Ethyl methylphenylglycidate

Base Information

• Chemical Name: Ethyl methylphenylglycidate
• CAS No.: 77-83-8
• Deprecated CAS: 1322-04-9
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 29189090
• European Community (EC) Number: 201-061-8
• NSC Number: 251076,27905
• DSSTox Substance ID: DTXSID8020591
• Nikkaji Number: J15.727I
• Wikipedia: Ethyl_methylphenylglycidate
• Wikidata: Q411450
• RXCUI: 1546209
• Metabolomics Workbench ID: 45063
• ChEMBL ID: CHEMBL1890407
• Mol file: 77-83-8.mol

Synonyms:ethyl 2,3-epoxy-3-phenylbutyrate;ethyl methylphenylglycidate;strawberry aldehyde

Chemical Property of Ethyl methylphenylglycidate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00571mmHg at 25°C
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 273.5 °C at 760 mmHg
• Flash Point: 109.371 °C
• PSA: 38.83000
• Density: 1.139 g/cm³
• LogP: 1.86370
• Storage Temp.: Store below +30°C.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-Methyl-3-phenylglycidate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)C1C(O1)(C)C2=CC=CC=C2
• Uses: Ethyl 3-Methyl-3-phenylglycidate, also known as “strawberry aldehyde”, is commonly used in the flavor industry for artificial fruit flavors, in particular strawberry. Ethyl 3-methyl-3-phenylglycidate is a synthetic flavoring agent that is a glycidic acid ester. It is a colorless to pale yellow liquid with a strong fruit odor suggestive of strawberries. It is unstable to alkali and moderately stable to weak organic acids. It should be stored in glass, tin, or aluminum containers. It is soluble in fixed oils and in propylene glycol. It is used in flavors for strawberry note and has application in candy, beverages, and ice cream at 6–20 ppm. It is also termed aldehyde c-16.

Technology Process of Ethyl methylphenylglycidate

There total 15 articles about Ethyl methylphenylglycidate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

ethyl dibromoacetate (617-33-4) + acetophenone (98-86-2) → fraeseol (77-83-8)

Guidance literature:

ethyl dibromoacetate; acetophenone; With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 2h;

With potassium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1002/ejoc.200500940

Reference yield: 88.0%

chloroacetic acid ethyl ester (105-39-5) + acetophenone (98-86-2) → fraeseol (77-83-8)

Guidance literature:

With potassium n-butoxide;

DOI:10.1039/P29800000579

Reference yield: 80.0%

2-Bromo-3-hydroxy-3-phenyl-butyric acid ethyl ester → fraeseol (77-83-8)

Guidance literature:

With potassium carbonate;

upstream raw materials:

chloroacetic acid ethyl ester

acetophenone

2-chloro-3-hydroxy-3-phenyl-butyric acid ethyl ester

diazoacetic acid ethyl ester

Downstream raw materials:

2-Hydroxy-3-phenyl-3-butensaeureaethylester

2-anilino-3-hydroxy-3-phenyl-butyric acid ethyl ester

ethene

carbon dioxide

Refernces

• 1、 Basak, Ranjan,Dharuman, Suresh,Reddy, Y. Suman,Doddi, Venkata Ramana,Vankar, Yashwant D.. "HClO4·SiO2-mediated improved isomerization of glycidic esters to α-hydroxy-β,γ -unsaturated esters: Application in the formal synthesis of (R)-Baclofen and β-phenyl GABA analogues". supporting information; experimental part. p. 325 - 327. Retrieved 2012/06/01.
• 2、 -. "Malodour reducing composition and uses thereof". . . Retrieved 2009/10/30.