1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-3-oxo-, methyl ester

Base Information

• Chemical Name: 1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-3-oxo-, methyl ester
• CAS No.: 28120-76-5
• Molecular Formula: C11H16O3
• Molecular Weight: 196.246
• DSSTox Substance ID: DTXSID70453423
• Wikidata: Q82274565
• Mol file: 28120-76-5.mol

Synonyms:28120-76-5;1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-3-oxo-, methyl ester;SCHEMBL6562453;DTXSID70453423

Chemical Property of 1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-3-oxo-, methyl ester

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1=O)(C)C)C(=O)OC

Technology Process of 1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-3-oxo-, methyl ester

There total 15 articles about 1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-3-oxo-, methyl ester 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: 96.0%

methyl 3-hydroxy-2,6,6-trimethylcyclohex-1-ene-1-carboxylate (91029-31-1) → methyl 2,6,6-trimethyl-3-oxocyclohex-1-ene-1-carboxylate (28120-76-5)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone;

DOI:10.1080/00304949809355262

Reference yield: 90.0%

methyl 3,3-dimethyl-2,6-dioxooctanoate (91029-30-0) → methyl 2,6,6-trimethyl-3-oxocyclohex-1-ene-1-carboxylate (28120-76-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 17h; Heating;

DOI:10.1246/bcsj.57.619

Reference yield: 70.0%

2,6,6-trimethyl-3-oxo-cyclohex-1-enecarboxylic acid (51823-74-6) + methyl iodide (74-88-4) → methyl 2,6,6-trimethyl-3-oxocyclohex-1-ene-1-carboxylate (28120-76-5)

Guidance literature:

With calcium carbonate; In acetone; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(98)83010-X

upstream raw materials:

methyl 3-hydroxy-2,6,6-trimethylcyclohex-1-ene-1-carboxylate

methyl (3R)-3-hydroxy-2,6,6-trimethylcyclohex-1-ene-1-carboxylate

methyl 3,3-dimethyl-2,6-dioxooctanoate

2,6,6-trimethyl-3-oxo-cyclohex-1-enecarboxylic acid

Downstream raw materials:

methyl 3-hydroxy-2,6,6-trimethylcyclohex-1-ene-1-carboxylate

Methyl-2-bromaethyl-6,6-dimethyl-3-oxocyclohex-1-en-1-carboxylat

3-Methoxy-2,6,6-trimethyl-cyclohex-1-enecarboxylic acid

(3R)-2,6,6-trimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carboxylic acid