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Methyl methanesulfonate

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Name

Methyl methanesulfonate

EINECS 200-625-0
CAS No. 66-27-3 Density 1.238 g/cm3
PSA 51.75000 LogP 0.67320
Solubility soluble in water Melting Point 20 °C
Formula C2H6O3S Boiling Point 202.072 °C at 760 mmHg
Molecular Weight 110.134 Flash Point 76.011 °C
Transport Information UN 2810 6.1/PG 3 Appearance colourless liquid
Safety 53-26-45-36/37/39 Risk Codes 45-22-36/37/38-68
Molecular Structure Molecular Structure of 66-27-3 (Methyl methanesulfonate) Hazard Symbols ToxicT
Synonyms

MMS;Methylmethanesulfonate;Methyl methanesulphonate;Methanesulphonic acid methyl ester;NSC 50256;Methylester kyseliny methansulfonove;

Article Data 51

Methyl methanesulfonate Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1974,p. 253.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Methyl methanesulfonate Specification

The Methanesulfonic acid,methyl ester, with the CAS registry number 66-27-3, is also known as Methylester kyseliny methansulfonove. Its EINECS number is 200-625-0. This chemical's molecular formula is C2H6O3S and molecular weight is 110.13. What's more, its systematic name is methyl methanesulfonate. Its classification codes are: (1)Agricultural Chemical; (2)Alkylating Agents; (3)Antineoplastic Agents; (4)Antineoplastic agents, alkylating; (5)Drug / Therapeutic Agent; (6)Insect attractant, repellent and chemosterilant; (7)Mutagens; (8)Mutation data; (9)Noxae; (10)Reproductive Effect; (11)Tumor data. It is used as an alkylating agent in cancer therapy that may also act as a mutagen by interfering with and causing damage to DNA. It should be sealed and stored in a cool and dry place. 

Physical properties of Methanesulfonic acid,methyl ester are: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 10.806; (5)ACD/KOC (pH 7.4): 10.806; (6)#H bond acceptors: 3; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 1; (9)Polar Surface Area: 51.75 Å2; (10)Index of Refraction: 1.406; (11)Molar Refractivity: 21.856 cm3; (12)Molar Volume: 88.944 cm3; (13)Polarizability: 8.664×10-24cm3; (14)Surface Tension: 33.875 dyne/cm; (15)Density: 1.238 g/cm3; (16)Flash Point: 76.011 °C; (17)Enthalpy of Vaporization: 42.038 kJ/mol; (18)Boiling Point: 202.072 °C at 760 mmHg; (19)Vapour Pressure: 0.424 mmHg at 25°C.

Preparation: this chemical can be prepared by trimethoxymethane and methanesulfonic acid at the ambient temperature. This reaction time is 14 hours. The yield is about 43%.

Methanesulfonic acid,methyl ester can be prepared by trimethoxymethane and methanesulfonic acid at the ambient temperature

Uses of Methanesulfonic acid,methyl ester: it can be used to produce 1-methyl-4-phenyl-azetidin-2-one. It will need reagent Et4NOTs and solvent dimethylformamide. The yield is about 91%.

Methanesulfonic acid,methyl ester can be used to produce 1-methyl-4-phenyl-azetidin-2-one

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. It may cause cancer and has a possible risk of irreversible effects. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible). It must be avoided exposure that you should obtain special instructions before use.

You can still convert the following datas into molecular structure:
(1)SMILES: COS(=O)(=O)C
(2)Std. InChI: InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3
(3)Std. InChIKey: MBABOKRGFJTBAE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 56200ug/kg (56.2mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
dog LDLo intravenous 22mg/kg (22mg/kg) BLOOD: LEUKOPENIA

BLOOD: OTHER CHANGES
Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 203, 1965.
mouse LD50 intraperitoneal 180mg/kg (180mg/kg)   Mutation Research. Vol. 223, Pg. 383, 1989.
mouse LD50 oral 290mg/kg (290mg/kg)   Mutation Research. Vol. 223, Pg. 383, 1989.
quail LD50 oral 75mg/kg (75mg/kg)   Journal of Reproduction and Fertility. Vol. 48, Pg. 371, 1976.
rat LD50 intraperitoneal 114mg/kg (114mg/kg)   Food and Chemical Toxicology. Vol. 22, Pg. 665, 1984.
rat LD50 intravenous 175mg/kg (175mg/kg)   Zeitschrift fuer Krebsforschung. Vol. 74, Pg. 241, 1970.
rat LD50 oral 225mg/kg (225mg/kg)   Food and Cosmetics Toxicology. Vol. 19, Pg. 347, 1981.
rat LD50 subcutaneous 125mg/kg (125mg/kg)   Zeitschrift fuer Krebsforschung. Vol. 74, Pg. 241, 1970.

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