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
Beilstein:
1733700
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
84.2 °F - closed cup
Flash Point(C)
29 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
Free radical ring-opening polymerization of 4, 7-dimethyl-2-methylene-1, 3-dioxepane and 5, 6-benzo-2-methylene-1, 3-dioxepane.
Bailey WJ
Macromolecules, 15(3), 711-714 (1982)
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)
Simple enols. 3. Stereochemistry of simple enols in solution.
Capon B
The Journal of Organic Chemistry, 49(2), 255-257 (1984)
Camphor derived 1, 4-oxathianes for carbonyl epoxidation.
Tetrahedron Asymmetry, 9(10), 1801-1807 (1998)
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