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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:
97-97-2
Molecular Weight:
124.57
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57646840
EC Number:
202-624-0
Beilstein/REAXYS Number:
1733700
MDL number:
MFCD00000948
Assay:
≥99.0% (GC)

Key Documents

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InChI key

CRZJPEIBPQWDGJ-UHFFFAOYSA-N

InChI

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

SMILES string

COC(CCl)OC

assay

≥99.0% (GC)

manufacturer/tradename

Wacker Chemie AG

Quality Level

200

bp

128-130 °C (lit.)

density

1.094 g/mL at 25 °C (lit.)

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General description

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

Application

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

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.

Other Notes

prices for bulk quantities on request

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5136
BCCL6515
BCCM4662
BCCG3714
BCCF8174

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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)
Simple enols. 3. Stereochemistry of simple enols in solution.
Capon B
The Journal of Organic Chemistry, 49(2), 255-257 (1984)
Recent trends in the synthesis of carbazoles: an update.
Tetrahedron, 68(31), 6099-6121 (2012)
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)
Camphor derived 1, 4-oxathianes for carbonyl epoxidation.
Tetrahedron Asymmetry, 9(10), 1801-1807 (1998)
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