ChemicalBook Product Catalog Chemical Reagents Organic reagents Halogenated aliphatic hydrocarbons 2-Methoxyethyl chloride

2-Methoxyethyl chloride

Product Name2-Methoxyethyl chloride
CAS627-42-9
MFC3H7ClO
MW94.54
EINECS210-999-7
MOL File627-42-9.mol

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
InChI	1S/C3H7ClO/c1-5-3-2-4/h2-3H2,1H3
InChIKey	XTIGGAHUZJWQMD-UHFFFAOYSA-N
SMILES	COCCCl
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	TSCA listed
HazardClass	3
PackingGroup	II
HS Code	29091900
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 4 Oral Flam. Liq. 2 Skin Irrit. 2
Hazardous Substances Data	627-42-9(Hazardous Substances Data)

MSDS

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

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

Uses

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

Synthesis

77-78-1

107-07-3

627-42-9

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

2-Methoxyethyl chloride

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

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