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3-Mercapto-3-methylbutan-1-ol

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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 Edit this at Wikidata
  • InChI=1S/C5H12OS/c1-5(2,7)3-4-6/h6-7H,3-4H2,1-2H3 checkY
    Key: GBCGIJAYTBMFHI-UHFFFAOYSA-N checkY
  • InChI=1/C5H12OS/c1-5(2,7)3-4-6/h6-7H,3-4H2,1-2H3
    Key: GBCGIJAYTBMFHI-UHFFFAOYAN
  • CC(C)(CCO)S
  • OCCC(S)(C)C
Properties
C5H12OS
Molar mass 120.21 g/mol
Density 0.985 g/mL at 20 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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]

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. {{cite journal}}: Unknown parameter |last-author-amp= ignored (|name-list-style= suggested) (help)
  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" (pdf). 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.


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