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General Material Information

Preferred name dimethyl trisulfide
Trivial Name Dimethyl trisulfide
Short Description 2,3,4-trithiapentane
Formula C2 H6 S3
CAS Number 3658-80-8
Deleted CAS Number 85931-54-0
FEMA Number 3275
Flavis Number 12.013
ECHA Number 222-910-9
FDA UNII 3E691T3NL1
Nikkaji Number J45.900C
Beilstein Number 1731604
MDL MFCD00039808
COE Number 539
xLogP3-AA 1.30 (est)
NMR Predictor External link
JECFA Food Flavoring 582 dimethyl trisulfide
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 3658-80-8 ; DIMETHYL TRISULFIDE
Synonyms
  • 1,3-dimethyl trisulfane
  • dimethyl trisulfide natural
  • dimethyl trisulphide
  • dimethyltrisulfane
  • methyl trisulfide
  • methyl trithiomethane
  • methylsulfanyldisulfanylmethane
  • methyltrithiomethane
  • trisulfane, 1,3-dimethyl-
  • trisulfane, dimethyl-
  • trisulfide, dimethyl
  • 2,3,4-trithiapentane
  • 2,3,4-Trithiapentane
  • NSC 97324
  • (Methyltrisulfanyl)methane

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

methylsulfanyldisulfanylmethane
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3658-80-8
Pubchem (cid):19310
Pubchem (sid):134985326
Flavornet:3658-80-8
Pherobase:View
Publications by Info
DIMETHYL DISULFIDE
Publications by PubMed
Characteristic Odorants from Bailingu Oyster Mushroom (Pleurotus eryngii var. tuoliensis) and Summer Oyster Mushroom (Pleurotus cystidiosus).
The effect of acidification of liquid whey protein concentrate on the flavor of spray-dried powder.
Statistical analysis of sake-preparation conditions and dimethyl trisulfide formation.
Characterization of odor-active compounds in sweet-type Chinese rice wine by aroma extract dilution analysis with special emphasis on sotolon.
Off-flavor compounds from decaying cyanobacterial blooms of Lake Taihu.
Characterization of the key aroma compounds in rape honey by means of the molecular sensory science concept.
Analysis of organic volatile flavor compounds in fermented stinky tofu using SPME with different fiber coatings.
Effect of liquid retentate storage on flavor of spray-dried whey protein concentrate and isolate.
Identification of odorous compounds in reclaimed water using FPA combined with sensory GC-MS.
Heterologous production of methionine-gamma-lyase from Brevibacterium linens in Lactococcus lactis and formation of volatile sulfur compounds.
Effect of cold storage and packaging material on the major aroma components of sweet cream butter.
Identification of sulfur volatiles in canned orange juices lacking orange flavor.
Short communication: empirical and mechanistic evidence for the role of pyridoxal-5'-phosphate in the generation of methanethiol from methionine.
Identification of the key aroma compounds in cocoa powder based on molecular sensory correlations.
YtjE from Lactococcus lactis IL1403 Is a C-S lyase with alpha, gamma-elimination activity toward methionine.
Sensitivity to allyl isothiocyanate, dimethyl trisulfide, sinigrin, and cooked cauliflower consumption.
Comparison of volatiles of cultured and wild sea bream (Sparus aurata) during storage in ice by dynamic headspace analysis/gas chromatography-mass spectrometry.
Production of volatile organic sulfur compounds (VOSCs) by basidiomycetous yeasts.
Aroma extract dilution analysis of Cv. Marion (Rubus spp. hyb) and Cv. Evergreen (R. laciniatus L.) blackberries.
Flavor-active compounds potentially implicated in cooked cauliflower acceptance.
Effect of cultivar and storage time on the volatile flavor components of baked potato.
How low pH can intensify beta-damascenone and dimethyl trisulfide production through beer aging.
Volatile flavor components of stored nonfat dry milk.
Volatile components of the cyanobacterium Oscillatoria perornata (Skuja).
Change in the flavor of black tea drink during heat processing.
Effect of various dairy packaging materials on the headspace analysis of ultrapasteurized milk.
3-methylthiopropionaldehyde as precursor of dimethyl trisulfide in aged beers.
Diversity of sulfur compound production in lactic acid bacteria.
Volatile flavor components of rice cakes.
The effect of acidification of liquid whey protein concentrate on the flavor of spray-dried powder.
Generation of aroma compounds in a fermented sausage meat model system by Debaryomyces hansenii strains.
