Chloroacetaldehyde dimethyl acetal Chemical Properties

Melting point:

-73 °C

Boiling point:

128-130 °C(lit.)

Density 

1.094 g/mL at 25 °C(lit.)

vapor pressure 

54-449hPa at 50-100℃

refractive index 

n20/D 1.415(lit.)

Flash point:

84 °F

storage temp. 

Flammables area

solubility 

52g/l

form 

Liquid

color 

Clear colorless to yellow

PH

3.4 (10g/l, H2O, 20℃)

explosive limit

2.3%(V)

Water Solubility 

52 g/L (20 ºC)

Sensitive 

Moisture Sensitive

BRN 

1733700

InChIKey

CRZJPEIBPQWDGJ-UHFFFAOYSA-N

LogP

0.605 (est)

CAS DataBase Reference

97-97-2(CAS DataBase Reference)

NIST Chemistry Reference

Ethane, 2-chloro-1,1-dimethoxy-(97-97-2)

EPA Substance Registry System

Ethane, 2-chloro-1,1-dimethoxy- (97-97-2)

Safety Information

Hazard Codes 

Xn,F

Risk Statements 

10-22-52/53-20/21/22-40-36/37/38

Safety Statements 

28A-26-16-36-23

RIDADR 

UN 1989 3/PG 3

WGK Germany 

2

F 

1

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29110000

MSDS

• Language:English Provider:2-Chloro-1,1-dimethoxyethane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Chloroacetaldehyde dimethyl acetal Usage And Synthesis

Chemical Properties

CLEAR COLORLESS TO YELLOWISH LIQUID

Uses

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

Preparation

Chloroacetaldehyde dimethyl acetal is obtained by the stoichiometric reaction of vinyl acetate and chlorine in the presence of excess methanol. The specific steps are as follows:
186 ml (172 g = 2.0 mol) of vinyl acetate and 142 g (2.0 mol) of chlorine were simultaneously introduced into 324 ml of methanol with stirring and cooling at 0 ° to 2 ° within 1 hour. Then 50 ml of low boilers were distilled off over a 50 cm Vigreux column, then 19.8 g of an intermediate run of a batch which had been carried out in the same way were added, and finally 34 g of calcium oxide were added with stirring and cooling at 40 ° -50 ° C. within 30 minutes. After neutralization was complete, the reaction mixture was in the form of two separate liquid phases. After the layers had been separated off, the upper layer obtained was fractionated, 88 g of the forerunner, which mainly comprised methyl acetate and methanol, 19.8 g of the intermediate run, which mainly contained methanol, chloroacetaldehyde, chloroacetaldehyde mono and dimethylacetal, and the main fraction was 223.1 g of chloroacetaldehyde dimethylacetal ds 89.5% d. Th. Were obtained. If the lower layer formed after the calcium oxide addition is shaken twice with 100 ml of methyl acetate each time and the combined organic phases are distilled, 92.1% of theory. Th. Chloroacetaldehyde dimethyl acetal obtained.

General Description

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

Purification Methods

Purify the acetal by fractional distillation. [Melhotra J Indian Chem Soc 36 4405 1959, Beilstein 1 IV 3134.]

Chloroacetaldehyde dimethyl acetal(97-97-2)Related Product Information

• ETHANE
• Acetal
• HEXALDEHYDE DIETHYL ACETAL
• Bromoacetaldehyde diethyl acetal
• Bromoacetaldehyde dimethyl acetal
• 1,2-Dimethoxyethane
• Polyoxymethylene
• Acetylacetaldehyde dimethyl acetal
• Methylglyoxal 1,1-dimethyl acetal
• Dimethyl phthalate
• 1,1-Dimethoxyethane
• Chlorodimethylphenylsilane
• 1,1,2-Trimethoxyethane
• DIMETHYLTHEXYLSILYL CHLORIDE
• Dimethyl fumarate
• Dimethyl ether
• tert-Butyldimethylsilyl chloride
• Epichlorohydrin