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Propanethiol

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Propanethiol
Names
Preferred IUPAC name Propane-1-thiol
Other names n-Propylthiol
1-Propanethiol
Propan-1-thiol
Propyl mercaptan
Mercaptan C3
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.142 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
SMILES
  • CCCS
Properties
Chemical formula C3H8S
Molar mass 76.16 g·mol
Appearance Colorless to pale yellow liquid
Odor cabbage-like
Density 0.84 g/mL
Melting point −113 °C (−171 °F; 160 K)
Boiling point 67 to 68 °C (153 to 154 °F; 340 to 341 K)
Solubility in water Slight
Vapor pressure 155 mmHg
Acidity (pKa) ~10.5
Magnetic susceptibility (χ) -58.5·10 cm/mol
Hazards
Flash point −21 °C; −5 °F; 253 K
NIOSH (US health exposure limits):
PEL (Permissible) none
REL (Recommended) C 0.5 ppm (1.6 mg/m)
IDLH (Immediate danger) N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Propanethiol is an organic compound with the molecular formula C3H8S. It belongs to the group of thiols. It is a colorless liquid with a strong, offensive odor. It is moderately toxic and is less dense than water and slightly soluble in water. It is used as a feedstock for insecticides. It is highly flammable and it gives off irritating or toxic fumes (or gases) in a fire. Heating it will cause rise in pressure with risk of bursting.

Chemistry

Propanethiol is chemically classified among the thiols, which are organic compounds with molecular formulas and structural formulas similar to alcohols, except that sulfur-containing sulfhydryl group (-SH) replaces the oxygen-containing hydroxyl group in the molecule. Propanethiol's basic molecular formula is C3H7SH, and its structural formula is similar to that of the alcohol n-propanol.

Propanethiol is manufactured commercially by the reaction of propene with hydrogen sulfide with ultraviolet light initiation in an anti-Markovnikov addition. It can also be prepared by the reaction of sodium hydrosulfide with 1-chloropropane.

See also

References

  1. International Chemical Safety Card 0317
  2. ChEBI 8473
  3. CSID:7560, accessed 19:05, Feb 10, 2013
  4. ^ NIOSH Pocket Guide to Chemical Hazards. "#0526". National Institute for Occupational Safety and Health (NIOSH).
  5. 1-Propanethiol Archived 2015-06-20 at the Wayback Machine, chemicalbook.com
  6. 1-Propanethiol, inchem.org
  7. 1-Propanethiol, International Chemical Safety Card
  8. Rector P.Louthan, United States Patent 3,050,452, Aug. 21, 1962, Preparation of Organic Sulfur Compounds
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