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Merck
CN

10906

Chloroacetaldehyde dimethyl acetal

Wacker Chemie AG, ≥99.0% (GC)

Synonym(s):

CADMA, 2-Chloro-1,1-dimethoxyethane, Dimethyl chloroacetal

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About This Item

Linear Formula:
ClCH2CH(OCH3)2
CAS Number:
Molecular Weight:
124.57
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-624-0
Beilstein/REAXYS Number:
1733700
MDL number:
Assay:
≥99.0% (GC)
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Quality Level

assay

≥99.0% (GC)

manufacturer/tradename

Wacker Chemie AG

refractive index

n20/D 1.415 (lit.)

bp

128-130 °C (lit.)

density

1.094 g/mL at 25 °C (lit.)

SMILES string

COC(CCl)OC

InChI

1S/C4H9ClO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H3

InChI key

CRZJPEIBPQWDGJ-UHFFFAOYSA-N

General description

Chloroacetaldehyde dimethyl acetal is a clear, colorless liquid. It reacts with hydroxythiol to form hydroxy acetal.

Application

Chloroacetaldehyde dimethyl acetal was used to investigate the enzymes used for activation and transformation of vinyl chloride. It was also used for introducing O-(2,2-dimethoxyethyl) groups into amylose, dextran, and a linear (1→3)-β-D-glucan. Chloroacetaldehyde dimethyl acetal was utilised in the synthesis of ethoxyacetylide.
Chloroacetaldehyde dimethyl acetal can be used as a reactant to synthesize:
  • 2-(chloromethyl)-4,7-dethyl-1,3-dioxepane
  • 2-(chloromethyl)-5,6-benzo-1,3-dioxepane
  • ketene dimethyl acetal

Other Notes

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

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

Regulatory Information

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Coupling of polysaccharides activated by means of chloroacetaldehyde dimethyl acetal to amines or proteins by reductive amination.
B?gwald J, et al.
Carbohydrate Research, 148(1), 101-107 (1986)
Activation of vinyl chloride to covalently bound metabolites: roles of 2-chloroethylene oxide and 2-chloroacetaldehyde.
F P Guengerich et al.
Biochemistry, 18(23), 5177-5182 (1979-11-13)
Recent trends in the synthesis of carbazoles: an update.
Tetrahedron, 68(31), 6099-6121 (2012)



Global Trade Item Number

SKUGTIN
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