Ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate

Base Information

• Chemical Name: Ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate
• CAS No.: 91965-39-8
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• DSSTox Substance ID: DTXSID20555300
• Nikkaji Number: J2.330.086I
• Mol file: 91965-39-8.mol

Synonyms:91965-39-8;Ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate;SCHEMBL14074244;DTXSID20555300

Chemical Property of Ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCC(=C(C1)C)C

Technology Process of Ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate

There total 4 articles about Ethyl 3,4-dimethylcyclohex-3-ene-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: 92.0%

2,3-dimethyl-buta-1,3-diene (513-81-5) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate (91965-39-8)

Guidance literature:

With 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; at 50 ℃; for 8h;

DOI:10.1002/jccs.200400057

Reference yield: 53.0%

triethyl orthoacrylate (42216-96-6) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate (91965-39-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - -10 ℃; for 1.8h;

DOI:10.1021/jo00245a058

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3,4-dimethylcyclohex-3-ene-1-carboxylate (91965-39-8)

Guidance literature:

at 140 ℃; for 12h; Sealed tube;

DOI:10.1039/c6gc03576k

upstream raw materials:

2,3-dimethyl-buta-1,3-diene

ethyl acrylate

triethyl orthoacrylate

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

ethyl 3,4-dimethylbenzoate

3,4-dimethylbenzoic acid

1,2,4-benzene tricarboxylic acid

(3,4-dimethylcyclohex-3-en-1-yl)methanol