Basic information
- CAS
13532-18-8- Standard SMILES
COC(=O)CCSC- InChIKey
DMMJVMYCBULSIS-UHFFFAOYSA-N- Molecular formula
- C5H10O2S
- Average molar mass
- 134.2 g/mol
- Monoisotopic mass
- 134.04015073
Overview
Methyl 3-(methylthio)propanoate is a carboxylic ester.
Names & identifiers
- Preferred name
- Methyl 3-methylthiopropionate
- IUPAC
- methyl 3-methylsulfanylpropanoate
- English name
- Methyl 3-methylthiopropionate
- Molecular formula
- C5H10O2S
- Molecular weight
- 134.2
Names & synonyms
Methyl 3-(methylthio)propionate13532-18-8Methyl 3-methylthiopropionatePropanoic acid, 3-(methylthio)-, methyl esterMethyl beta-methiopropionateMethyl-3-(methylthio)propionatePropionic acid, 3-(methylthio)-, methyl esterFEMA No. 2720Methyl beta-methylthiopropionateMethyl beta-methylmercaptopropionateNSC 76415EINECS 236-883-6
Show more names
FEMA 2720METHYL-BETA-METHYLTHIOPROPIONATEMethyl pineappieRARECHEM AL BF 0161O-methyl butanethioateMethyl 4-thiapentanoate3-Methylbutanethioic S-acidMethyl methylthiopropanoate
METHYL (METHYLTHIO)PROPIONATENSC-7641528913SS9T9AI3-36712DTXSID0047402methyl-3-(methylthio) propionateMETHYL-3-METHYLTHIOPROPIONATEMETHYL-3-METHYLTHIOPROPIONATE [FCC]
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 51.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 72.8
Experimental & physicochemical properties
SpringerMaterials PropertiesDielectric constant
FragrancesFragrance Ingredient (Methyl 3-methylthiopropionate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.069-1.078
Flavoring AgentsEU Flavoring substances
Solubility
very slightly
very slightly soluble in water, soluble in alcohol
(in ethanol)
Boiling Point
74.00 to 75.00 °C. @ 13.00 mm Hg
74-75 °C (13 mm Hg)
Refractive Index1.462-1.468
Physical Description
Liquid
colourless to pale yellow liquid with onion-like odour
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 0.6% (1 of 155) of reports.
Warning
H302 (96.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 155 reports by companies from 8 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Propanoic acid, 3-(methylthio)-, methyl ester
Regulation (EC) No 1831/2003 (amended)
Propanoic acid, 3-(methylthio)-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 3-(methylthio)-, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Propanoic acid, 3-(methylthio)-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (96.8%)
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3334
- hs_code
- 29309070
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 23-24/25
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
U.S. Production2020: 14 lb
Consumer UsesFragrance
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationPropanoic acid, 3-(methylthio)-, methyl ester: ACTIVE
Applications
DescriptionMethyl 3-Methylthiopropionate is a faint yellow liquid with pineapple organoleptic properties, which belongs to the family of Thia Fatty Acids. It can be isolated from pineapple, melon, naranjila fruit and white wine or obtained by insertion of a sulfur atom at specific positions in the chain. It mostly serves as a flavor and fragrance without safety concern at current levels of intake. Besides, it serves as a additive applied in cigarettes, which was listed in the List of 599 Additives in Cigarettes submitted to the United States Department of Health and Human Services in April 1994.
DescriptionMethyl 3-methylthiopropionate has an extremely powerful, penetrating, sweet odor. It is onion-like at high concentrations with a sweet pineapple flavor at high dilutions. Obtained in 84% yields by reacting CH2 = CH — CO — OCH3 with CH3SH; the corresponding acid also has been synthesized.
OccurrenceReported found in pineapple fruit, white wine, melon and naranjilla fruit.
UsesMethyl 3-(methylthio)propionate was used to prepare 3-methiolpropionate(MMPA) to study the demethylation of Dimethylsulfoniopropionate and MMPA to 3-mercaptopropionate by aerobic marine bacterium. Methyl 3-(methylthio)propionate was used to prepare 3-(Methylthio)propionic acid to examine the methionine catabolism by Lactococci by 13C Nuclear Magnetic Resonance and Gas Chromatography.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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