2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester
• CAS No.: 73789-34-1
• Molecular Formula: C15H11ClO2
• Molecular Weight: 258.704
• DSSTox Substance ID: DTXSID10352683
• Mol file: 73789-34-1.mol

Synonyms:2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester;73789-34-1;DTXSID10352683

Chemical Property of 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 258.0447573
• Heavy Atom Count: 18
• Complexity: 287

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester

There total 15 articles about 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester 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: 92.0%

4-chloro-phenol (106-48-9,82344-39-6) + Cinnamic acid (621-82-9) → cinnamic acid 4-chlorophenyl ester (73789-34-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo1004636

Reference yield: 73.0%

4-chloro-phenol (106-48-9,82344-39-6) + 3-phenyl-propenal (104-55-2) → cinnamic acid 4-chlorophenyl ester (73789-34-1)

Guidance literature:

With iron(III) chloride; potassium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In 1,4-dioxane; at 90 ℃; for 24h;

DOI:10.1039/c1ob05151b

Reference yield:

carbon monoxide (201230-82-2) + 4-chloro-phenol (106-48-9,82344-39-6) + phenylacetylene (536-74-3) → p-chlorophenyl cinnamate (73789-34-1) + 2-Phenyl-acrylic acid 4-chloro-phenyl ester (144406-08-6)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 100 ℃; for 22h; under 11400 Torr;

DOI:10.1016/S0040-4039(00)79095-2

upstream raw materials:

cinnamoyl chloride

4-chloro-phenol

Cinnamic acid

3-phenyl-propenal

Downstream raw materials:

3-phenylacrylic acid phenethyl ester

allyl cinnamate

benzy cinnamate

cinnamic acid cyclohexanol ester

Refernces

• 1、 Chen, Dong-Dong,Zhang, Bing-Yu,Liu, Xiu-Xiu,Li, Xing-Qiang,Yang, Xin-Juan,Zhou, Le. "Bioactivity and structure–activity relationship of cinnamic acid derivatives and its heteroaromatic ring analogues as potential high-efficient acaricides against Psoroptes cuniculi". . p. 1149 - 1153. Retrieved 2018/03/05.
• 2、 Reddy, R. Sudarshan,Rosa, Joao N.,Veiros, Luis F.,Caddick, Stephen,Gois, Pedro M. P.. "NHC/Iron cooperative catalysis: Aerobic oxidative esterification of aldehydes with phenols". supporting information; experimental part. p. 3126 - 3129. Retrieved 2011/05/12.