Butane-1-thiol

Organosulfur compound (C4H9SH) From Wikipedia, the free encyclopedia

Butane-1-thiol, also known as butyl mercaptan, is an organosulfur compound with the formula CH3CH2CH2CH2SH. It is classified as a thiol. It is a volatile, colorless liquid with a fetid (extremely foul-smelling) odor, commonly described as "skunk" odor. In fact, 1-butanethiol is structurally similar to several constituents of a skunk's defensive spray but is not present in the spray.[4] The scent of 1-butanethiol is so strong that the human nose can easily detect it in the air at concentrations as low as 10 parts per billion. The threshold level for 1-butanethiol is reported as 1.4 ppb[5]

Quick facts Names, Identifiers ...
Butane-1-thiol[1]
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
3D-stick model
3D-stick model
Names
Preferred IUPAC name
Butane-1-thiol
Other names
Butyl mercaptan
n-Butyl mercaptan
Thiobutyl alcohol
Mercaptobutane
n-Butanethiol
1-Mercaptobutane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.370 Edit this at Wikidata
UNII
  • InChI=1S/C4H10S/c1-2-3-4-5/h5H,2-4H2,1H3 checkY
    Key: WQAQPCDUOCURKW-UHFFFAOYSA-N checkY
  • InChI=1/C4H10S/c1-2-3-4-5/h5H,2-4H2,1H3
    Key: WQAQPCDUOCURKW-UHFFFAOYAG
  • SCCCC
Properties
C4H10S
Molar mass 90.18 g·mol−1
Appearance colorless liquid
Odor cabbage-like, skunk-like, garlic-like[2]
Density 0.83679 g/mL
Melting point −115.8 °C (−176.4 °F; 157.3 K)
Boiling point 98.2 °C (208.8 °F; 371.3 K)
Slightly soluble (0.06% at 20°C)[2]
Vapor pressure 35 mmHg (20°C)[2]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
3
0
Flash point 2 °C; 35 °F; 275 K[2]
Lethal dose or concentration (LD, LC):
4020 ppm (rat, 4 hr)
2500 ppm (mouse, 4 hr)
770 ppm (dog, 30 min)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 10 ppm (35 mg/m3)[2]
REL (Recommended)
 C 0.5 ppm (1.8 mg/m3) [15-minute][2]
IDLH (Immediate danger)
 500 ppm[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Uses

Butane-1-thiol is used as an industrial solvent,[citation needed] and as an intermediate for cotton defoliants.[6] It is sometimes placed in "stink bombs" and "stink perfumes" for pranksters.

Safety

Inhalation may cause weakness, confusion, cough, dizziness, drowsiness, headache, nausea, vomiting, and shortness of breath. The substance irritates the eyes, the skin, and the respiratory tract. It may cause effects on the thyroid and the nervous system and could cause lowering of consciousness.[7]

See also

Notes

References

External links

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