Methyl 3-phenylpropionate
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Basic information
- CAS
103-25-3- Standard SMILES
COC(=O)CCc1ccccc1- InChIKey
RPUSRLKKXPQSGP-UHFFFAOYSA-N- Molecular formula
- C10H12O2
- Average molar mass
- 164.2 g/mol
- Monoisotopic mass
- 164.08372962
Overview
Methyl 3-phenylpropanoate is a methyl ester resulting from the formal condensation of the carboxy group of 3-phenylpropionic acid with methanol. It has a role as a volatile oil component, a flavouring agent and a human metabolite. It is a member of benzenes and a methyl ester. It is functionally related to a 3-phenylpropionic acid.
Names & identifiers
- Preferred name
- Methyl 3-phenylpropionate
- IUPAC
- methyl 3-phenylpropanoate
- English name
- 3-Phenylpropionic acid methyl ester
- Molecular formula
- C10H12O2
- Molecular weight
- 164.2
Names & synonyms
Methyl 3-phenylpropionateMethyl 3-phenylpropanoateBenzenepropanoic acid, methyl esterMethyl hydrocinnamate3-Phenylpropanoic acid methyl esterFEMA No. 2741METHYL PHENYLPROPIONATEEINECS 203-092-2UNII-111LC1GI10Dihydromethyl cinnamateFEMA 2741111LC1GI10
Show more names
ASISCHEM D133823-phenylbutanoateMethyl benzenepropanMethyl 3-PhenylpropionMethyl dihydrocinnamate
NSC 10128NSC-10128Methyl (3-phenyI) propanoateAI3-02453DTXSID2059271METHYL 3-PHENYLPROPIONATE [FHFI]Methyl ester of .beta.-Phenylpropionic acidRefChem:157532
Database identifiers
- CAS
103-25-3- PubChem CID
- 7643
- DTXSID
DTXSID2059271- ChEMBL
CHEMBL2252087- ChEBI
CHEBI:89875- UNII
- 111LC1GI10
Properties
Computed structural propertiesFilling in
- XLogP
- 2.3
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 137
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
SpringerMaterials PropertiesSurface tension
LogP
2.32
2.32
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.037-1.045
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water
miscible (in ethanol)
Boiling Point
91.00 to 92.00 °C. @ 4.00 mm Hg
238-239 °C
Refractive Index1.499-1.505
Physical Description
Liquid
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 99.6% (235 of 236) of all reports.
Not Classified
Aggregated GHS information provided per 236 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Benzenepropanoic acid, methyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzenepropanoic acid, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29163990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P280-P302+P352-P362+P364
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzenepropanoic acid, methyl ester: ACTIVE
Applications
DescriptionMethyl 3-phenylpropionate has a strong floral-fruity odor. May be prepared by reduction of methyl cinnamate in methanol solution with hydrogen and Ni under pressure.
OccurrenceReported found in tabasco peppers, grapes, rhubarb, soursop and basil
UsesMethyl 3-phenylpropionate, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. 3-Phenylpropionic Acid Methyl Ester is an ester derivative of 3-phenylpropionic acid that is sometimes present in fragrance ingredients. It is also used as an application, aromatic intermediate.
Preparation methods
PreparationBy reduction of methyl cinnamate in methanol solution with hydrogen and Ni under pressure
Upstream & downstream products
Upstream raw materials
Related reactions
41 records
Compound notes
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