3-thiohexanol

3-mercaptohexanol

CAS: 51755-83-0 C6 H14 O S MW: 134.24178000 sulfurous sulfurous

Identification

Name3-thiohexanol
IUPAC3-sulfanylhexan-1-ol
CAS Number51755-83-0
FDA UNIIU3TIX8Z92N
Molecular FormulaC6 H14 O S
Molecular Weight134.24178000
MDL NumberMFCD00792515
Nikkaji NumberJ937.257A

Regulatory

JECFA Food Flavoring545 3-mercaptohexanol
DG SANTE Food Flavourings12.217 3-mercaptohexan-1-ol
FEMA Number3850
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)51755-83-0 ; 3-MERCAPTOHEXANOL

Physical Properties

Appearance colorless clear liquid (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 198.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.039000 mmHg @ 25.00 °C. (est)
Flash Point 210.00 °F. TCC ( 98.89 °C. )
logP (o/w) 1.644 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description
at 0.10 % in dipropylene glycol.
at 0.10 %.
sulfurous, tropical fruit; savory, egg, broth
Taste Description
tropical fruit passion fruit guava grape fruit sulphurous
at 0.05 - 10.00 ppm.
tropical
Sulfurous, Tropical Fruits, Onion, Black Currant

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 3-thiohexanol usage levels up to0.0500 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)ND (μg/capita/day)
Structure ClassI
baked goods0.05000
beverages(nonalcoholic)0.00500
beverages(alcoholic)0.01000
breakfast cereal-
cheese-
chewing gum0.05000
condiments / relishes-
confectionery froastings0.01000
egg products-
fats / oils-
fish products-
frozen dairy0.01000
fruit ices0.01000
gelatins / puddings0.01000
granulated sugar-
gravies-
hard candy0.01000
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products0.01000
nut products-
other grains-
poultry-
processed fruits0.01000
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FL chicken FL durian FL fruit tropical fruit FL guava FL mango FR passion fruit FL peach FL pineapple FL pork FL roasted FL roasted FL savory

