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10906

Sigma-Aldrich

Chloroacetaldehyde dimethyl acetal

produced by Wacker Chemie AG, Burghausen, Germany, ≥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

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

Assay

≥99.0% (GC)

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

Pictograms

FlameExclamation mark

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Camphor derived 1, 4-oxathianes for carbonyl epoxidation.
Tetrahedron Asymmetry, 9(10), 1801-1807 (1998)
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)
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)

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