Evaluation of the volatile composition and sensory properties of five species of microalgae.
Characterization of odor-active compounds in sweet-type Chinese rice wine by aroma extract dilution analysis with special emphasis on sotolon.
Determination of compounds responsible for tempeh aroma.
Salt reduction in slow fermented sausages affects the generation of aroma active compounds.
Novel approach for the determination of volatile compounds in processed onion by headspace gas chromatography-mass spectrometry (HS GC-MS).
Decaying mouse volatiles perceived by Calliphora vicina Rob.-Desv.
Characterization of the key odorants in raw Italian hazelnuts ( Corylus avellana L. var. Tonda Romana) and roasted hazelnut paste by means of molecular sensory science.
Analysis of organic volatile flavor compounds in fermented stinky tofu using SPME with different fiber coatings.
Effect of liquid retentate storage on flavor of spray-dried whey protein concentrate and isolate.
Headspace volatiles along with other instrumental and sensory analyses as indices of maturation of horse mackerel miso.
Chemical characterization of commercial Sherry vinegar aroma by headspace solid-phase microextraction and gas chromatography-olfactometry.
Impact of the synbiotic combination of Lactobacillus casei shirota and oligofructose-enriched inulin on the fecal volatile metabolite profile in healthy subjects.
Contribution of 1,2-dihydroxy-5-(methylsulfinyl)pentan-3-one (DMTS-P1) to the formation of dimethyl trisulfide (DMTS) during the storage of Japanese sake.
Heterologous production of methionine-gamma-lyase from Brevibacterium linens in Lactococcus lactis and formation of volatile sulfur compounds.
Screening and identification of precursor compounds of dimethyl trisulfide (DMTS) in Japanese sake.
Effect of electron-beam irradiation before and after cooking on the chemical properties of beef, pork, and chicken.
Sulfur volatiles in guava (Psidium guajava L.) leaves: possible defense mechanism.
Coffee roasting and aroma formation: application of different time-temperature conditions.
The effect of cysteine on production of volatile sulphur compounds by cheese-ripening bacteria.
Effect of cold storage and packaging material on the major aroma components of sweet cream butter.
Identification of sulfur volatiles in canned orange juices lacking orange flavor.
Identification of the key aroma compounds in cocoa powder based on molecular sensory correlations.
Sensitivity to allyl isothiocyanate, dimethyl trisulfide, sinigrin, and cooked cauliflower consumption.
Sensitive quantification of sulfur compounds in wine by headspace solid-phase microextraction technique.
Changes in the aroma compounds of sake during aging.
Comparison of volatiles of cultured and wild sea bream (Sparus aurata) during storage in ice by dynamic headspace analysis/gas chromatography-mass spectrometry.
Volatile sulfur compounds in Cheddar cheese determined by headspace solid-phase microextraction and gas chromatograph-pulsed flame photometric detection.
Inhibitory activity of essential oils of garlic and onion against bacteria and yeasts.
Automated dynamic headspace/GC-MS analyses affect the repeatability of volatiles in irradiated Turkey.
Influence of temperature, modified atmosphere packaging, and heat treatment on aroma compounds in broccoli.
Aroma extract dilution analysis of Cv. Marion (Rubus spp. hyb) and Cv. Evergreen (R. laciniatus L.) blackberries.
How low pH can intensify beta-damascenone and dimethyl trisulfide production through beer aging.
Identification of distinctive volatile compounds in fish sauce.
Volatile components of the cyanobacterium Oscillatoria perornata (Skuja).
Diversity of sulfur compound production in lactic acid bacteria.
Volatile flavor components of rice cakes.
Antimicrobial activity of sulfur compounds derived from cabbage.
Volatile compounds produced in sterile fish muscle (Sebastes melanops) by Pseudomonas putrefaciens, Pseudomonas fluorescens, and an Achromobacter species.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
KEGG (GenomeNet):C08372
HMDB (The Human Metabolome Database):HMDB13780
FooDB:FDB012458
YMDB (Yeast Metabolome Database):YMDB01438
Export Tariff Code:2930.90.9190
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
FAO:Dimethyl trisulfide

