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Merck
CN

302368

Acetoxyacetyl chloride

97%

Synonym(s):

α-Acetoxyacetyl chloride, (Acetyloxy)acetyl chloride, (Chlorocarbonyl)methyl acetate, 2-(Acetyloxy)acetyl chloride, 2-Acetoxyacetyl chloride, 2-Chloro-2-oxoethyl acetate, Acetic acid (chlorocarbonyl)methyl ester, Acetylglycoloyl chloride

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About This Item

Linear Formula:
CH3CO2CH2COCl
CAS Number:
13831-31-7
Molecular Weight:
136.53
NACRES:
NA.22
PubChem Substance ID:
24858248
UNSPSC Code:
12352100
EC Number:
237-542-4
MDL number:
MFCD00011535
Assay:
97%
Form:
liquid

Key Documents

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Product Name

Acetoxyacetyl chloride, 97%

InChI key

HZDNNJABYXNPPV-UHFFFAOYSA-N

InChI

1S/C4H5ClO3/c1-3(6)8-2-4(5)7/h2H2,1H3

SMILES string

CC(=O)OCC(Cl)=O

assay

97%

form

liquid

refractive index

n20/D 1.428 (lit.)

bp

55 °C/12 mmHg (lit.)

density

1.27 g/mL at 25 °C (lit.)

functional group

acyl chloride
ester

Quality Level

100

Related Categories

Application

Acetoxyacetyl chloride was used in synthesis of stabilized axial and equatorial conformers of spiro-β-lactams and glycolylhydroxamic acids.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

159.8 °F - closed cup

flash_point_c

71 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN7237
MKCM9556
MKCF8732
MKBL8202V
MKBC6579V

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M D Corbett et al.
Chemical research in toxicology, 1(4), 222-227 (1988-07-01)
A new and improved method for the synthesis of glycolylhydroxamic acids is described. The two-step method involves acylation of arylhydroxylamines with acetoxyacetyl chloride, followed by saponification of the ester bond to give the desired products. The conversion of hydroxamic acids
Naveen Anand et al.
The Journal of organic chemistry, 76(15), 5999-6006 (2011-06-15)
The facile synthesis of the stabilized axial and equatorial conformers of spiro-β-lactams was achieved via entrapment of cyclohexanone imines (Schiff bases) with acetoxyacetyl chloride in a [2 + 2]-cycloaddition reaction followed by their kinetic resolution. The immobilization of the racemic

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