Ethyl methanesulfonate

Ethyl methanesulfonate[1]
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Ethyl methanesulfonate
Other names
Ethyl mesylate
Ethyl methanesulphonate
Identifiers
3D model (JSmol)
Abbreviations EMS
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.488 Edit this at Wikidata
EC Number
  • 200-536-7
KEGG
UNII
  • InChI=1S/C3H8O3S/c1-3-6-7(2,4)5/h3H2,1-2H3 checkY
    Key: PLUBXMRUUVWRLT-UHFFFAOYSA-N checkY
  • InChI=1/C3H8O3S/c1-3-6-7(2,4)5/h3H2,1-2H3
    Key: PLUBXMRUUVWRLT-UHFFFAOYAM
  • O=S(=O)(OCC)C
Properties
CH3SO3C2H5
Molar mass 124.16 g/mol
Appearance Clear colorless liquid
Density 1.1452 g/cm3 (22 °C)
Melting point < 25 °C
Boiling point 85–86 °C (185–187 °F; 358–359 K) /10 mmHg(lit)
Vapor pressure 0.044 kPa @ 25˚C[2]
Hazards
GHS labelling:[3]
GHS07: Exclamation markGHS08: Health hazard
Danger
H302, H340, H351
P203, P264, P270, P280, P301+P317, P318, P330, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Ethyl methanesulfonate (EMS) is an organosulfur compound with the formula CH3SO3C2H5. It is the ethyl ester of methanesulfonic acid. A colorless liquid, it is classified as an alkylating agent. EMS is the most commonly used chemical mutagen in experimental genetics.[4][5] Mutations induced by EMS exposure can then be studied in genetic screens or other assays.

  1. ^ Merck Index, 11th Edition, 3782.
  2. ^ "Ethyl Methanesulfonate" (PDF). Report on Carcinogens, Fourteenth Edition. NIEHS. Retrieved 18 June 2021.
  3. ^ "Ethyl methanesulfonate". pubchem.ncbi.nlm.nih.gov.
  4. ^ Kutscher, Lena M.; Shaham, Shai (2014). "Forward and reverse mutagenesis in C. elegans". WormBook: The Online Review of C. Elegans Biology. WormBook: 1–26. doi:10.1895/wormbook.1.167.1. PMC 4078664. PMID 24449699. Retrieved 18 June 2021.
  5. ^ Sega, Gary A. (1984). "A review of the genetic effects of ethyl methanesulfonate". Mutation Research/Reviews in Genetic Toxicology. 134 (2–3). Elsevier BV: 113–142. doi:10.1016/0165-1110(84)90007-1. ISSN 0165-1110. PMID 6390190.