4-Mercapto-4-methyl-2-Pentanone
Basic information
- CAS
19872-52-7- Standard SMILES
CC(=O)CC(C)(C)S- InChIKey
QRNZMFDCKKEPSX-UHFFFAOYSA-N- Molecular formula
- C6H12OS
- Average molar mass
- 132.23 g/mol
- Monoisotopic mass
- 132.06088618
Overview
4-mercapto-4-methylpentan-2-one is an alkylthiol that is 4-methylpentan-2-one substituted at position 4 by a mercapto group. It has a role as a Saccharomyces cerevisiae metabolite and a plant metabolite. It is an alkanethiol and a methyl ketone.
Names & identifiers
- Preferred name
- 4-Mercapto-4-methyl-2-Pentanone
- IUPAC
- 4-methyl-4-sulfanylpentan-2-one
- English name
- 4-Mercapto-4-methylpentan-2-one
- Molecular formula
- C6H12OS
- Molecular weight
- 132.22
Names & synonyms
19872-52-74-Mercapto-4-methyl-2-pentanone4-Mercapto-4-methylpentan-2-one4-methyl-4-sulfanylpentan-2-one2-Pentanone, 4-mercapto-4-methyl-4-methyl-4-mercapto-2-pentanone9524RG5ZQLDTXSID8051839FEMA NO. 3997CHEBI:778562-MERCAPTO-2-METHYLPENTAN-4-ONERefChem:524398
Show more names
FEMA 39974MMPCAT KETONEEinecs 243-386-8METHYLMERCAPTOPENTANONE
DTXCID3030395243-386-84-Methyl-4-mercaptopentan-2-one4-Methyl-4-thiolpentan-2-one4-Methyl-4-sulfanyl-2-pentanone4-Sulfanyl-4-methylpentan-2-one4-Sulphanyl-4-methylpentan-2-one4-Mercapto-4-methyl-pentan-2-one
Database identifiers
- CAS
19872-52-7- PubChem CID
- 88290
- DTXSID
DTXSID8051839- ChEBI
CHEBI:77856- UNII
- 9524RG5ZQL
- EC Number
- 243-386-8
- Nikkaji
- J104.455I
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 18.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 96.7
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]
FragrancesFragrance Ingredient (4-Mercapto-4-methyl-2-pentanone) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.032-1.037
Flavoring AgentsEU Flavoring substances
Solubility
Soluble in water; Insoluble in fat
partially soluble (in ethanol)
Boiling Point47-49 °C (15 mm Hg)
Refractive Index1.431-1.437
Physical Descriptioncolourless to pale yellow liquid; roasted meaty aroma
Physicochemical properties
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
This chemical does not meet GHS hazard criteria for 71.2% (116 of 163) of all reports.
Warning
H226 (28.8%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, 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 163 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2-Pentanone, 4-mercapto-4-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Pentanone, 4-mercapto-4-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesFlam. Liq. 3 (28.8%)
Safety data
- wgk
- WGK 3
- tsca
- TSCA listed
- hs_code
- 2930.90.9250
- risk_code
- 10-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07
- safety_code
- 26
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information2-Pentanone, 4-mercapto-4-methyl-: ACTIVE
Applications
OccurrenceReportedly present in sauvignon grapes, cabernet sauvignon wine, beer, green tea and grapefruit juice.
Uses4-Mercapto-4-methyl-2-pentanone is one of the most strongly contributing odorants in the volatile fraction of a Japanese green tea (sen-cha) infusion, and on the basis of the results of an aroma extract dilution analysis. 4-mercapto-4-methyl-2-pentanone in the grapefruit/sulfury group was found in reconstituted concentrate after thermal concentration.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: An alkylthiol that is 4-methylpentan-2-one substituted at position 4 by a mercapto group.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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