Butanethiol

Butanethiol
IUPAC name Butane-1-thiol
Other names Butyl mercaptan n-Butyl mercaptan 1-Butanethiol Thiobutyl alcohol Mercaptobutane
Identifiers
CAS number	109-79-5 Y
PubChem	8012
ChemSpider	7721 Y
UNII	77OY909F30 Y
Jmol-3D images	Image 1
SMILES SCCCC
InChI InChI=1S/C4H10S/c1-2-3-4-5/h5H,2-4H2,1H3 Y Key: WQAQPCDUOCURKW-UHFFFAOYSA-N Y InChI=1/C4H10S/c1-2-3-4-5/h5H,2-4H2,1H3 Key: WQAQPCDUOCURKW-UHFFFAOYAG
Properties
Molecular formula	C4H10S
Molar mass	90.19 g mol−1
Appearance	Nauseating clear liquid
Density	0.83679 g/mL
Melting point	-115.8 °C, 157 K, -176 °F
Boiling point	98.2 °C, 371 K, 209 °F
Solubility in water	Slightly soluble
Hazards
NFPA 704	3 2 0
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Butanethiol, also known as butyl mercaptan, is a volatile, clear to yellowish liquid with a fetid (extremely foul-smelling) odor, commonly described as "skunk" odor. In fact, butanethiol is structurally similar to several major constituents of a skunk's defensive spray. The scent of butanethiol is so strong that the human nose can easily detect it in the air at concentrations as low as 10 parts per billion.

Chemistry

Butanethiol 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. Butanethiol's basic molecular formula is C₄H₉SH, and its structural formula is similar to that of the alcohol n-butanol. Butanethiol is a thiol of low molecular weight, and it is highly flammable.

Uses

Butanethiol is used as an industrial solvent, as an odorant for natural gas (which is odorless), and as an intermediate for insecticides and herbicides. It is sometimes placed in the "stink bombs" and "stink perfumes" for pranksters.

An odorant injection station where butanethiol is added to the natural gas in a high-pressure pipeline

Safety

Butanethiol is a very noxious and caustic chemical compound, and at sufficiently high concentrations, it produces serious health effects in both humans and animals, especially as a result of prolonged exposure. Sufficiently high concentrations of the fetid, volatile substance causes eye irritation, headaches, nausea and vomiting, dizziness, and irritation of the respiratory tract. Even higher concentrations can lead to unconsciousness and coma after prolonged exposure. Contact with the skin and mucous membranes causes burns, and contact with the eyes can lead to blurred vision or complete blindness.

See also

• tert-Butylthiol (tert-butyl mercaptan)

Notes

References

• U.S. Department of Labor
• The Good Scents Company
• HazMap

External links

• The Skunk's Defensive Secretion