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MilliporeSigma

215163

Chloroacetic anhydride

95%

Synonym(s):

Monochloroacetic acid anhydride

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$201.45

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$386.00

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About This Item

Linear Formula:
(ClCH2CO)2O
CAS Number:
541-88-8
Molecular Weight:
170.98
Beilstein/REAXYS Number:
774533
EC Number:
208-794-2
MDL number:
MFCD00000929
UNSPSC Code:
12352100
PubChem Substance ID:
24852874
NACRES:
NA.22

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vapor pressure

<0.75 mmHg ( 20 °C)

Quality Level

200

assay

95%

form

solid

bp

120-123 °C/20 mmHg (lit.)

mp

48-60 °C (lit.)

solubility

chloroform: soluble 100 mg/mL, clear, colorless to faintly yellow

functional group

anhydride
chloro
ester

SMILES string

ClCC(=O)OC(=O)CCl

InChI

1S/C4H4Cl2O3/c5-1-3(7)9-4(8)2-6/h1-2H2

InChI key

PNVPNXKRAUBJGW-UHFFFAOYSA-N

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1 of 4

This Item
284688691275402923
Chloroacetic anhydride 95%

Sigma-Aldrich

215163

Chloroacetic anhydride

Decanoic anhydride 96%

Sigma-Aldrich

284688

Decanoic anhydride

Acetic anhydride Arxada quality, &#8805;99.5% (GC)

Sigma-Aldrich

691275

Acetic anhydride

Chloroacetic acid ACS reagent, &#8805;99.0%

Sigma-Aldrich

402923

Chloroacetic acid

assay

95%

assay

96%

assay

≥99.5% (GC)

assay

≥99.0%

solubility

chloroform: soluble 100 mg/mL, clear, colorless to faintly yellow

solubility

chloroform: soluble 100 mg/mL, clear, colorless to light yellow

solubility

H2O: slightly soluble

solubility

water: soluble 3170 g/L at 10 °C

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

form

solid

form

solid

form

liquid

form

solid

bp

120-123 °C/20 mmHg (lit.)

bp

125-140 °C/0.05 mmHg (lit.)

bp

138-140 °C (lit.)

bp

189 °C (lit.)

mp

48-60 °C (lit.)

mp

24-25 °C (lit.)

mp

−73 °C (lit.)

mp

60-63 °C (lit.)

Application

Chloroacetic anhydride has been used in the synthesis of:
  • 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive and photo-switchable cross-linker[1]
  • D,L-7-azatryptophan (D,L-7AW)[2]
  • 2-methyl-[3,4-di-O-acetyl-6-O-(chloroacetyl)-1,2-dideoxy-α-D-glucopyrano]-[2′,1′:4,5]-2-oxazoline[3]

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

hcodes

H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

289.4 °F - closed cup

flash_point_c

143 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX7701
MKCW0097
MKCV4192
MKCT3780
MKCQ8383

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K L Matta et al.
Carbohydrate research, 51(2), 215-222 (1976-11-01)
The use of the chloroacetyl group as a protecting group has been studied for a 2-methylglyco-[2',1':4,5]-2-oxazoline. The reaction of chloroacetyl chloride or chloroacetic anhydride with 2-acetamido-1,3,4-tri-O-acetyl-2-deoxy-beta-D-glucopyranose provided 2-acetamido-1,3,4-tri-O-acetyl-6-O-(chloroacetyl)-2-deoxy-beta-D-glucopyranose which, on treatment with anhydrous ferric chloride in dichloromethane, produced the desired
J D Brennan et al.
Analytical biochemistry, 252(2), 260-270 (1997-11-05)
The reaction of D,L-7-azatryptophan (D,L-7AW) with tryptophanyl-tRNA synthetase (TrpRS), adenosine triphosphate (ATP), and Mg2+ in the presence of inorganic pyrophosphatase results in the formation of a highly fluorescent l-7AW-adenylate complex. Detection of this complex is based on its enhanced fluorescence
Amandine Gendron et al.
Pharmaceutics, 13(1) (2021-01-16)
Cyclosporin A (CsA) is a molecule with well-known immunosuppressive properties. As it also acts on the opening of mitochondrial permeability transition pore (mPTP), CsA has been evaluated for ischemic heart diseases (IHD). However, its distribution throughout the body and its
Darcy C Burns et al.
Nature protocols, 2(2), 251-258 (2007-04-05)
This protocol describes a procedure for the synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive, photo-switchable cross-linker. In addition, a protocol is outlined for installing the cross-linker in an intramolecular fashion onto proteins bearing two surface-exposed Cys residues. BSBCA is designed

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