Ethyl phenylacetate

Base Information

• Chemical Name: Ethyl phenylacetate
• CAS No.: 101-97-3
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: H5 MOL WT. 164.20
• European Community (EC) Number: 202-993-8
• NSC Number: 406259,8894
• UNII: V6CNZ04D8O
• DSSTox Substance ID: DTXSID6044353
• Nikkaji Number: J2.846K
• Wikidata: Q27291591
• Metabolomics Workbench ID: 45657
• ChEMBL ID: CHEMBL3183476
• Mol file: 101-97-3.mol

Synonyms:EPhA ester;ethyl phenylacetate

Chemical Property of Ethyl phenylacetate

Chemical Property:

• Appearance/Colour: clear colourless to pale yellowish liquid
• Vapor Pressure: 0.0897mmHg at 25°C
• Melting Point: -29 °C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 224.8 °C at 760 mmHg
• Flash Point: 98.2 °C
• PSA: 26.30000
• Density: 1.031 g/cm³
• LogP: 1.79220
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Phenylacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)CC1=CC=CC=C1
• Uses: Ethyl phenylacetate was used to study the solvent-based self-healing of epoxy materials. It is also used as a flavoring agent, flavor animal feeds, In perfumery.

Technology Process of Ethyl phenylacetate

There total 267 articles about Ethyl phenylacetate 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 bromoacetate (105-36-2) + phenylboronic acid (98-80-6) → biphenyl (92-52-4,1594-86-1) + Ethyl 2-phenylethanoate (101-97-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-diisopropyl-1,1-diphenylphosphanamine; water; potassium carbonate; In tetrahydrofuran; at 65 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2010.08.047

Reference yield: 89.0%

iodobenzene (591-50-4) + ethyl acetoacetate (141-97-9) → ethyl 2-phenylacetoacetate (5413-05-8) + Ethyl 2-phenylethanoate (101-97-3)

Guidance literature:

With potassium carbonate; copper(l) iodide; In dimethyl sulfoxide; at 80 ℃; for 20h;

DOI:10.1016/j.tetlet.2007.02.136

Reference yield: 80.0%

diethyl ether (60-29-7,927820-24-4) + phenylacetyl chloride (103-80-0) → chloroethane (75-00-3) + Ethyl 2-phenylethanoate (101-97-3)

Guidance literature:

With zinc; In Petroleum ether; at 28 ℃; for 4h;

DOI:10.1021/jo00108a048

upstream raw materials:

piperidine

phenylglyoxylic acid ethyl ester

diazoacetic acid ethyl ester

benzene

Downstream raw materials:

4-hydroxy-5,7-dimethyl-3-phenyl-1H-[1,7]naphthyridin-2-one

2-ethyl-4-oxo-4H-1-benzopyran-4-one

2-(2-benzyl-4-oxo-4H-quinazolin-3-yl)-benzoic acid

ethyl 2-phenylacetoacetate

Refernces

• 1、 Krapcho et al.. "-". . p. 138. Retrieved 1978.
• 2、 James,Bryan. "-". . p. 1225. Retrieved 1958.
• 3、 Urata, Hisao,Hu, Nan-Xing,Maekawa, Hisayuki,Fuchikami, Takamasa. "TRANSITION METAL COMPLEX CATALYZED CARBONYLATION OF ORGANIC HALIDES IN THE PRESENCE OF MOLECULAR SIEVES INSTEAD OF BASE". . p. 4733 - 4736. Retrieved 1991.
• 4、 Takeda, Kazuyoshi,Tsuboyama, Kanoko,Takayanagi, Hiroaki,Ogura, Haruo. "S,S'-Bis(1-phenyl-1H-tetrazol-5-yl) Dithiocarbonate: A New Esterification Reagent". . p. 560 - 562. Retrieved 1987.
• 5、 Byers, Jeffrey H.,Campbell, John E.,Knapp, Faith H.,Thissell, Jameson G.. "Radical aromatic substitution via atom-transfer addition". . p. 2677 - 2680. Retrieved 1999.
• 6、 Sato,Watanabe. "-". . p. 515. Retrieved 1969.
• 7、 Gao, Erhui,Peng, Cheng,Zhang, Jingyi,Wang, Xiao-Na,Chang, Junbiao. "Metal-free hydroalkoxylation of ynesulfonamides with esters". . p. 2182 - 2185. Retrieved 2021.
• 8、 Takebayashi et al.. "-". . p. 2392,2394. Retrieved 1967.
• 9、 Peng, Zhi-Yong,Wang, Jian-Ping,Cheng, Jiang,Xie, Xiao-Min,Zhang, Zhaoguo. "Water works: An efficient palladium-catalyzed cross-coupling reaction between boronic acids and bromoacetate with aminophosphine ligand". . p. 8238 - 8241. Retrieved 2010.
• 10、 Nguyen, Thanh V.,Lyons, Demelza J.M.. "A novel aromatic carbocation-based coupling reagent for esterification and amidation reactions". . p. 3131 - 3134. Retrieved 2015.