3-Mercapto-3-methylbutan-1-ol

3-Mercapto-3-methylbutan-1-ol
Names
Preferred IUPAC name
3-Methyl-3-sulfanylbutan-1-ol
Other names
3-Mercapto-3-methylbutan-1-ol (no longer recommended)
Identifiers
3D model (JSmol)
Abbreviations MMB
ChEBI
ChemSpider
ECHA InfoCard 100.157.543
EC Number
  • 629-355-5
UNII
  • InChI=1S/C5H12OS/c1-5(2,7)3-4-6/h6-7H,3-4H2,1-2H3 Y
    Key: GBCGIJAYTBMFHI-UHFFFAOYSA-N Y
  • 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
Hazards
GHS labelling:
Danger
H302, H315, H318, H319, H335
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
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

3-Mercapto-3-methylbutan-1-ol, also known as MMB, is a common odorant found in food and cat urine. The aromas ascribed to MMB include catty, roasty, broth-like, meaty, and savory, or similar to cooked leeks.

MMB is an organosulfur compound with the formula C5H12OS. Its structure consists of isopentane with a primary alcohol group and a tertiary thiol group attached to a β-carbon relative to the alcohol. MMB is found in the urine of leopards and domestic cats, and is considered an important semiochemical in male scent-marking. MMB is also a common odorant in food, including coffee, passionfruit juice, and Sauvignon Blanc wines. As a tertiary thiol, MMB is structurally similar to other "catty" thiols, including 3-mercapto-3-methyl-2-pentanone, 4-mercapto-4-methyl-2-pentanone, 8-mercapto-p-menthan-3-one, and 2-mercapto-2-methylbutane.