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Chloroformic acid methyl

Methyl chloroformate

CAS: 79-22-1

Molecular Formula: C2H3ClO2

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Chloroformic acid methyl - Names and Identifiers

Name Methyl chloroformate
Synonyms MCF
Methyl Chloroforate
METHYL CHLOROFORMATE
Methyl chloroformate
Methyl chlorocarbonate
METHYL CHLOROCARBONATE
Chloroformic acid methyl
METHOXYCARBONYL CHLORIDE
Methyl carbonochloridate
methyl carbonochloridate
CHLOROFORMIC ACID METHYL ESTER
Carbonochloridic acid methyl ester
CAS 79-22-1
EINECS 201-187-3
InChI InChI=1/C2H3ClO2/c1-5-2(3)4/h1H3

Chloroformic acid methyl - Physico-chemical Properties

Molecular FormulaC2H3ClO2
Molar Mass94.5
Density1.223g/mLat 25°C(lit.)
Melting Point-61°C
Boling Point70-72°C(lit.)
Flash Point64°F
Water Solubilityhydrolysis
Solubility Chloroform, Ethyl Acetate
Vapor Presure4.8 psi ( 20 °C)
Vapor Density3.26 (vs air)
AppearanceLiquid
ColorClear colorless to light yellow
OdorAcrid.
Merck13,6071
Storage ConditionStore at 0-5°C
StabilityMoisture Sensitive
Refractive Indexn20/D 1.387(lit.)
Physical and Chemical PropertiesColorless transparent liquid with pungent odor. Miscible with ethanol and ether, soluble in benzene and chloroform, slightly soluble in water.

Chloroformic acid methyl - Risk and Safety

Risk CodesR11 - Highly Flammable
R21/22 - Harmful in contact with skin and if swallowed.
R26 - Very Toxic by inhalation
R34 - Causes burns
Safety DescriptionS14 - Keep away from ... (a list of incompatible materials will follow).
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28 - After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S63 -
S46 - If swallowed, seek medical advice immediately and show this container or label.
S28A -
S39 - Wear eye / face protection.
S36/37 - Wear suitable protective clothing and gloves.
UN IDsUN 1238 6.1/PG 1
WGK Germany2
RTECSFG3675000
FLUKA BRAND F CODES10-19-21
HS Code29151300
Hazard Class6.1(a)
Packing GroupI

Chloroformic acid methyl - Nature

Open Data Verified Data

colorless transparent liquid with pungent odor. It has tear-inducing effect. Highly toxic, flammable, corrosive. The relative density was 1. 2231. Boiling point 71. Refractive index 3865. Flash point 17 °c. It is miscible with ethanol and ether, soluble in benzene and chloroform, slightly soluble in water, and gradually decomposed by water.

Last Update:2024-01-02 23:10:35

Chloroformic acid methyl - Preparation Method

Open Data Verified Data

methanol and phosgene are esterified, and the obtained esterified liquid is washed with water to remove impurities and then distilled to obtain a finished product. The phosgene system uses Coke to generate carbon monoxide and then reacts with chlorine.

Last Update:2022-01-01 10:33:11

Chloroformic acid methyl - Use

Open Data Verified Data

pesticide raw materials, for the preparation of herbicide herbicide, fungicide carbendazim and so on. It is also a medical raw material, and has been used to produce tear gas in the past.

Last Update:2022-01-01 10:33:11

Chloroformic acid methyl - Safety

Open Data Verified Data
  • This product is highly toxic, rat oral LD50< 50mg/kg. It has a strong stimulating effect on the respiratory tract and eye mucosa, when its concentration is up to 52. 8mg/m3, it can cause tears. The maximum allowable concentration in air is 5mg/m3. The operation site should be well ventilated and strictly prevented from running and dripping. Operators should wear protective gear.
  • the iron drum is lined with plastic bags or plastic barrels. According to the provisions of toxic and flammable dangerous goods storage and transportation.
Last Update:2022-01-01 10:33:11

Chloroformic acid methyl - Reference Information

corrosive gas generated in contact with water
NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Application used as an intermediate in organic synthesis, and used in pesticide industry for the preparation of herbicide, herbicide, carbendazim, etc, it is also a pharmaceutical raw material and a lacrimal agent
methyl chloroformate is an intermediate of bactericide carbendazim, benomyl and thiophanate-methyl.
pesticide raw materials, in order to use the preparation of herbicide herbicide, bactericide carbendazim and so on. It is also a medical raw material, and has been used to produce tear gas in the past.
production method It is industrially obtained by esterification of methanol with phosgene. In batch production, phosgene is introduced into methanol, and the reaction is stirred in a glass-lined reaction pot. This process has low production capacity, high consumption of raw materials and poor product quality. A continuous process is used for mass production. The continuous process generally adopts a glass-lined reaction Tower, first adding methanol in the tower, controlling the reaction temperature to 20-30 ℃, then passing methanol and Phosgene from the bottom of the tower in the same direction, and the content of methyl chloroformate is 93%, the yield was 94%. The tail gas of the reaction was collected by a condenser. A large amount of heat is exothermic in the process of phosgenation, and the reaction is generally controlled to proceed at about 25 ° C by jacket cooling in the reaction Tower. About 400kg of methanol and about 1500kg of phosgene are consumed per ton of methyl chloroformate produced.
The preparation method is derived from the reaction of methanol and phosgene. The process is carried out in a reaction column where methanol enters the esterification column from one side of the bottom of the esterification column and phosgene enters the esterification column from the other side, keeping the molar ratio of phosgene to methanol at (1.05-1.1): 1, when the reaction temperature is 35~40 ℃, the content of methyl chloroformate in the synthesis solution is more than 90%, and the yield can reach more than 90%. Reaction equation: CH3OH + COCl2 → ClCOOCH3 + HCl if the molar ratio of methanol is slightly larger, dimethyl carbonate may be formed. In addition, in order to obtain the product of methyl chloroformate, the reaction solution was cooled to room temperature, and the remaining phosgene was removed with nitrogen to destroy the tail gas.
category flammable liquid
toxicity grade high toxicity
Acute toxicity oral-rat LD50: 60 mg/kg; Oral-mouse LD50: 67 mg/kg
flammability hazard characteristics in case of open flame, high temperature, flammable oxidant; Toxic chloride smoke generated by combustion; High thermal decomposition of toxic phosgene;
storage and transportation characteristics The warehouse is ventilated and dried at low temperature; It is stored separately from the oxidant
extinguishing agent dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent
Occupational Standard TWA 4.4 mg/m3
spontaneous combustion temperature 485°C
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:29:15
Chloroformic acid methyl
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