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W249300

Sigma-Aldrich

Furfuryl mercaptan

≥97%, FG

Synonym(s):

2-Furanmethanethiol, 2-Furfurylthiol, 2-Furylmethanethiol, Furfuryl mercaptan

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About This Item

Empirical Formula (Hill Notation):
C5H6OS
CAS Number:
Molecular Weight:
114.17
FEMA Number:
2493
Beilstein/REAXYS Number:
383594
EC Number:
Council of Europe no.:
2202
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
13.026
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

assay

≥97%

refractive index

n20/D 1.531 (lit.)

bp

155 °C (lit.)

density

1.132 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

burnt; coffee; meaty; smoky; roasted; sulfurous

SMILES string

SCc1ccco1

InChI

1S/C5H6OS/c7-4-5-2-1-3-6-5/h1-3,7H,4H2

InChI key

ZFFTZDQKIXPDAF-UHFFFAOYSA-N

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General description

Darkens on storage
Furfuryl mercaptan is a heterocyclic sulfur compound with a characterizing coffee flavor.

Application


  • Elucidating salt-reduction mechanisms of aroma-active compounds from yeast extracts through sensomics approaches and electroencephalography.: This study investigates the mechanisms by which aroma-active compounds, including furfuryl mercaptan, from yeast extracts reduce saltiness perception. Utilizing sensomics approaches and electroencephalography, the research highlights the potential of these compounds to enhance flavor profiles in food products without increasing sodium content (Shan et al., 2024).

  • Comparison of differences in sensory, volatile odour-activity and volatile profile of commercial plant-based meats.: This research compares the sensory and volatile profiles of commercial plant-based meats, identifying furfuryl mercaptan as a key odor-active compound. The findings underscore its role in replicating the savory and meaty aroma characteristic of plant-based meat alternatives (Thong et al., 2024).

  • Odorants Identified in Chinese Dry-Cured Ham Contribute to Salty Taste Enhancement.: The study explores how odorants, including furfuryl mercaptan, contribute to the perception of saltiness in Chinese dry-cured ham. This compound′s role in enhancing salty taste highlights its potential application in reducing sodium content in processed meats (Chen et al., 2024).

  • Exploring the Effectiveness of Natural Food Flavors in Protecting Carbon Steel against CO(2)-Induced Corrosion.: This research explores the use of natural food flavors, such as furfuryl mercaptan, in protecting carbon steel from CO₂-induced corrosion. The findings suggest potential industrial applications for these compounds in corrosion inhibition (Wang et al., 2023).

Other Notes

Natural occurrence: Coffee, cooked beef, roasted pork, roasted chicken, and popcorn.

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

113.0 °F - closed cup

flash_point_c

45 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Model studies on the influence of coffee melanoidins on flavor volatiles of coffee beverages
Hofmann T, et al.
Journal of Agricultural and Food Chemistry, 49(5), 2382-2386 (2001)
Formation of furfuryl mercaptan in coffee model systems.
Parliment TH & Stahl HD.
Developments in food science, 37, 805-813 (1995)
Mosciano, G.
Perfumer & Flavorist, 26, 70-70 (2001)
Imre Blank et al.
Journal of agricultural and food chemistry, 50(8), 2356-2364 (2002-04-04)
The stability of the coffee flavor compound furfuryl mercaptan has been investigated in aqueous solutions under Fenton-type reaction conditions. The impact of hydrogen peroxide, iron, ascorbic acid, and ethylenediaminetetraacetic acid was studied in various combinations of reagents and temperature. Furfuryl
Segolene Leclercq et al.
Journal of agricultural and food chemistry, 55(22), 9189-9194 (2007-10-12)
The objective of this study was to investigate approaches to protect selected flavor compounds from deterioration when stored in an oil matrix. An aroma compound model mixture was prepared in a medium-chain triglyceride (MCT) or sunflower oil (SfO) matrix and

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