Phenyl cinnamate

Base Information

• Chemical Name: Phenyl cinnamate
• CAS No.: 2757-04-2
• Molecular Formula: C15H12O2
• Molecular Weight: 224.259
• European Community (EC) Number: 220-413-1
• NSC Number: 21000
• Nikkaji Number: J299.217E,J731.140K
• Wikidata: Q110657094
• ChEMBL ID: CHEMBL182835
• Mol file: 2757-04-2.mol

Synonyms:Phenyl cinnamate;25695-77-6;phenyl (E)-3-phenylprop-2-enoate;2757-04-2;Phenyl (E)-Cinnamate;phenyl (2E)-3-phenylprop-2-enoate;CHEMBL182835;(E)-3-Phenyl-acrylic acid phenyl ester;2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-;Cinnamic acid, phenyl ester;Phenyl(2E)-3-phenyl-2-propenoate;Zimtsaure-phenylester;Phenyl(E)-3-phenylacrylate;2-Propenoic acid, 3-phenyl-, phenyl ester, (E)-;Phenyl (E)-3-phenylacrylate;SCHEMBL1055160;SCHEMBL1055161;trans-cinnamic acid phenyl ester;(E)-Cinnamic Acid Phenyl Ester;HMS1474O01;AMY25140;NSC21000;EINECS 220-413-1;BDBM50149612;MFCD00020657;NSC 21000;NSC-21000;AKOS001576561;Phenyl (2E)-3-phenyl-2-propenoate #;NCGC00172645-01;CS-0362597;P2519;trans-3-phenyl-prop-2-enoic acid phenyl ester;SR-01000394772;SR-01000394772-1;BRD-K50579206-001-01-7

Chemical Property of Phenyl cinnamate

Chemical Property:

• Vapor Pressure: 1.09E-05mmHg at 25°C
• Boiling Point: 370.7°C at 760 mmHg
• Flash Point: 155.3°C
• PSA: 26.30000
• Density: 1.144g/cm³
• LogP: 3.30540
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 224.083729621
• Heavy Atom Count: 17
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)OC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)OC2=CC=CC=C2

Technology Process of Phenyl cinnamate

There total 77 articles about Phenyl 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: 99.0%

Cinnamoyl chloride (102-92-1,17082-09-6) + phenol (108-95-2,27073-41-2) → phenyl cinnamate (2757-04-2,25695-77-6)

Guidance literature:

With pyridine; In benzene;

Reference yield: 99.0%

2,3-Dibromo-3-phenyl-propionic acid phenyl ester (40326-95-2) → phenyl cinnamate (2757-04-2,25695-77-6)

Guidance literature:

With sodium dithionite; potassium carbonate; propylviologen; In dichloromethane; water; for 0.5h; Ambient temperature;

DOI:10.1021/ja00316a056

Reference yield: 96.0%

(E)-3-phenylpropenal (14371-10-9) + phenol (108-95-2,27073-41-2) → phenyl cinnamate (2757-04-2,25695-77-6)

Guidance literature:

phenol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

(E)-3-phenylpropenal; With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

(E)-3-phenylacrylic acid

triphenylborane

(E)-but-2-enedioic acid diphenyl ester

cinnamoyl chloride

Downstream raw materials:

(E)-1,2-diphenyl-ethene

1,3,3-triphenylpropan-1-one

3-Phenyl-1-propanol

cyclohexanol

Refernces

• 1、 Wang, Mei-Ling,Xu, Hui,Li, Han-Yuan,Ma, Biao,Wang, Zhen-Yu,Wang, Xing,Dai, Hui-Xiong. "Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination". supporting information. p. 2147 - 2152. Retrieved 2021/04/05.
• 2、 Zhou, Min-Jie,Zhang, Lei,Liu, Guixia,Xu, Chen,Huang, Zheng. "Site-Selective Acceptorless Dehydrogenation of Aliphatics Enabled by Organophotoredox/Cobalt Dual Catalysis". supporting information. p. 16470 - 16485. Retrieved 2021/10/20.