methyl chloroacetate
methyl chloroacetate
CAS: 96-34-4
Molecular Formula: C3H5ClO2
methyl chloroacetate - Names and Identifiers
| Name | methyl chloroacetate |
| Synonyms | IHT-FC MCA methyl chloroacetate Mathyl Chloroacetate Chlorine Methyl acetate Chloroacetic acid methyl chloroacetic acid methyl ester Methyl ester chloroacetic acid METHYL CHLOROACETATE FOR SYNTHESIS |
| CAS | 96-34-4 |
| EINECS | 202-501-1 |
| InChI | InChI=1/C3H5ClO2/c1-6-3(5)2-4/h2H2,1H3 |
methyl chloroacetate - Physico-chemical Properties
| Molecular Formula | C3H5ClO2 |
| Molar Mass | 108.52 |
| Density | 1.238g/mLat 25°C(lit.) |
| Melting Point | -33 °C |
| Boling Point | 130°C740mm Hg(lit.) |
| Flash Point | 125°F |
| Water Solubility | 28 g/L (20 ºC) |
| Solubility | 51.6g/l (slow decomposition) |
| Vapor Presure | 10 mm Hg ( 25 °C) |
| Vapor Density | 3.8 (vs air) |
| Appearance | Liquid |
| Color | Clear colorless |
| Merck | 14,6042 |
| BRN | 506255 |
| PH | 4.6 (28g/l, H2O, 20℃) |
| Storage Condition | Store at <= 20°C. |
| Explosive Limit | 4.6-18.5%(V) |
| Refractive Index | n20/D 1.422(lit.) |
| Physical and Chemical Properties | Colorless transparent liquid with slightly irritating odor. melting point -33 ℃ boiling point 129.8 ℃ relative density 1.2337 refractive index 1.4220 flash point 51 ℃ solubility, acetone, benzene and other organic solvents miscible. Slightly soluble in water. |
| Use | It is used as an intermediate of medicine and also a raw material of pesticide Dimethoate |
methyl chloroacetate - Risk and Safety
| Risk Codes | R10 - Flammable R23/25 - Toxic by inhalation and if swallowed. R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R40 - Limited evidence of a carcinogenic effect R36/37/38 - Irritating to eyes, respiratory system and skin. R38 - Irritating to the skin |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. S16 - Keep away from sources of ignition. |
| UN IDs | UN 2295 6.1/PG 1 |
| WGK Germany | 2 |
| RTECS | AF9500000 |
| FLUKA BRAND F CODES | 19 |
| TSCA | Yes |
| HS Code | 2915 40 00 |
| Hazard Class | 6.1 |
| Packing Group | I |
| Toxicity | LD50 orally in Rabbit: 107 mg/kg |
methyl chloroacetate - Nature
Open Data Verified Data
A colorless transparent liquid with a slightly irritating odor. Flammable, toxic, corrosive. The relative density was 1. 2337. Melting Point -33 °c. Boiling point 129.8 °c. Refractive index 4220. Flash point 51 ℃. With ethanol, ether, acetone, benzene and other organic solvents miscible. Slightly soluble in water.
Last Update：2024-01-02 23:10:35
methyl chloroacetate - Preparation Method
Open Data Verified Data
direct esterification of chloroacetic acid with methanol. The crude ester is neutralized and rectified to obtain a finished product.
Last Update：2022-01-01 10:33:19
methyl chloroacetate - Use
Open Data Verified Data
pesticides (such as dimethoate) and important intermediates of medicine. It can also be used as a solvent, as a raw material for a binder and a surfactant.
Last Update：2022-01-01 10:33:19
methyl chloroacetate - Safety
Open Data Verified Data
- This product is toxic and has a strong stimulating effect on eyes, nose and throat. Skin contact can cause burning and dermatitis. The sealing of production equipment should be strengthened to avoid contact and inhalation of this product. The operator should wear protective gear.
- iron drum packaging. The lid is sealed and stored in a cool and ventilated place. According to the provisions of the storage and transportation of toxic chemicals.
