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methyl mercaptan

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methyl mercaptan

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Also known as mercaptomethane, thiomethyl alcohol, Methanethiol, Methyl sulfhydrate, Thiomethane, CH3SH, Thiomethanol, Metilmercaptano

Methanethiol ( ), also called methyl mercaptan, is an organosulfur compound with the chemical formula . It is a colorless flammable gas with a distinctive putrid smell. In small amounts, it is pervasive in nature and found in certain foods, such as some nuts and cheese. It contributes to many odors, including the emissions from pulp mills, bad breath, and flatus. Methanethiol is the simplest thiol and is sometimes abbreviated as MeSH.

Chemical data

Formula
CH4S
Molecular weight
48.11 g/mol
IUPAC name
methanethiol
SMILES
CS
InChIKey
LSDPWZHWYPCBBB-UHFFFAOYSA-N
XLogP
0.5
Polar surface area
1 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
48.003
Image
Methanethiol cylinder.jpg
Show 17 more facts
boiling point
5.96
vapor pressure
1.7
canonical SMILES
CS
Commons category
Methanethiol
NIOSH Pocket Guide ID
0425
density
0.90
immediately dangerous to life or health
296
melting point
-123
flash point
0
solubility
2
lower flammable limit
3.9
upper flammable limit
21.8
ionization energy
9.44
ceiling exposure limit
20
electric dipole moment
1.52
chemical formula
CH₄S
found in taxon
potato
Sources (4)

via Wikidata · CC0

~6 min read

Encyclopedic overview

8 sections
Contents
  • Structure and reactions
  • Occurrence
  • Preparation
  • Uses
  • Safety
  • Accidents
  • References
  • External links

Methanethiol ( ), also called methyl mercaptan, is an organosulfur compound with the chemical formula . It is a colorless flammable gas with a distinctive putrid smell. In small amounts, it is pervasive in nature and found in certain foods, such as some nuts and cheese. It contributes to many odors, including the emissions from pulp mills, bad breath, and flatus. Methanethiol is the simplest thiol and is sometimes abbreviated as MeSH.

==Structure and reactions== The molecule is tetrahedral at the carbon atom, like methanol. It is a weak acid, with a pKa of ~10.4, but is about a hundred thousand times more acidic than methanol. The colorless salt can be obtained by treatment with sodium methoxide: CH3SH + CH3ONa → CH3SNa + CH3OH The thiolate anion in sodium methanethiolate is a strong nucleophile.

Excerpted from Wikipedia’s “methyl mercaptan” article, available under the CC BY-SA 4.0 licence.

Gallery (3)