Cinnamyl ethyl carbonate

Base Information

• Chemical Name: Cinnamyl ethyl carbonate
• CAS No.: 86537-61-3
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• NSC Number: 29905
• DSSTox Substance ID: DTXSID60417918
• Nikkaji Number: J766.819H,J916.631I
• Wikidata: Q82228157
• Mol file: 86537-61-3.mol

Synonyms:NSC29905;86537-61-3;Ethyl cinnamyl carbonate;cinnamyl ethyl carbonate;(e)-cinnamyl ethyl carbonate;SCHEMBL3292037;Carbonic acid cinnamylethyl ester;DTXSID60417918;WYLLQLJZPWNHMA-RMKNXTFCSA-N;NSC-29905;Carbonic acid ethyl 3-phenyl-2-propenyl ester;E89292

Chemical Property of Cinnamyl ethyl carbonate

Chemical Property:

• Vapor Pressure: 0.00115mmHg at 25°C
• Boiling Point: 300.1°Cat760mmHg
• Flash Point: 113.9°C
• Density: 1.086g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)OCC=CC1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)OC/C=C/C1=CC=CC=C1

Technology Process of Cinnamyl ethyl carbonate

There total 4 articles about Cinnamyl ethyl carbonate 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: 95.0%

3-Phenylpropenol (104-54-1) → ethyl cinnamylcarbonate (86537-61-3)

Guidance literature:

With γ-Fe2O3-immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene nanoparticles (MNPs-TBD); at 125 ℃; for 6h;

DOI:10.1002/ejic.201301586

Reference yield: 95.0%

3-Phenylpropenol (104-54-1) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl cinnamylcarbonate (86537-61-3)

Guidance literature:

With immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene on magnetic γ-Fe2O3 nanoparticles; at 125 ℃; for 6h;

DOI:10.1002/ejic.201301586

Reference yield: 85.0%

3-Phenylpropenol (104-54-1) + chloroformic acid ethyl ester (541-41-3) → ethyl cinnamylcarbonate (86537-61-3)

Guidance literature:

3-Phenylpropenol; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

chloroformic acid ethyl ester; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2012.02.054

upstream raw materials:

3-Phenylpropenol

chloroformic acid ethyl ester

Diethyl carbonate

Downstream raw materials:

dimethyl 2-cinnamylmalonate

dimethyl 2-(1-phenylallyl)malonate

1-(cinnamyloxy)-4-nitrobenzene

1-(tert-butyl)-4-(cinnamyloxy)benzene

Refernces

• 1、 Wu, Liqiang,Tian, Shuanbao. "Immobilization of 1,5,7-triazabicyclo[4.4.0]dec-5-ene on magnetic γ-Fe2O3 nanoparticles: A highly recyclable and efficient nanocatalyst for the synthesis of organic carbonates". . p. 2080 - 2087. Retrieved 2015/04/27.
• 2、 Pouy, Mark J.,Stanley, Levi M.,Hartwig, John F.. "Enantioselective, iridium-catalyzed monoallylation of ammonia". supporting information; body text. p. 11312 - 11313. Retrieved 2011/03/19.