Natural Occurrence

grapefruit juice passion fruit wine red wine

Synonyms

hexan-1-ol, 3-mercapto- 1- hexanol, 3-mercapto- 3- mercapto-1-hexanol 3- mercapto-1-hexanol natural (neat) 3- mercaptohexan-1-ol 3- mercaptohexanol 3- mercaptohexanol natural 1% in ethanol 3- mercaptohexyl alcohol 3- mercaptohexyl alcohol 0.1% in ETOH natural 3- mercaptohexyl alcohol natural passion fruit mercaptan passionfruit mercaptan 3- sulfanyl hexanol 3- sulfanylhexan-1-ol 3- thiohexan-1-ol 3- thiohexanol 5% in triacetin 3- thiohexanol natural thiohexanole-3 5% TRI Perfumer & Flavorist: Organoleptic Characteristics of Flavor Materials PubMed: Pre-fermentation addition of grape tannin increases the varietal thiols content in wine. Perfumer & Flavorist: Ingredient Profile: 3-Mercaptohexanol PubMed: Development of a new stir bar sorptive extraction method for the determination of medium-level volatile thiols in wine. PubMed: Direct accurate analysis of cysteinylated and glutathionylated precursors of 4-mercapto-4-methyl-2-pentanone and 3-mercaptohexan-1-ol in must by ultrahigh performance liquid chromatography coupled to mass spectrometry. PubMed: Influence of volatile thiols in the development of blackcurrant aroma in red wine. PubMed: Hydrolysis and formation of volatile esters in New Zealand Sauvignon blanc wine. PubMed: A method to quantify quinone reaction rates with wine relevant nucleophiles: a key to the understanding of oxidative loss of varietal thiols. PubMed: Evaluation of key odorants in sauvignon blanc wines using three different methodologies. PubMed: The grape must non-Saccharomyces microbial community: impact on volatile thiol release. PubMed: Influence of grape-harvesting steps on varietal thiol aromas in Sauvignon blanc wines. PubMed: The yeast IRC7 gene encodes a β-lyase responsible for production of the varietal thiol 4-mercapto-4-methylpentan-2-one in wine. PubMed: Evolution of 3-mercaptohexanol, hydrogen sulfide, and methyl mercaptan during bottle storage of Sauvignon blanc wines. Effect of glutathione, copper, oxygen exposure, and closure-derived oxygen. PubMed: 3-Sulfanylhexanol precursor biogenesis in grapevine cells: the stimulating effect of Botrytis cinerea. PubMed: Elucidation of the 1,3-sulfanylalcohol oxidation mechanism: an unusual identification of the disulfide of 3-sulfanylhexanol in sauternes botrytized wines. PubMed: Analysis, occurrence, and potential sensory significance of five polyfunctional mercaptans in white wines. PubMed: Controlled orientation of DNA in a binary SAM as a key for the successful determination of DNA hybridization by means of electrochemical impedance spectroscopy. PubMed: Melting temperature of surface-tethered DNA. PubMed: A comparison of laboratory and pilot-scale fermentations in winemaking conditions. PubMed: Understanding the role of thiol and disulfide self-assembled DNA receptor monolayers for biosensing applications. PubMed: Selective preconcentration of volatile mercaptans in small SPE cartridges: quantitative determination of trace odor-active polyfunctional mercaptans in wine. PubMed: Improved method to quantitatively determine powerful odorant volatile thiols in wine by headspace solid-phase microextraction after derivatization. PubMed: Rapid glucose detection by surface enhanced Raman scattering spectroscopy. PubMed: New insights on 3-mercaptohexanol (3MH) biogenesis in Sauvignon Blanc wines: Cys-3MH and (E)-hexen-2-al are not the major precursors. PubMed: Nitrogen catabolite repression modulates the production of aromatic thiols characteristic of Sauvignon Blanc at the level of precursor transport. PubMed: Nitrogen catabolic repression controls the release of volatile thiols by Saccharomyces cerevisiae during wine fermentation. PubMed: Synthesis of the individual diastereomers of the cysteine conjugate of 3-mercaptohexanol (3-MH). PubMed: Quantification of cysteine S-conjugate of 3-sulfanylhexan-1-ol in must and wine of petite arvine vine by stable isotope dilution analysis. PubMed: The chemical characterization of the aroma of dessert and sparkling white wines (Pedro Ximénez, Fino, Sauternes, and Cava) by gas chromatography-olfactometry and chemical quantitative analysis. PubMed: Improved solid-phase extraction procedure for the isolation and in-sorbent pentafluorobenzyl alkylation of polyfunctional mercaptans. Optimized procedure and analytical applications. PubMed: Quantitative determination of wine polyfunctional mercaptans at nanogram per liter level by gas chromatography-negative ion mass spectrometric analysis of their pentafluorobenzyl derivatives. PubMed: Modulation of volatile sulfur compounds by wine yeast. PubMed: Optimization of a procedure for the selective isolation of some powerful aroma thiols. Development and validation of a quantitative method for their determination in wine. PubMed: Occurrence of polyfunctional thiols in fresh lager beers. PubMed: Identification of single-strand DNA by in situ scanning tunneling microscopy. PubMed: Automated analysis of 2-methyl-3-furanthiol and 3-mercaptohexyl acetate at ng L(-1) level by headspace solid-phase microextracion with on-fibre derivatisation and gas chromatography-negative chemical ionization mass spectrometric determination. PubMed: Effect of screwcap and cork closures on SO2 levels and aromas in a Sauvignon Blanc wine. PubMed: Real-time glucose sensing by surface-enhanced Raman spectroscopy in bovine plasma facilitated by a mixed decanethiol/mercaptohexanol partition layer. PubMed: Oriented immobilization of antibodies by a self-assembled monolayer of 2-(biotinamido)ethanethiol for immunoarray preparation. PubMed: Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality spanish aged red wines. PubMed: Stereochemical course of the generation of 3-mercaptohexanal and 3-mercaptohexanol by beta-lyase-catalyzed cleavage of cysteine conjugates. PubMed: Stereoselectivity of the generation of 3-mercaptohexanal and 3-mercaptohexanol by lipase-catalyzed hydrolysis of 3-acetylthioesters. PubMed: Combinatorial synthesis and sensorial properties of mercapto primary alcohols and analogues. PubMed: Impact odorants of different young white wines from the Canary Islands. PubMed: Chemical characterization of the aroma of Grenache rosé wines: aroma extract dilution analysis, quantitative determination, and sensory reconstitution studies. PubMed: Metal substitutions incarbonic anhydrase: a halide ion probe study.