Basic information
- CAS
19464-95-0- Standard SMILES
CCOC(=O)C1OC1(C)c1ccccc1- InChIKey
LQKRYVGRPXFFAV-UHFFFAOYSA-N- Molecular formula
- C12H14O3
- Average molar mass
- 206.24 g/mol
- Monoisotopic mass
- 206.0942943
Overview
3-methyl-3-phenylglycidic acid ethyl ester is a clear, colorless to yellowish liquid with a strawberry-like odor. (NTP, 1992)
Names & identifiers
- Preferred name
- Ethyl 3-methyl-3-phenylglycidate
- IUPAC
- ethyl 3-methyl-3-phenyloxirane-2-carboxylate
- English name
- Ethyl 3-methyl-3-phenylglycidate
- Molecular formula
- C12H14O3
- Molecular weight
- 206.24
Names & synonyms
77-83-8ETHYL METHYLPHENYLGLYCIDATEEthyl 3-methyl-3-phenylglycidateStrawberry aldehydeAldehyde C-16EMPGC-16 aldehydeOxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl esterAldehyde C16Ethyl(methylphenyl)glycidateFEMA No. 2444Ethyl 2,3-epoxy-3-methyl-3-phenylpropionate
Show more names
ETHYL 2,3-EPOXY-3-PHENYLBUTYRATEFEMA 2444StrawberryETHYL METHYL PHENYL GLYCIDATEOxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester, trans-Fraeseolc-16aldehydebayberry aldehyde
3-Methyl-3-phenylglycidic acid, ethyl esterDTXSID8020591Ethyl alpha,beta-epoxy-beta-methylhydrocinnamateEthyl alpha,beta-epoxy-beta-methylphenylpropionateButanoic acid, 2,3-epoxy-3-phenyl-, ethyl esteralpha,beta-Epoxy-beta-methylhydrocinnamic acid, ethyl esterUD51D5KR4ADTXCID60591
Database identifiers
- CAS
19464-95-0、77-83-8
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 38.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 245
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Esters, Other
CosmeticsViscosity controlling
SpringerMaterials PropertiesSurface tension
FragrancesFragrance Ingredient (Ethyl methylphenylglycidate) -> IFRA transparency List
Odor
ON DILUTION, STRONG FRUITY ODOR
FRUITY, BERRY AROMA
Taste
CHARACTERISTIC SLIGHTLY ACID TASTE REMINISCENT OF STRAWBERRY
APPLE, BERRY TASTE
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
1.104 to 1.123 at 68 °F (NTP, 1992)
1.0442 @ 20 °C
1.086-1.096
Flavoring AgentsEU Flavoring substances
Color/Form
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 1.1% (22 of 1918) of reports.
Warning
H317 (79%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1918 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl 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)
REACH registered substance: Ethyl 2,3-epoxy-3-phenylbutyrate (EC: 201-061-8)
Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Hazards Summary
A mutagen; Causes somnolence and change in liver enzymes in high-dose rat feeding studies; [RTECS] Acceptable daily intake = 0-0.5 mg/kg bw; [JECFA] Caused no skin irritation or sensitization in 25 human volunteers (1% in petrolatum); Effects in 16 week feeding study with rats at 10000 ppm include testicular atrophy; Observations in two year feeding study with rats include hindquarter paralysis and histopathological changes to sciatic nerve; No histopathological organ changes or evidence of carcinogenicity in long term feeding studies; [HSDB]
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Uses
Used in perfumes and flavors; [Hawley]
A SYNTHETIC FLAVORING & ADJUVANT
IN PERFUMERY
U.S. Production2023: 8,500,000 - <10,000,000 lb
Consumer UsesOther
Industry UsesFragrance
Methods of ManufacturingBY REACTION OF ACETOPHENONE & THE ETHYL ESTER OF MONOCHLOROACETIC ACID IN THE PRESENCE OF AN ALKALINE CONDENSING AGENT. EOA SPECIFICATIONS & STANDARDS, ESSENTIAL OIL ASSOCIATION OF USA, INC, 60 EAST 42ND ST, NEW YORK 10017.
Formulations/PreparationsGRADE: FCC (AS ALDEHYDE C-16)
Household ProductsInformation on 117 consumer products that contain Ethyl Methylphenylglycidate in the following categories is provided:
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
2-Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester: ACTIVE
ASSAY: 98% MIN (99%). EOA SPECIFICATIONS & STANDARDS, ESSENTIAL OIL ASSOC OF USA, INC, 60 EAST 42ND ST, NEW YORK, 10017.
Related reactions
1 records
Compound notes
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