Ethyl methanesulfonate CAS 62-50-0
Introduction：Basic information about Ethyl methanesulfonate CAS 62-50-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Ethyl methanesulfonate Basic information
| Product Name: | Ethyl methanesulfonate |
| Synonyms: | CB 1528;EMS;ENT 26396;ent26396;Ethyl ester of methanesulfonic acid;Ethyl ester of methanesulphonic acid;Ethyl ester of methylsulfonic acid;Ethyl ester of methylsulphonic acid |
| CAS: | 62-50-0 |
| MF: | C3H8O3S |
| MW: | 124.16 |
| EINECS: | 200-536-7 |
| Product Categories: | |
| Mol File: | 62-50-0.mol |
Ethyl methanesulfonate Chemical Properties
| Melting point | <25 °C |
| Boiling point | 85-86 °C/10 mmHg (lit.) |
| density | 1.206 g/mL at 20 °C |
| vapor pressure | 0.27 hPa (25 °C) |
| refractive index | n |
| Fp | 100 °C |
| storage temp. | 2-8°C |
| solubility | 50-100g/l |
| form | liquid |
| color | Colourless to Pale Yellow |
| Water Solubility | Miscible with water. |
| Sensitive | Moisture Sensitive |
| Merck | 14,3827 |
| BRN | 773969 |
| Stability: | Stable. Combustible. Incompatible with water, alkalies, oxidizing agents. |
| Major Application | environmental pharmaceutical |
| InChI | 1S/C3H8O3S/c1-3-6-7(2,4)5/h3H2,1-2H3 |
| InChIKey | PLUBXMRUUVWRLT-UHFFFAOYSA-N |
| SMILES | CCOS(C)(=O)=O |
| CAS DataBase Reference | 62-50-0(CAS DataBase Reference) |
| IARC | 2B (Vol. 7, Sup 7) 1987 |
| NIST Chemistry Reference | Methanesulfonic acid, ethyl ester(62-50-0) |
| EPA Substance Registry System | Ethyl methanesulfonate (62-50-0) |
Safety Information
| Hazard Codes | T |
| Risk Statements | 46-22-40-36/37/38-45 |
| Safety Statements | 53-23-36/37/39-45-36/37-37/39-26 |
| RIDADR | 2810 |
| WGK Germany | 3 |
| RTECS | PB2100000 |
| F | 10-21 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | II |
| HS Code | 29041000 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 4 Oral Carc. 1B Eye Irrit. 2 Muta. 1B Repr. 2 Skin Irrit. 2 Skin Sens. 1 |
| Hazardous Substances Data | 62-50-0(Hazardous Substances Data) |
| Chemical Properties | colourless liquid |
| Chemical Properties | Ethyl methane sulfonate is a clear liquid. |
| Uses | Experimentally as mutagen, teratogen and brain carcinogen. |
| Uses | Ethyl methanesulfonate is used as mutagen for both mammalian and plant cells. It finds application as a model alkylating agent in the study of deoxyribonucleic acid (DNA) repair processes. |
| Definition | ChEBI: A methanesulfonate ester resulting from the formal condensation of methanesulfonic acid with ethanol. |
| General Description | Clear colorless liquid. Denser than water. |
| Air & Water Reactions | Water soluble. |
| Reactivity Profile | Ethyl methanesulfonate alkylates nucleophiles such as hydroxy, amino and sulfhydryl groups in model and biological materials. Is hydrolyzed by excess aqueous alkali to non-corrosive and non-toxic products. Is hydrolyzed by water to a highly corrosive product . |
| Fire Hazard | Ethyl methanesulfonate is combustible. |
| Biochem/physiol Actions | Ethyl methanesulfonate is a DNA ethylating agent, mutagenic to plants and animals and carcinogenic in mammals. It has been used as a model alkylating agent in studies of DNA repair processes. EMS induces base substitutions of guanine-cytosine (G/C) to adenine-thymine (A/T). EMS also generates point mutations and single nucleotide polymorphisms in genomes. EMS is potential chemical mutagen used for inducing mutation in rice, wheat and Arabidopsis thaliana. |
| Safety Profile | Confirmed carcinogen with experimental carcinogenic, neoplas tigenic, tumorigenic, and teratogenic data. Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of SOx. See also SULFONATES and ESTERS. |
| Synthesis | 64-17-5 124-63-0 62-50-0 Ethanol (6.40 mL, 110 mmol) was dissolved in anhydrous dichloromethane (400 mL) and cooled in an ice bath to 0°C. Subsequently, N-methylmorpholine (22.0 mL, 200 mmol) and methanesulfonyl chloride (7.70 mL, 100 mmol) were slowly added to the solution and stirring was continued for 30 minutes under ice bath conditions. Upon completion of the reaction, the ice bath was removed and the reaction mixture was continued to be stirred at room temperature overnight. At the end of the reaction, the mixture was diluted by adding dichloromethane (200 mL), and the organic layer was washed sequentially with aqueous potassium bisulfate (1.0 M, 2 × 200 mL) and deionized water (200 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford ethyl methanesulfonate as a colorless oil (10 g, 80 mmol, 81% yield). The product characterization data were consistent with literature reports. |
| Potential Exposure | Used as a research tool for mutagenesis and carcinogenesis studies. Was considered as a possiblehuman male contraceptive. Also considered as a reversiblemale hemosterilant for insects and mammalian pests. |
| Carcinogenicity | Ethyl methanesulfonate is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals. |
| Shipping | UN2810 Toxic liquids, organic, n.o.s., HazardClass: 6.1; Labels: 6.1-Poisonous materials, TechnicalName Required. Military driver shall be given full andcomplete information regarding shipment and conditions incase of emergency. AR 50-6 deals specifically with theshipment of chemical agents. Shipments of agent will beescorted in accordance with AR 740-32. |
| Incompatibilities | Vapors may form explosive mixture withair. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keepaway from alkaline materials, strong bases, strong acids,oxoacids, and epoxides. Contact with moisture may causehydrolysis or other forms of decomposition |
| References | [1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 16, p. 3429 - 3435 [2] Journal of the Chemical Society, 1995, p. 7 2420 [3] Journal of Organic Chemistry, 1967, vol. 32, p. 308 - 317 [4] Journal of Organic Chemistry, 1970, vol. 35, p. 1226 - 1227 [5] Journal of Medicinal Chemistry, 1990, vol. 33, # 10, p. 2807 - 2813 |
Ethyl methanesulfonate Preparation Products And Raw materials
| Raw materials | Methanesulfonyl chloride-->Ethanol-->Methanesulfonic acid-->Benzenesulfonimidic acid, N-(1,1-dimethylethyl)-4-nitro-, ethyl ester-->Dichloromethane-->4-Methylmorpholine |
