Phenethyl cinnamate

Base Information

• Chemical Name: Phenethyl cinnamate
• CAS No.: 103-53-7
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.313
• Hs Code.: 38220090
• European Community (EC) Number: 203-120-3
• NSC Number: 16962
• UNII: EY056ZZ9MG
• Nikkaji Number: J134.385H,J33.989J
• Wikidata: Q27277427
• Metabolomics Workbench ID: 46808
• ChEMBL ID: CHEMBL493921
• Mol file: 103-53-7.mol

Synonyms:Phenethyl cinnamate;103-53-7;Phenylethyl cinnamate;Benzylcarbinyl cinnamate;2-Phenylethyl cinnamate;63238-64-2;CINNAMIC ACID, PHENETHYL ESTER;2-Phenylethyl 3-phenylprop-2-enoate;beta-Phenylethyl cinnamate;2-Propenoic acid, 3-phenyl-, 2-phenylethyl ester;FEMA No. 2863;Phenethyl trans-cinnamate;trans-Phenethyl cinnamate;2-Phenylethyl 3-phenylpropenoate;2-phenylethyl 3-phenyl-2-propenoate;.beta.-Phenylethyl cinnamate;NSC 16962;phenyl ethyl cinnamate;Benzylcarbinyl 3-phenylpropenoate;2-phenylethyl (E)-3-phenylprop-2-enoate;beta-Phenethyl beta-phenylacrylate;(E)-Phenethyl cinnamate;EINECS 203-120-3;.beta.-Phenethyl cinnamate;UNII-EY056ZZ9MG;Phenethyl cinnamate [FHFI];EY056ZZ9MG;Phenyl ethyl cinnamate [FCC];AI3-01026;CHEMBL493921;(E)-Phenethyl 3-phenylacrylate;Cinnamic acid, phenylethyl ester;NSC-16962;2-Phenylethyl (E)-3-phenylpropenoate;2-phenylethyl (2E)-3-phenylprop-2-enoate;(E)-2-Propenoic acid, 3-phenyl-, 2-phenylethyl ester;phenethylcinnamat-;C17H16O2;Cinnamic Acid Phenethyl Ester;DTXSID1047605;Cinnamic Acid 2-Phenylethyl Ester;Phenethyl cnnamate;phenethyl (E)-3-phenylprop-2-enoate;beta -phenethyl cinnamate;beta -phenylethyl cinnamate;WLN: R2OV1U1R;2-Phenylethyl (E)-cinnamate;B-PHENYLETHYL CINNAMATE;(E-)-Phenethyl3-phenylacrylate;beta-Phenethyl betaphenylacrylate;DTXCID9027605;FEMA 2863;(E-)-Phenethyl 3-phenylacrylate;CHEBI:174332;MJQVZIANGRDJBT-VAWYXSNFSA-N;Phenethyl cinnamate, >=96%, FG;NSC16962;Tox21_302633;BDBM50362834;MFCD00022050;3-Phenylpropenoic acid phenethyl ester;AKOS003447097;CS-W010200;LS-3028;NCGC00256862-01;BS-14203;BS-45237;CAS-103-53-7;2-Phenylethyl (2E)-3-phenyl-2-propenoate;trans-3-phenyl-acrylic acid phenethyl ester;.BETA.-PHENETHYL .BETA.PHENYLACRYLATE;D71191;A800759;J-523925;Q27277427

Chemical Property of Phenethyl cinnamate

Chemical Property:

• Appearance/Colour: White crystals or amorphous powder
• Vapor Pressure: 8.49E-07mmHg at 25°C
• Melting Point: 54-56 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 405.9 °C at 760 mmHg
• Flash Point: 254.2 °C
• PSA: 26.30000
• Density: 1.108 g/cm³
• LogP: 3.48570
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: 523μg/L at 20℃
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 252.115029749
• Heavy Atom Count: 19
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylethyl Cinnamate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCOC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)CCOC(=O)/C=C/C2=CC=CC=C2

Technology Process of Phenethyl cinnamate

There total 17 articles about Phenethyl cinnamate 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: 98.0%

(E)-3-phenylacrylic acid (140-10-3) + 1-phenyl-2-bromoethane (103-63-9) → 2-phenylethyl (E)-cinnamate (103-53-7,107584-56-5,63238-64-2)

Guidance literature:

With Aliquat 336; potassium carbonate; microwave irradiation;

Reference yield: 96.0%

2-phenylethanol (60-12-8) + Cinnamic acid (621-82-9) → 3-phenylacrylic acid phenethyl ester (63238-64-2,107584-56-5,103-53-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃; for 39.5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.07.026

Reference yield: 95.8%

2-phenylethanol (60-12-8) + (E)-3-phenylacrylic acid (140-10-3) → 2-phenylethyl (E)-cinnamate (103-53-7,107584-56-5,63238-64-2)

Guidance literature:

With ytterbium(III) triflate; In nitromethane; at 120 ℃; for 6h;

DOI:10.3184/174751914X14146000527920

upstream raw materials:

2-phenylethanol

cinnamic acid 4-chlorophenyl ester

3-Phenylpropenol

Cinnamic acid

Downstream raw materials:

3-phenylpropionic acid 2-phenylethyl ester

Refernces

• 1、 Biswas, Srijit,Biswas, Subrata,Duari, Surajit,Elsharif, Asma M.,Maity, Srabani,Roy, Arnab. "Br?nsted Acid Mediated Nucleophilic Functionalization of Amides through Stable Amide C?N Bond Cleavage; One-Step Synthesis of 2-Substituted Benzothiazoles". supporting information. p. 3569 - 3572. Retrieved 2021/07/22.
• 2、 Gie?el, Josephine M.,Loesche, Anne,Csuk, René. "Caffeic acid phenethyl ester (CAPE)-derivatives act as selective inhibitors of acetylcholinesterase". . p. 259 - 268. Retrieved 2019/06/05.