B) Carboxylate Ester Formation C) Mild Removal of Nt-Boc-Protective Group.
Nudelman A, et al.
Synthetic Communications, 28(3), 471-474 (1998)
Eagleson M.
Concise Encyclopedia Chemistry, 4-4 (1994)
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

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