2-Methoxyethyl chloride Chemical Properties

Melting point:

-55 °C

Boiling point:

89-90 °C (lit.)

Density 

1.035 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.408(lit.)

Flash point:

59 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

80g/l

form 

Liquid

color 

Clear colorless to yellow

Water Solubility 

60 g/L (20 C)

BRN 

1731028

Stability:

Volatile

InChIKey

XTIGGAHUZJWQMD-UHFFFAOYSA-N

CAS DataBase Reference

627-42-9(CAS DataBase Reference)

NIST Chemistry Reference

2-Chloroethyl methyl ether(627-42-9)

EPA Substance Registry System

Ethane, 1-chloro-2-methoxy- (627-42-9)

Safety Information

Hazard Codes 

F,Xn

Risk Statements 

11-20/21/22-22

Safety Statements 

36/37-23-16

RIDADR 

UN 3271 3/PG 2

WGK Germany 

3

F 

9

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29091900

Hazardous Substances Data

627-42-9(Hazardous Substances Data)

MSDS

• Language:English Provider:2-Methoxyethyl chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Methoxyethyl chloride Usage And Synthesis

Uses

2-Chloroethyl Methyl Ether is used as a reagent in the synthesis of Piperonyl Methoxyethyl Ether (P490475); a selective inhibitor of the cytochrome P450-dependent monooxygenase from the housefly.

Chemical Properties

clear colorless to yellowish liquid

Uses

2-Chloroethyl methyl ether was used in the synthesis of acyclic nucleosides of thieno[2,3-d] pyrimidine derivatives.

Uses

2-Chloroethyl methyl ether (2-Methoxyethyl chloride) was used in the synthesis of acyclic nucleosides of thieno[2,3-d]pyrimidine derivatives.

Synthesis

To a round-bottomed flask equipped with a distillation apparatus, calcium carbonate (27.3 g, 273.2 mmol), dimethyl sulfate (23.5 mL, 248.4 mmol) and 2-chloroethanol (16.6 mL, 248.4 mmol) were added sequentially. The reaction mixture was heated to 120-130°C and the reaction was continued until distillation ceased (about overnight). After completion of the reaction, the distillate was diluted with ether and washed with 2N NaOH solution. The aqueous layer was again extracted with ether, and all ether layers were combined and dried with anhydrous magnesium sulfate (MgSO?). Finally, the target product 2-chloroethyl methyl ether (16) was obtained as a colorless liquid by conventional distillation (collection of fractions with a vapor temperature of 88-90°C). Yield: 10.2 g, 43% yield.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 8, p. 1784 - 1788
[2] Journal of the American Chemical Society, 1924, vol. 46, p. 2530
[3] Journal of the American Chemical Society, 1924, vol. 46, p. 2530

2-Methoxyethyl chloride(627-42-9)Related Product Information

• 2-CHLOROETHYL METHYL SULFIDE
• 2-Butoxyethanol
• 2-BroMoglutaric acid diethylester
• 2-BROMO-1-[4-HYDROXY-3-(HYDROXYMETHYL)PHENYL]ETHAN-1-ONE
• 2-Chloroquinoline
• 2-Dimethylaminoisopropyl chloride hydrochloride
• 2-Fluoroethanol
• ACETIC ACID 2-CHLOROETHYL ESTER
• 2-Iodoethanol
• 2-Bromoethanol
• 2-Bromoethyl acetate
• beta-fluoroethylacetate
• 2-Bromoethyl ethyl ether
• 2,2'-Dibromodiethyl ether
• 2,2'-Dichlorodiethyl ether
• 2-Chloroethyl ethyl ether
• 1-Bromo-2-methoxyethane
• tert-Butyl methyl ether