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2-Methoxyethoxymethyl chloride, 94%

Catalog No. AAL0105006
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Quantity:
5 g
25 g

CAS: 3970-21-6 | C4H9ClO2 | 124.56 g/mol

2-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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2-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 ɑ-methoxyvinyllithium to a carbonyl in the synthesis of taxusin.

Solubility
It hydrolyzes with water.

Notes
Moisture, Heat, water Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents. Stable under recommended storage conditions.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 3970-21-6
Molecular Formula C4H9ClO2
Molecular Weight (g/mol) 124.56
MDL Number MFCD00000888
InChI Key BIAAQBNMRITRDV-UHFFFAOYSA-N
Synonym 2-methoxyethoxymethyl chloride, 1-chloromethoxy-2-methoxyethane, ethane, 1-chloromethoxy-2-methoxy, mem chloride, methoxyethoxymethyl chloride, mem-chloride, 1-chloro-2,5-dioxahexane, 2-methoxyethoxy methyl chloride, beta-methoxyethoxymethyl chloride, .beta.-methoxyethoxymethyl chloride
PubChem CID 77590
IUPAC Name 1-(chloromethoxy)-2-methoxyethane
SMILES COCCOCCl

Specifications

Density 1.094
Boiling Point 50°C to 52°C (13 mmHg)
Flash Point 54°C (129°F)
Refractive Index 1.427
Linear Formula CH3O(CH2)2OCH2Cl
Quantity 5 g
UN Number UN1992
Beilstein 1900576
Sensitivity Moisture sensitive
Solubility Information It hydrolyzes with water.
Formula Weight 124.57
Percent Purity 94%
Chemical Name or Material 2-Methoxyethoxymethyl chloride
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Hazard Category H226-H302+H332-H315-H319-H335-H350
Hazard Statement GHS H Statement
H350-H226-H315-H319-H335
May cause cancer.
Flammable liquid and vapor.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P201-P202-P210-P233-P235-P240-P241-P242-P243-P261-P264b-P270-P271-P280i-P281-P301+P312-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-P330-P332+P313-P363-P370+P378q-P501c
DOTInformation Transport Hazard Class: 3; Packing Group: III; Proper Shipping Name: FLAMMABLE LIQUIDS, TOXIC, N.O.S.
EINECSNumber 223-589-8
TSCA Yes
Recommended Storage Store at -20°C; Store under Nitrogen

RUO – Research Use Only

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