Basic information
- Standard SMILES
CCOC(=O)CCc1ccccc1- InChIKey
JAGZUIGGHGTFHO-UHFFFAOYSA-N- Molecular formula
- C11H14O2
- Average molar mass
- 178.23 g/mol
- Monoisotopic mass
- 178.09937969
Overview
Ethyl phenylpropionate is a clear colorless liquid. (NTP, 1992)
Names & identifiers
- Preferred name
- Ethyl 3-phenylpropionate
- IUPAC
- ethyl 3-phenylpropanoate
- English name
- Ethyl 3-phenylpropionate
- Molecular formula
- C11H14O2
- Molecular weight
- 178.23
Names & synonyms
Show more names
Database identifiers
- CAS
2021-28-5- PubChem CID
- 16237
- DTXSID
DTXSID9047095- ChEMBL
CHEMBL2252095- ChEBI
CHEBI:173833- UNII
- 58E9Z9V64D
- EC Number
- 217-966-6
- Nikkaji
- J136.534G
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 148
Experimental & physicochemical properties
LogP
2.73
2.73
Food Additives
FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Food
Solubility
less than 1 mg/mL at 77 °F (NTP, 1992)
0.22 mg/mL at 25 °C
insoluble in water; soluble in oils
miscible (in ethanol)
Boiling Point
477 °F at 760 mmHg (NTP, 1992)
247.00 to 249.00 °C. @ 760.00 mm Hg
247-249 °C
Physical Description
Ethyl phenylpropionate is a clear colorless liquid. (NTP, 1992)
Colourless, somewhat oily liquid, sweet, fruity, honey-like odour
Physicochemical properties
- Melting point
- 122 · 122-124 °C
- Boiling point
- 247 · 247-248 °C(lit.)
- Density
- 1.01 g/mL · 1.01 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.494(lit.)
- FEMA
- 2455 · 2455 | ETHYL 3-PHENYLPROPIONATE
- FLAVIS Number
- 9.747 · 09.747 | Ethyl 3-phenylpropionate
- Flash point
- 226 °F · 226 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Soluble), DMSO (Slightly), Methanol
- form
- Oil
- color
- Colourless
- Specific Gravity
- 1.013 · 1.013
- Odor
- 100 % · at 100.00 %. hyacinth rose honey fruity rum
- Odor Type
- floral
- biological source
- synthetic
- Water Solubility
- 0.1 g/100 · <0.1 g/100 mL at 25 ºC
- JECFA Number
- 644 · 644
- BRN
- 1910432 · 1910432
- Major Application
- flavors and fragrances
- InChI
- 1S/C11H14O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3
- InChIKey
- JAGZUIGGHGTFHO-UHFFFAOYSA-N
- SMILES
- CCOC(=O)CCc1ccccc1
- LogP
- 2.79 · 2.79
- CAS DataBase Reference
- 2021 · 2021-28-5(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 3 · ETHYL 3-PHENYLPROPIONATE
- FDA UNII
- 58 E9Z9V64D · 58E9Z9V64D
- NIST Chemistry Reference
- Benzenepropanoic acid, ethyl ester(2021-28-5)
- EPA Substance Registry System
- 3 · Ethyl 3-phenylpropionate (2021-28-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29163900 · 29163900
- Storage Class
- 10 · 10 - Combustible liquids
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 98.6% (146 of 148) of all reports.
Not Classified
Aggregated GHS information provided per 148 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Benzenepropanoic acid, ethyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzenepropanoic acid, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
ETHYL PHENYLPROPIONATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Safety & protection
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29163900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Applications
OccurrenceReported found in rum, passion fruit, plum brandy, caja fruit (Spondias lutea L.) and checkur (Alpinia sessilis).
UsesEthyl 3-phenylpropionate is used as an active pharmaceutical ingredient intermediate. It is also used in the synthesis of pyrimidine based inhibitors of cyclin-dependant kinases.
General DescriptionClear colorless liquid.
Preparation methods
PreparationBy hydrogenation of the corresponding ethyl cinnamate in the presence of nickel in alcohol solution.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Ethyl 3-phenylpropanoate is a fatty acid ester.
Related reactions
Linked notes
Loading…