Hydrocinnamyl cinnamate

Base Information

• Chemical Name: Hydrocinnamyl cinnamate
• CAS No.: 122-68-9
• Molecular Formula: C18H18 O2
• Molecular Weight: 266.34
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID9047411
• Wikidata: Q72498442
• ChEMBL ID: CHEMBL3186579
• Mol file: 122-68-9.mol

Synonyms:3-phenylpropyl 3-phenylprop-2-enoate;Hydrocinnamyl cinnamate;Phenylpropyl cinnamate;FEMA No. 2894;Hydrocinnamyl 3-phenylpropenoate;3-Phenylpropyl beta-phenylacrylate;EINECS 204-565-6;3 - phenylpropyl cinnamate;3-Phenyl-2-propenoic acid 3-phenylpropyl ester;DTXSID9047411;CINNAMATE, 3-PHENYLPROPYL;Zimtsaurephenylpropylester;SCHEMBL1532424;CHEMBL3186579;FT-0631706

Chemical Property of Hydrocinnamyl cinnamate

Chemical Property:

• Appearance/Colour: colorless clear liquid
• Vapor Pressure: 2.87E-07mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 420.2 °C at 760 mmHg
• Flash Point: 260.6 °C
• PSA: 26.30000
• Density: 1.091 g/cm³
• LogP: 4.04670
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 266.130679813
• Heavy Atom Count: 20
• Complexity: 297

Purity/Quality:

98%min ^*data from raw suppliers

3-Phenylpropylcinnamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCCOC(=O)C=CC2=CC=CC=C2

Technology Process of Hydrocinnamyl cinnamate

There total 13 articles about Hydrocinnamyl 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%

3-Phenyl-1-propanol (122-97-4) + (E)-3-phenylacrylic acid (140-10-3) → 3-phenylpropyl (E)-3-phenyl-2-propenoate (122-68-9)

Guidance literature:

With dmap; 2-methyl-6-nitrobenzoic anhydride; triethylamine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/jo030367x

Reference yield: 98.0%

3-Phenyl-1-propanol (122-97-4) + (E)-3-phenylacrylic acid (140-10-3) + 2-methyl-6-nitrobenzoic anhydride (434935-69-0) → 3-phenylpropyl (E)-3-phenyl-2-propenoate (122-68-9) + 2-methyl-6-nitro-benzoic acid 3-phenyl-propyl ester

Guidance literature:

With dmap; ethyl azide; In dichloromethane; at 20 ℃;

DOI:10.1246/cl.2002.286

Reference yield: 94.0%

(E)-3-phenylacrylic acid (140-10-3) + 1-Bromo-3-phenylpropane (637-59-2) → 3-phenylpropyl (E)-3-phenyl-2-propenoate (122-68-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1080/00397910008086893

upstream raw materials:

3-Phenyl-1-propanol

S-ethyl thiocinnamate

ethanol

sulfuric acid

Refernces

• 1、 Ji, Miran,Wang, Xi,Lim, Yu Na,Kang, Ye-Won,Jang, Hye-Young. "N-heterocyclic carbene catalysed oxidative coupling of aldehydes with alcohols/thiols and one-pot oxidation/esterification of allylic alcohols". supporting information. p. 7881 - 7885. Retrieved 2014/01/06.
• 2、 Shiina, Isamu,Miyao, Ryo. "2,6-Dimethyl-4-nitrobenzoic anhydride (DMNBA): An effective coupling reagent for the synthesis of carboxylic esters and lactones". experimental part. p. 1313 - 1328. Retrieved 2009/07/05.