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Methanesulfonyl chloride information


Methanesulfonyl chloride
Names
Preferred IUPAC name
Methanesulfonyl chloride
Other names
Mesyl chloride
Identifiers
CAS Number
  • 124-63-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 29037 ☒N
ECHA InfoCard 100.004.279 Edit this at Wikidata
PubChem CID
  • 31297
UNII
  • B17EWY1R7Q checkY
CompTox Dashboard (EPA)
  • DTXSID1021615 Edit this at Wikidata
SMILES
  • CS(Cl)(=O)=O
Properties
Chemical formula
CH3SO2Cl
Molar mass 114.54 g·mol−1
Appearance colorless liquid
Odor Pungent, unpleasant[1]
Density 1.480 g/cm3
Melting point −32 °C (−26 °F; 241 K)[2]
Boiling point 161 °C (322 °F; 434 K) (at 730 mmHg)
Solubility in water
Reacts[3][4]
Solubility Soluble in alcohol, ether and most organic solvents[5]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Lachrymator, highly toxic, corrosive
Flash point >110 °C (230 °F; 383 K)[6]
Related compounds
Other anions
Methanesulfonyl fluoride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Methanesulfonyl chloride (mesyl chloride) is an organosulfur compound with the formula CH3SO2Cl. Using the organic pseudoelement symbol Ms for the methanesulfonyl (or mesyl) group CH3SO2–, it is frequently abbreviated MsCl in reaction schemes or equations. It is a colourless liquid that dissolves in polar organic solvents but is reactive toward water, alcohols, and many amines. The simplest organic sulfonyl chloride, it is used to make methanesulfonates and to generate the elusive molecule sulfene (methylenedioxosulfur(VI)).[7]

  1. ^ "Methanesulfonyl chloride".
  2. ^ "Methanesulfonyl chloride".
  3. ^ cameochemicals.noaa.gov/chemical/11835
  4. ^ "MSDS". Archived from the original on 2005-04-30. Retrieved 2013-01-14.
  5. ^ "Methanesulfonyl chloride".
  6. ^ "Methanesulfonyl chloride".
  7. ^ Valerie Vaillancourt, Michele M. Cudahy, Matthew M. Kreilein and Danielle L. Jacobs "Methanesulfonyl Chloride" in E-EROS Encyclopedia for Reagents in Organic Synthesis doi:10.1002/047084289X.rm070.pub2

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Methanesulfonyl chloride

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Methanesulfonyl chloride (mesyl chloride) is an organosulfur compound with the formula CH3SO2Cl. Using the organic pseudoelement symbol Ms for the methanesulfonyl...

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Mesylate

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alcohol and methanesulfonyl chloride in the presence of a base, such as triethylamine. Related to mesylate is the mesyl (Ms) or methanesulfonyl (CH3SO2)...

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Methanesulfonyl fluoride (MSF) has long been known to be a potent inhibitor of acetylcholinesterase (AChE), the enzyme that regulates acetylcholine, an...

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Methanesulfonic anhydride

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anhydride of methanesulfonic acid. Like methanesulfonyl chloride (MsCl), it may be used to generate mesylates (methanesulfonyl esters). Ms2O may be prepared by...

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Sulfonyl halide

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example, methanesulfonyl chloride, the S=O, S−C, and S−Cl bond distances are respectively 142.4, 176.3, and 204.6 pm. Sulfonic acid chlorides, or sulfonyl...

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chlorination giving methanesulfenyl chloride (CH3SCl), methanesulfinyl chloride (CH3S(O)Cl), and methanesulfonyl chloride (CH3SO2Cl) as well as oxidation...

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NanoPutian

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compared to parts of the "hat". 3-Butyn-1-ol was reacted with methanesulfonyl chloride and triethanolamine to produce its mesylate. The mesylate was displaced...

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Sulfone

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Truce, W. E.; Vriesen; C. W. (1953). "Friedel—Crafts Reactions of Methanesulfonyl Chloride with Benzene and Certain Substituted Benzenes". J. Am. Chem. Soc...

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chemicals—such as palladium on carbon and the highly sensitive reagents methanesulfonyl chloride and n-butyllithium—and needs low-temperature conditions. Much of...

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MSCL

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an international linguistic conference for young researchers Methanesulfonyl chloride, an Organic Compound with the chemical formula CH3ClO2S. Large-conductance...

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modified microorganisms or Genetically modified organisms UN 3246 6.1 Methanesulfonyl chloride UN 3247 5.1 Sodium peroxoborate, anhydrous, UN 3248 3 Medicine...

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triethylsilyl group. Diol 5.7 was selectively activated using methanesulfonyl chloride and 4-(dimethylamino)pyridine to give mesylate 5.8, in 78% yield...

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Sulfene

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and by Günther Optiz, involved the removal of hydrogen chloride from methanesulfonyl chloride using triethylamine in the presence of an enamine as trapping...

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