ChemicalBook Product Catalog Chemical Reagents Organic reagents Acyl halide METHYL OXALYL CHLORIDE

METHYL OXALYL CHLORIDE

METHYL OXALYL CHLORIDE Basic information
Uses
Product Name:METHYL OXALYL CHLORIDE
Synonyms:CHLOROGLYOXYLIC ACID METHYL ESTER;METHYL CHLOROFORMYLFORMATE;METHYL CHLOROGLYOXALATE;METHYL OXALYL CHLORIDE;Acetic acid,2-chloro-2-oxo-, Methyl ester;Oxalyl chloride MonoMethyl ester;Grass single Methyl chloride;Methyl chlorooxoacetate 96%
CAS:5781-53-3
MF:C3H3ClO3
MW:122.51
EINECS:227-307-4
Product Categories:Organics
Mol File:5781-53-3.mol
METHYL OXALYL CHLORIDE Structure
METHYL OXALYL CHLORIDE Chemical Properties
Boiling point 118-120 °C (lit.)
density 1.332 g/mL at 25 °C (lit.)
refractive index n20/D 1.419(lit.)
Fp 116 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Slightly), Ethyl Acetate
form Liquid
color Clear
Water Solubility Miscible with water.
Sensitive Moisture Sensitive
BRN 1071541
Stability:Hygroscopic
InChIKeyZXUQEPZWVQIOJE-UHFFFAOYSA-N
CAS DataBase Reference5781-53-3(CAS DataBase Reference)
EPA Substance Registry SystemAcetic acid, chlorooxo-, methyl ester (5781-53-3)
Safety Information
Hazard Codes C,F
Risk Statements 34-37-10-36-14
Safety Statements 26-36/37/39-45-16
RIDADR UN 2920 8/PG 2
WGK Germany 3
F 9-21
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29171900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
METHYL OXALYL CHLORIDE Usage And Synthesis
Uses

Methyl oxalyl chloride is an important organic intermediate (building block) to synthetize substituted methyl oxalyl products. It can be used for regioselective synthesis of fused coumarins, cyclization to form substituted isoxazoles and heterocycles, intramolecular Wittig reactions, silyl enol ether acylation, and iron-mediated cleavage of C-C bonds.

Chemical PropertiesCLEAR LIQUID
UsesReactant involved in:
  • Regioselective synthesis of fused coumarins
  • Cyclization to form substituted isoxazoles and heterocycles
  • Intramolecular Wittig reactions
  • Silyl enol ether acylation
  • Iron-mediated cleavage of C-C bonds
UsesMethyl oxalyl chloride is used as a synthetic reagent. It serves as a reagent in the synthesis of fused coumarins, substituted isoxazoles and heterocycles. Further, it is used in intramolecular Wittig reactions, and iron-mediated cleavage of C-C bonds.
METHYL OXALYL CHLORIDE Preparation Products And Raw materials
Preparation ProductsSVFHMQGYXMIBND-UHFFFAOYSA-N-->5-BROMO-2-CHLORO-BENZOYL CHLORIDE-->Methyl indolyl-3-glyoxylate-->Ethyl 4-fluoro-2-methylbenzoylformate-->Methyl 5-methylthiophene-2-glyoxylate-->METHYL 2-(4-ETHOXYPHENYL)-2-OXOACETATE-->METHYL 2-(METHYLANILINO)-2-OXOACETATE-->methyl 2-(4-chlorophenyl)-2-oxoacetate-->3,7-Dichloro-1-(2-propoxyethyl)-1H,2H-pyrido-[3,4-b]pyrazin-2-one
Dimethyl oxalate 4-tert-Butyltoluene Methyl vinyl sulfone 2-Bromoethanol DL-Dithiothreitol Benzenesulfonyl chloride N-Methylpropionamide Dichloromethane Thiourea dioxide Di-tert-butyl peroxide Magnesium oxide Cocoyl amide propyldimethyl glycine Ethyl oxalyl monochloride ETHYL OXALYL CHLORIDE, [CARBONYL-14C] ACD CHLOROOXOACETIC ACID 4-NITROPHENYL ESTER Oxalyl chloride Valeryl chloride
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