Last Update：2022-01-01 10:33:19
methyl chloroacetate - Reference Information
| LogP | 0.63 at 20℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | methyl chloroacetate is mainly used in the synthesis of pesticides on dimethoate, omethoate intermediate thiophosphates, phosphooxythionate and chloroacetylamine, in addition, as a raw material for organic synthesis, also used in medicine, adhesives, the preparation of surfactants, can also be used as a solvent. used as an intermediate in medicine and as a raw material for pesticide Dimethoate used as a solvent and also used in organic synthesis methyl chloroacetate used in the production of organophosphorus pesticide Dimethoate, chemical synthesis method Cod Liver Oil (vitamin A butyl) vitamin B6, sulfa drug sulfa O-dimethoxypyrimidine. It can also be used as a raw material for solvents, binders and surfactant-based products. Chloroacetic acid can be esterified with ethanol and butanol in a similar process, and the corresponding chloroacetic acid ester can be obtained. The process can be arranged in a continuous device, under the condition of 100-190 ℃, chloroacetic acid and alcohol are continuously added to the reactor, and the generated chloroacetic acid ester and water are continuously removed from the reaction system, without the use of catalysts and azeotropic solvents, higher yields can be obtained. Ethyl chloroacetate is mainly used as a solvent, and is also an intermediate for organic synthesis of drugs such as 5-fluorouracil. Butyl chloroacetate is used in the production of plasticizer butyl phthalate. |
| production method | prepared by esterification of chloroacetic acid with methanol. Methanol and chloroacetic acid were mixed uniformly in a weight ratio of 0.366:1, stirred and heated, and the esterification reaction was carried out at 105-110 °c. During the reaction, a ternary azeotrope of methyl chloroacetate, water and methanol is continuously distilled, separated by an ester separator, the separated methanol and water are returned to the reaction pot, and the separated crude ester is neutralized with sodium carbonate. The neutralized crude ester was first cut off at 130 ° C. By atmospheric distillation, and then subjected to reduced pressure distillation to collect a 65 ° C. (8kPa) fraction, I .e., methyl chloroacetate product. The yield was about 96%. When used in pesticide intermediates, the obtained crude ester can be washed with water, neutralized to obtain a product with a content of more than 95%, and can be used directly. The production of 1t of this specification of methyl chloroacetate, about 800kg of chloroacetic acid consumption, methanol 330kg. In the laboratory preparation often in chloroacetic acid and methanol mixture Dropwise concentrated sulfuric acid, heating reflux 5h, and then after neutralization, water washing, drying, vacuum distillation to obtain the finished product. The preparation method is obtained by esterification reaction of chloroacetic acid and methanol. ClCH2COOH + CH3OH → ClCH2COOCH3 + H2O methanol and chloroacetic acid were mixed uniformly according to the mass ratio of 0.336: 1, stirred and heated, and the esterification reaction was carried out at 105-110 ℃. During the reaction, a ternary azeotrope of methyl chloroacetate, water and methanol was continuously distilled, separated by an ester separator, the separated methanol and water were refluxed into the reaction pan, and the separated crude ester was neutralized with sodium carbonate. The neutralized crude ester is cut out of 130 ℃ fraction by atmospheric distillation, and then subjected to vacuum distillation to collect 65 ℃/79.98kPa fraction, Thus, methyl chloroacetate product was obtained with a yield of about 96%. |
| category | toxic substances |
| toxicity grade | high toxicity |
| Acute toxicity | inhalation-rat LCL0: 250 PPM/7 H; Oral-mouse LD50: 240 mg/kg |
| flammability hazard characteristics | open flame, high heat, flammable oxidant; toxic chloride gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored separately from oxidants and food additives |
| fire extinguishing agent | foam, carbon dioxide, sand, dry powder, water mist |
| Occupational Standard | SEL 5 mg/m3 |
| spontaneous combustion temperature | 869 ° F. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:53
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