Cyclohexyl (2E)-3-phenyl-2-propenoate

Base Information

• Chemical Name: Cyclohexyl (2E)-3-phenyl-2-propenoate
• CAS No.: 7779-17-1
• Molecular Formula: C15H18O2
• Molecular Weight: 230.307
• Hs Code.: 2916399090
• Nikkaji Number: J507.072D
• Mol file: 7779-17-1.mol

Synonyms:2-Butenoic acid,3-phenyl, cyclohexyl ester;FEMA 2352;Cyclohexyl (2E)-3-phenyl-2-propenoate

Chemical Property of Cyclohexyl (2E)-3-phenyl-2-propenoate

Chemical Property:

• Vapor Pressure: 6.13E-05mmHg at 25°C
• Melting Point: 50-53oC
• Refractive Index: 1.542
• Boiling Point: 345.5 °C at 760 mmHg
• Flash Point: 143.7 °C
• PSA: 26.30000
• Density: 1.06 g/cm³
• LogP: 3.57570
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 230.130679813
• Heavy Atom Count: 17
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexylcinnamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: C1CCC(CC1)OC(=O)/C=C\C2=CC=CC=C2
• Uses: Cyclohexyl Cinnamate is a synthetic flavoring agent that is a sta- ble, colorless to light yellow liquid of fruity odor. it is stored in glass or tin containers. it is used in peach and cherry flavors with applica- tions in ice cream, candy, and baked goods at 5–20 ppm.

Technology Process of Cyclohexyl (2E)-3-phenyl-2-propenoate

There total 32 articles about Cyclohexyl (2E)-3-phenyl-2-propenoate 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: 100.0%

iodobenzene (591-50-4) + cyclohexyl acrylate (3066-71-5,27458-65-7) → (E)-cyclohexyl cinnamate (7779-17-1)

Guidance literature:

With tributyl-amine; [bmim]PF₆; palladium diacetate; silica gel; at 100 ℃; for 4h;

DOI:10.1039/b502528a

Reference yield: 96.0%

cyclohexyl acrylate (3066-71-5,27458-65-7) + C17H12F5NO2 → (E)-cyclohexyl cinnamate (7779-17-1)

Guidance literature:

With tetrakis(acetonitrile)palladium bistriflate; (S)-4-methyl-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole; sodium carbonate; silver carbonate; In 1,2-dichloro-ethane; at 130 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00296

Reference yield: 95.0%

cyclohexyl (2R*,3S*)-2-(tert-butyldimethylsilyl)-3-hydroxy-3-phenylpropionate (138964-26-8) → (E)-cyclohexyl cinnamate (7779-17-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1039/P19920002813

upstream raw materials:

cinnamic acid 4-chlorophenyl ester

cyclohexanol

iodobenzene

cyclohexyl acrylate

Downstream raw materials:

cyclohexyl (Z)-cinnamate

DL-dicyclohexyl (1R,2R,3S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate

Refernces

• 1、 Li, Yang,Shi, Jiarong,Zhao, Jinlong. "Benzyne-Mediated Esterification Reaction". supporting information. p. 7274 - 7278. Retrieved 2021/10/01.
• 2、 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.