furan-2-ylmethanethiol

• ChemBase ID: 110349
• Molecular Formular: C5H6OS
• Molecular Mass: 114.16554
• Monoisotopic Mass: 114.01393581
• SMILES: SCc1ccco1
• Canonical SMILES: SCc1ccco1
• InChI: InChI=1S/C5H6OS/c7-4-5-2-1-3-6-5/h1-3,7H,4H2
• InChIKey: ZFFTZDQKIXPDAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: furan-2-ylmethanethiol
• IUPAC Systematic name: Furan-2-ylmethanethiol
• IUPAC Traditional name: 2-furanmethanethiol
• Synonyms: 2-Furanmethanethiol; Furan-2-ylmethanethiol; NSC 41142; Furfuryl Mercaptam; α-FURFURYL MERCAPTAN; (2-Furanyl)methylmercaptan; 2-Furfurylmercaptan; Furfuryl mercaptan; 2-Furfurylthiol; Furfuryl thiol; 2-Furylmethanethiol; 2-Furylmethyl mercaptan; 2-(Mercaptomethyl)furan; Furan-2-ylmethanethiol; 2-Furanmethanethiol; Furfuryl mercaptan; 2-巯甲基呋喃; 糠硫醇; 2-呋喃基甲硫醇; 2-巯甲基呋喃; 糠基硫醇; 糠基硫醇

Database IDs

• CAS Number: 98-02-2
• EC Number: 202-628-2
• MDL Number: MFCD00003254
• Beilstein Number: 383594
• PubChem SID: 24900973; 24894810; 24871755; 162095795
• PubChem CID: 7363
• Chemspider ID: 7085
• FEMA ID: 2493
• MeSH Name: furfuryl+mercaptan
• Wikipedia Title: Furan-2-ylmethanethiol
• Council of Europe Number: 2202
• Flavis Number: 13.026

CALCULATED PROPERTIES

• Acid pKa: 9.71261
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 1.3615799
• LogD (pH = 7.4): 1.3596475
• Log P: 1.3616046
• Molar Refractivity: 31.4474 cm^3
• Polarizability: 12.087418 Å^3
• Polar Surface Area: 13.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colourless liquid
• Boiling Point: 154.85°C (428K); 155 °C(lit.); 155°C
• Flash Point: 113 °F; 45 °C; 45°C (113°F); 45°C(113°F)
• Density: 1.132; 1.132 g cm^-3; 1.132 g/mL at 25 °C(lit.)
• Refractive Index: 1.5315; n20/D 1.531; n20/D 1.531(lit.)
• Vapor Pressure: 531 Pa
• Odor: Roasted coffee, Caramel, Sulfurous, Waxy
• Organoleptic: caramel; chocolate; oily; smoky; herbaceous; nutty; sulfurous; fishy; meaty; alliaceous (onion, garlic); waxy; coffee

Safety Information

• Storage Warning: Air Sensitive
• RTECS: LU2100000
• European Hazard Symbols: X; Irritant (Xi)
• UN Number: 3336; UN1228
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10; 10-20/21/22-36/37; R10, R36/37/38
• Safety Statements: 23-26-36/37; S2, S24/25, S26, S36
• TSCA Listed: 是
• GHS Pictograms: GHS flame; GHS02; GHS06
• GHS Signal Word: WARNING; Warning
• LD50: 100-200 mg kg^-1 (mouse)
• GHS Hazard statements: 226; H226; H331-H302-H312-H319-H335-H226
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3336 3/PG 3
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥97%; ≥98.0% (GC); 98%; 98+%
• Grade: FG; Halal; Kosher; NI; purum
• Empirical Formula (Hill Notation): C5H6OS

DETAILS

MP Biomedicals - 05214633

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W249300

Biochem/physiol Actions
Taste at 0.01-0.30 ppm
General description
Darkens on storage
Other Notes
Natural occurrence: Coffee, cooked beef, roasted pork, roasted chicken, and popcorn.
Packaging
1 sample in glass bottle
1, 2.5 kg in glass bottle
Packaged in glass bottles

Sigma Aldrich - F20408

Packaging
25 g in glass bottle

Toronto Research Chemicals - F864300

Furfuryl Mercaptam is a volatile flavor component of corn tortilla chips.

REFERENCES

• Guadagni, D., et al.: J. Sci. Food Agric., 23, 1435 (1972)
• Kerler, J., et al.: J. Food Sci., 61, 1271 (1972)
• Buttery, R., et al.: J. Agric. Food Chem., 45, 837 (1972)