3-Mercapto-3-methylbutan-1-ol

3-Mercapto-3-methylbutan-1-ol, also known as MMB, is a thiol and an alcohol. MMB is a degradation product of the amino acid felinine in cat urine and is a cat pheromone.[3] MMB is also found in Sauvignon blanc wines together with the related compounds 4-mercapto-4-methylpentan-2-ol and 3-mercaptohexan-1-ol.[4]

3-Mercapto-3-methylbutan-1-ol[1]
Names
Preferred IUPAC name
3-Methyl-3-sulfanylbutan-1-ol
Other names
3-Mercapto-3-methylbutan-1-ol (no longer recommended[2])
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.157.543
UNII
Properties
C5H12OS
Molar mass 120.21 g/mol
Density 0.985 g/mL at 20 °C
Hazards
R-phrases (outdated) R22 R41
S-phrases (outdated) S26 S39
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

See also

References

  1. 3-Mercapto-3-methylbutan-1-ol at Sigma-Aldrich
  2. Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 697. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. The prefixes 'mercapto' (–SH), and 'hydroseleno' or selenyl (–SeH), etc. are no longer recommended.
  3. M. Miyazaki; T. Yamashita; Y. Suzuki; Y. Saito; S. Soeta; H. Taira & A. Suzuki (October 2006). "A major urinary protein of the domestic cat regulates the production of felinine, a putative pheromone precursor". Chem. Biol. 13 (10): 1071–1079. doi:10.1016/j.chembiol.2006.08.013. PMID 17052611.
  4. T. Tominaga; A. Furrer; R. Henry; D. Dubourdieu (December 4, 1998). "Identification of new volatile thiols in the aroma of Vitis vinifera L. var. Sauvignon blanc wines". Flavour and Fragrance Journal. 13 (3): 159–162. doi:10.1002/(SICI)1099-1026(199805/06)13:3<159::AID-FFJ709>3.0.CO;2-7. Archived from the original (pdf) on December 16, 2012.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.