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 126.26481628418
Specific gravity @ 25 °C
Pounds per Gallon 9.944 to 10.068
Refractive Index 1.595 to 1.605 @ 20 °C
Boiling Point 165 to 170°C @ 760 mm Hg
Vapor Pressure 1.068 mmHg @ 25 °C
Vapor Density 4.3
Flash Point TCC Value 51.67 °C TCC
logP (o/w) 1.926 est
Solubility
alcohol Yes
oils Yes
propylene glycol Yes
water, 2390 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Alliaceous
sulfurous, onion cooked onion, savory, meaty, alliaceous, cooked, eggy, vegetable, fresh, onion green onion
General comment At 0.10 % in propylene glycol. sulfurous cooked onion savory meaty
Mosciano, Gerard P&F 20, No. 5, 49, (1995) Sulfureous, alliaceous, cooked, savory, meaty, eggy and vegetative with a fresh, green, onion topnote
Flavor Type: Alliaceous
sulfurous, alliaceous, gassy, savory, meaty, fresh, vegetable
Mosciano, Gerard P&F 20, No. 5, 49, (1995) At 2.00 ppm. Sulfureous, alliaceous, gassy, savory and meaty with a fresh, vegetative nuance

Occurrences

Potential Uses

Applications
Odor purposes Coffee, Filbert
Flavoring purposes Beef, Cheese, Chicken, Egg, Garlic, Milk, Onion, Tomato

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 10 - Flammable.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Maximised Survey-derived Daily Intakes (MSDI-EU): 7.83 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.02 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 348 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 5
Click here to view publication 5
average usual ppmaverage maximum ppm
baked goods: -1.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -1.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: -1.00000
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -1.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: -1.00000
sugar substitutes: --
sweet sauces: --
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 0.600002.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.040001.00000
Edible ices, including sherbet and sorbet (03.0): 0.500002.00000
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 0.200001.50000
Confectionery (05.0): 0.750002.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.620001.00000
Bakery wares (07.0): 0.800002.00000
Meat and meat products, including poultry and game (08.0): 0.730001.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.100001.00000
Eggs and egg products (10.0): 0.080001.00000
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.450001.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.500001.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 0.100002.00000
Ready-to-eat savouries (15.0): 1.100005.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 8 (FGE.08)[1]: Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical group 20
View page or View pdf

Flavouring Group Evaluation 8, Revision 1 (FGE.08Rev1): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 74, Revision 1 (FGE.74Rev1): Consideration of Simple Aliphatic Sulphides and Thiols evaluated by the JECFA (53rd and 61st meeting) Structurally related to Aliphatic and Alicyclic Mono-, Di-, Tri-, and Polysulphides with or without Additional Oxygenated Functional Groups from Chemical Group 20 evaluated by EFSA in FGE.08Rev1 (2009)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 8, Revision 3 (FGE.08Rev3): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 74, Revision 2 (FGE.74Rev2): Consideration of Simple Aliphatic Sulphides and Thiols evaluated by the JECFA (53rd and 61st meeting) Structurally related to Aliphatic and Alicyclic Mono-, Di-, Tri-, and Polysulphides with or without Additional Oxygenated Functional Groups from Chemical Group 20 evaluated by EFSA in FGE.08Rev3 (2011)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 08, Revision 4 (FGE.08Rev4): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Statement on List of Representative Substances for Testing. The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000).
View page or View pdf

Scientific Opinion on the safety and efficacy of aliphatic and aromatic mono- and di-thiols and mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups (chemical group 20) when used as flavourings for all animal species
View page or View pdf

EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 74, Revision 4 (FGE.74Rev4): Consideration of aliphatic sulphides and thiols evaluated by JECFA (53rd and 61st meeting) structurally related to aliphatic and alicyclic mono-, di-, tri- and polysulphides with or without additional oxygenated functional groups from chemical group 20 evaluated by EFSA in FGE.08Rev5
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3658-80-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :19310
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1993
WGK Germany:3
methylsulfanyldisulfanylmethane
Chemidplus:0003658808