3-Mercapto-3-methylbutan-1-ol

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
CAS Number	34300-94-2 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	454169 ;
ECHA InfoCard	100.157.543
PubChem CID	520682;
UNII	1RF3LN9685 ;
CompTox Dashboard (EPA)	DTXSID50187870 ;
	InChI InChI=1S/C5H12OS/c1-5(2,7)3-4-6/h6-7H,3-4H2,1-2H3 Key: GBCGIJAYTBMFHI-UHFFFAOYSA-N ; InChI=1/C5H12OS/c1-5(2,7)3-4-6/h6-7H,3-4H2,1-2H3 Key: GBCGIJAYTBMFHI-UHFFFAOYAN;
	SMILES CC(C)(CCO)S; OCCC(S)(C)C;
Properties
Chemical formula	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R-phrases (outdated)	R22 R41
S-phrases (outdated)	S26 S39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).
	verify (what is ?)
	Infobox references

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]

References

3-Mercapto-3-methylbutan-1-ol at Sigma-Aldrich
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.
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.
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.

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[1] 3-Mercapto-3-methylbutan-1-ol at Sigma-Aldrich

[iupac2013-2] 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.

[felinine-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.

[sauvignon-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.

3-Mercapto-3-methylbutan-1-ol

See also

References