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) |
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| Abbreviations | MMB |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.157.543 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| 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).
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.