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2-Methoxyethoxymethyl chloride

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Products Intro: Product Name:2-Methoxyethoxymethyl chloride
CAS:3970-21-6
Purity:99% Package:25KG
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Products Intro: Product Name:2-methoxyethoxymethyl chloride
CAS:3970-21-6
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Products Intro: Product Name:2-Methoxyethoxy methyl Chloride
CAS:3970-21-6
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Products Intro: Product Name:2-Methoxyethoxymethyl chloride
CAS:3970-21-6
Purity:99% Package:100g ;1KG ;5KG 25KG
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Products Intro: Product Name:2-Methoxyethoxymethyl chloride
CAS:3970-21-6
Purity:99% Package:25KG;5KG;1KG

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2-Methoxyethoxymethyl chloride Basic information
Product Name:2-Methoxyethoxymethyl chloride
Synonyms:ALKOXYETHOXYMETHYLCHLORIDE;BETA-METHOXYETHOXYMETHYL CHLORIDE;ETHYLENE GLYCOL CHLOROMETHYL METHYL ETHER;1-(Chloromethoxy)-2-methoxyethane~MEM chloride;Alcoxyethoxymethylchloride;Methoxxxy ethoxy Chloromethane;2-Methoxyethoxymethyl chloride, technical grade;2-METHOXYETHOXYMETHYL CHLORIDE
CAS:3970-21-6
MF:C4H9ClO2
MW:124.57
EINECS:223-589-8
Product Categories:Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry
Mol File:3970-21-6.mol
2-Methoxyethoxymethyl chloride Structure
2-Methoxyethoxymethyl chloride Chemical Properties
Melting point 200-202 °C
Boiling point 50-52 °C/13 mmHg (lit.)
density 1.091 g/mL at 25 °C (lit.)
refractive index n20/D 1.427(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform, Methanol
form Liquid
Specific Gravity1.091
color Clear colorless to yellow
Water Solubility It hydrolyzes with water.
Sensitive Moisture Sensitive
BRN 1900576
Exposure limitsACGIH: TWA 0.001 ppm
InChIKeyBIAAQBNMRITRDV-UHFFFAOYSA-N
CAS DataBase Reference3970-21-6(CAS DataBase Reference)
NIST Chemistry Reference«BETA»-methoxyethoxymethyl chloride(3970-21-6)
EPA Substance Registry SystemEthane, 1-(chloromethoxy)-2-methoxy- (3970-21-6)
Safety Information
Hazard Codes T
Risk Statements 45-10-36/37/38-20/21/22-46-40-23/24/25-20/22
Safety Statements 53-26-36/37/39-45-16-23
RIDADR UN 2810 6.1/PG 2
WGK Germany 3
10-21
Hazard Note Toxic
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29091990
MSDS Information
ProviderLanguage
beta-Methoxyethoxymethyl chloride English
SigmaAldrich English
ACROS English
ALFA English
2-Methoxyethoxymethyl chloride Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS LIQUID
UsesOH-protecting reagent. MEM ethers are stable to a variety of reaction conditions and are selectively cleaved under aprotic conditions in the presence of a wide rangeof OH-protected moieties.
Uses2-Methoxyethoxymethyl chloride, is used as selectively cleaved under aprotic conditions in the presence of a wide range of OH-protected reagents. It is used as an OH-protecting reagent. An examples of the target molecule MEM Chloride is the side chain of roxithromycin. It is also used in the protection of the OH groups in serine and threonine during peptide synthesis. Some of the other applications include have the ability to coordinate to metals, which is thought to accelerate the cleavage by Lewis acids. The chelating ability of the MEM ether also makes it useful as a stereodirecting group in organometallic reactions, first noted in the stereo controlled addition of ?-methoxyvinyllithium to a carbonyl in the synthesis of taxusin.
Uses2-Methoxyethoxymethyl Chloride is an OH-protecting reagent. 2-Methoxyethoxymethyl Chloride is used in the modification of antibiotics.
Purification MethodsPossible impurities are methoxyethanol (b 124o/atm), HCHO and HCl which can be removed below the boiling point of MEMCl. Purify MEMCl by fractional distillation in a vacuum. If too impure, prepare it from methoxyethanol (152g) and s-trioxane (66g) by bubbling a stream of dry HCl (with stirring) until a clear mixture is obtained. Dilute with pentane (900mL), dry (3hours over 100g MgSO4, at 5o), evaporate and the residue is distilled in a vacuum. It is MOISTURE SENSITIVE and TOXIC. The MEM.NEt3+Cl-salt, prepared by reaction with 1.3 equivalents of Et3N (16hours/25o) and dried in a vacuum, has m 58-61o, and is moisture sensitive. [Corey et al. Tetrahedron Lett 809 1976, Yoshimatsu et al. J Org Chem 59 1011 1994, Greene & Wuts Protective Groups in Organic Synthesis edn, J Wiley & Sons NY 1991.] Carcinogen.
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