3-methylbut-2-ene-1-thiol

• ChemBase ID: 173420
• Molecular Formular: C5H10S
• Molecular Mass: 102.1979
• Monoisotopic Mass: 102.05032132
• SMILES: CC(=CCS)C
• Canonical SMILES: SCC=C(C)C
• InChI: InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
• InChIKey: GYDPOKGOQFTYGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methylbut-2-ene-1-thiol
• IUPAC Traditional name: 3-methylbut-2-ene-1-thiol
• Synonyms: 3-Methyl-1-mercapto-2-butene; MBT; Prenyl Mercaptan; Prenylthiol; 3-Methyl-2-buten-1-thiol, Preparation Kit

Database IDs

• CAS Number: 5287-45-6
• PubChem SID: 164229330
• PubChem CID: 146586

CALCULATED PROPERTIES

• Acid pKa: 9.998697
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.0940256
• LogD (pH = 7.4): 2.0930243
• Log P: 2.0940385
• Molar Refractivity: 33.4081 cm^3
• Polarizability: 12.783249 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Hexane
• Apperance: Yellow Liquid

Safety Information

• Storage Warning: Readily Oxidized

DETAILS

Toronto Research Chemicals - M294400

A volatile aroma compound. We will provide a detailed procedure for the preparation of the thiol from the thiolacetate with spectral data upon request.

REFERENCES

• Majcher, M., et al.: J. Agric. Food Chem., 55, 5754 (2007)
• Akiyama, M., et al.: Food Sci. Technol. Res., 15, 233 (2007)
• Breme, K., et al.: J. Agric. Food Chem., 57, 8572 (2007)