Ethyl Cyclohexa-1,3-diene-1-carboxylate

Base Information

• Chemical Name: Ethyl Cyclohexa-1,3-diene-1-carboxylate
• CAS No.: 3725-40-4
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• DSSTox Substance ID: DTXSID00454928
• Nikkaji Number: J854.546D
• Wikidata: Q82276739
• Mol file: 3725-40-4.mol

Synonyms:Ethyl Cyclohexa-1,3-diene-1-carboxylate;3725-40-4;ethyl 1,3-cyclohexadiene-1-carboxylate;1,3-Cyclohexadiene-1-carboxylic acid, ethyl ester;SCHEMBL5187673;DTXSID00454928;CWXMXSNBCWFLOY-UHFFFAOYSA-N;EthylCyclohexa-1,3-diene-1-carboxylate;EN300-103289;1,3-Cyclohexadiene-1-carboxylic acid ethyl ester

Chemical Property of Ethyl Cyclohexa-1,3-diene-1-carboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 202

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CCC1

Technology Process of Ethyl Cyclohexa-1,3-diene-1-carboxylate

There total 6 articles about Ethyl Cyclohexa-1,3-diene-1-carboxylate 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: 75.5%

ethyl 2-(diethylamino)cyclohex-3-ene-1-carboxylate (129849-39-4) → ethyl 1,3-cyclohexadiene-1-carboxylate (3725-40-4)

Guidance literature:

With acetic acid; for 2h; Reflux;

DOI:10.1039/c8ob00205c

Reference yield:

benzoic acid (65-85-0,8013-63-6) → ethyl 1,3-cyclohexadiene-1-carboxylate (3725-40-4)

Guidance literature:

With ethanol; sulfuric acid; Electrolysis_.0.001 Amp_./cm²;

Reference yield:

[(2E)-4-ethoxy-4-oxo-2-buten-1-yl]triphenylphosphonium bromide (33398-36-6) + acrolein (107-02-8,25068-14-8) → ethyl 1,3-cyclohexadiene-1-carboxylate (3725-40-4)

Guidance literature:

DOI:10.1039/b703295a

upstream raw materials:

benzoic acid

ethyl 2-(diethylamino)cyclohex-3-ene-1-carboxylate

[(2E)-4-ethoxy-4-oxo-2-buten-1-yl]triphenylphosphonium bromide

acrolein

Downstream raw materials:

ethyl 3-benzyloxycarbonyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene-1-carboxylate

cyclohex-1-enecarboxylic acid ethyl ester

benzoic acid ethyl ester

ethyl cyclohexanecarboxylate

Refernces

• 1、 Henschel, Henning,Kirsch, Nicole,Hedin-Dahlstroem, Jimmy,Whitcombe, Michael J.,Wikman, Susanne,Nicholls, Ian A.. "Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels-Alder reaction". scheme or table. p. 199 - 205. Retrieved 2012/07/13.
• 2、 Tesson, Nicolas,Deshayes, Sandrine. "Improved and expeditious microwave synthesis of ethyl 1,3-cyclohexadien-1-carboxylate". . p. 41 - 45. Retrieved 2007/10/03.