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Dimethyl trisulfide

HCID 19310
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
3658-80-8
Standard SMILES
CSSSC
InChIKey
YWHLKYXPLRWGSE-UHFFFAOYSA-N
Molecular formula
C2H6S3
Average molar mass
126.3 g/mol
Monoisotopic mass
125.96316371

Overview

Dimethyl trisulfide is an organic trisulfide.

Names & identifiers

Preferred name
Dimethyl trisulfide
IUPAC
(methyltrisulfanyl)methane
English name
Dimethyl trisulfide
Molecular formula
C2H6S3
Molecular weight
126.26

Names & synonyms

Dimethyl trisulfide3658-80-8Trisulfide, dimethylMethyl trisulfide(methyltrisulfanyl)methanedimethyltrisulfane2,3,4-TrithiapentaneFEMA No. 32753E691T3NL1NSC-97324DTXSID9063118RefChem:588335
Show more names
FEMA 3275DiMethyl trisulfur
DTXCID2039201222-910-9DIMETHYLTRISULFIDEDimethyl trisulphideDMTS1,3-DimethyltrisulfaneCH3SSSCH3MFCD00039808

Database identifiers

CAS
3658-80-8
PubChem CID
19310
DTXSID
DTXSID9063118
ChEBI
CHEBI:4614
UNII
3E691T3NL1
EC Number
222-910-9
Nikkaji
J45.900C

Properties

Computed structural propertiesFilling in

XLogP
1.3
Topological polar surface area
75.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
5
Formal charge
0
Complexity
12.4

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation
FragrancesFragrance Ingredient (Dimethyl trisulfide) -> IFRA transparency List
LogP1.94
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.195-1.210
Flavoring AgentsEU Flavoring substances
Solubility · 2 items

very slightly soluble in water; soluble in alcohols, propylene glycol and oils

(in ethanol)

Boiling Point165-170 °C; 41 °C (6 mm Hg)
Melting Point-85 °C
Refractive Index1.595-1.605
Physical Description

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H226 (11.3%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1509 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Trisulfide, dimethyl

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Trisulfide, dimethyl: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (11.3%)

Safety data

F
10-23
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 1993 3/PG 3
hs_code
29309090
risk_code
22-36/37/38-36/38-20/22-10
Signal word
Warning
Symbol(GHS)
GHS02,GHS07
hazard_code
Xn

Chemistry & industry

Uses & manufacturing

Use Classification · 3 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing InformationTrisulfide, dimethyl: ACTIVE
Applications · 2 items

OccurrenceReported as occurring in the volatile portion of fresh onion juice; the major aroma component in cooked vegetables of the Brassica genus. Also reported found in kohlrabi, cabbage, onion, garlic, shallots, leek, peas, mustard, tomato, wheaten bread, cheeses, milk, cooked chicken, pork, beef, hop oil, beer, brandies, whiskey, sherry, grape wine, cocoa, coffee, roasted peanuts, mushrooms, broccoli, cauliflower, brussels sprouts, radishes, pumpkin, sweet corn, asparagus, black tea, shellfish and squid.

UsesDimethyl trisulfide is reported as a major aroma component in cooked Brassicaceous vegetables. Trap baits containing dimethyl trisulfide have been used to capture Calliphora loewi and other blowflies. Dimethyl trisulfide along with dimethyl sulfide and dimethyl disulfide have been confirmed as volatile compounds given off by the fly-attracting plant known as dead-horse arum (Helicodiceros muscivorus). These flies are attracted to the odor of fetid meat and help pollinate this plant.

Preparation methods

PreparationIt is produced by the microorganism, L. cremoris S2.

Additional notes

DefinitionChEBI: Dimethyl trisulfide is an organic trisulfide.

Related reactions

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Compound notes

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· 2 items

Liquid

pale yellow liquid with powerful odour

Physicochemical properties

Melting point
68 °C · −68 °C(lit.)
Boiling point
58 °C15 · 58 °C15 mm Hg(lit.)
Density
1.202 g/mL · 1.202 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.602(lit.)
FEMA
3275 · 3275 | DIMETHYL TRISULFIDE
FLAVIS Number
12.013 · 12.013 | Dimethyl trisulfide
Flash point
133 °F · 133 °F
storage temp.
-20 °C · Store at -20°C
solubility
Chloroform (Sparingly), Methanol (Slightly)
form
Liquid
color
Clear yellow
Odor
0.1 % · at 0.10 % in propylene glycol. sulfurous cooked onion savory meaty
Odor Type
alliaceous
biological source
synthetic
Water Solubility
Insoluble in water.
JECFA Number
582 · 582
BRN
1731604 · 1731604
Henry's Law Constant
1.2 · 1.2×10-2 mol/(m3Pa) at 25℃, Plyasunova et al. (2004)
Major Application
flavors and fragrances
InChI
1S/C2H6S3/c1-3-5-4-2/h1-2H3
InChIKey
YWHLKYXPLRWGSE-UHFFFAOYSA-N
SMILES
CSSSC
LogP
2.93 · 2.93
CAS DataBase Reference
3658 · 3658-80-8(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
DIMETHYL TRISULFIDE
FDA UNII
3 E691T3NL1 · 3E691T3NL1
NIST Chemistry Reference
Trisulfide, dimethyl(3658-80-8)
EPA Substance Registry System
Trisulfide, dimethyl (3658-80-8)
UNSPSC Code
85151701 · 85151701
NACRES
24 · NA.24
Symbol(GHS)
2 · GHS02,GHS07
Signal word
Warning
Hazard statements
226 · H226-H302-H315-H319-H335
Precautionary statements
210 · P210-P301+P312+P330-P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xn
Risk Statements
22 · 22-36/37/38-36/38-20/22-10
Safety Statements
26 · 26-37/39-16-24/25
RIDADR
1993 · UN 1993 3/PG 3
WGK Germany
3 · 3
F
10 · 10-23
TSCA
TSCA listed
HazardClass
3.2 · 3.2
PackingGroup
III
HS Code
29309090 · 29309090
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
safety_code
26-37/39-16-24/25
hazard_class
3.2
Storage Class
3 - Flammable liquids
packing_group
III
target organs
Respiratory system
Hazard statements
H226-H302-H315-H319-H335
Hazard Classifications
Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
Precautionary statements
P210-P301+P312+P330-P302+P352-P305+P351+P338