M35304

Methyl chloroformate

99%

• Synonym(s): MCF, Chloroformic acid methyl ester
• Linear Formula: ClCOOCH₃
• CAS Number: 79-22-1
• Molecular Weight: 94.50
• Beilstein: 605437
• EC Number: 201-187-3
• MDL number: MFCD00000639
• UNSPSC Code: 12352100
• PubChem Substance ID: 24896852
• NACRES: NA.22

Properties

• vapor density: 3.26 (vs air)
• Quality Level: 200
• vapor pressure: 4.8 psi ( 20 °C)
• Assay: 99%
• autoignition temp.: 905 °F
• refractive index: n20/D 1.387 (lit.)
• bp: 70-72 °C (lit.)
• density: 1.223 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: COC(Cl)=O
• InChI: 1S/C2H3ClO2/c1-5-2(3)4/h1H3
• InChI key: XMJHPCRAQCTCFT-UHFFFAOYSA-N

Description

Application

Methyl chloroformate (MCF) is generally used for the derivatization of functional groups such as carboxylic acids, amines, and phenols.
MCF can also be used:

• To activate 3-acylpyridines for nucleophilic addition with alkynyltin reagents to form 2,3-disubstituted 1,2-dihydropyridines.
• Chloroesterification of terminal alkynes to form β-chloro-α,β-unsaturated esters.
• As an electrophilic reagent to mediate the reaction of pyridine with lithium dialkyl- or diarylcuprates to form 4-substituted 1,4-dihydropyridine derivatives.
• To convert nitronates into methoxycarbonyl nitronates.

Safety Information

• Pictograms: GHS02,GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H225,H302 + H312,H314,H330
• Precautionary Statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 50.0 °F - closed cup
• Flash Point(C): 10 °C - closed cup