Methyl 2,2-dimethyl-6-oxocyclohexane-1-carboxylate

Base Information

• Chemical Name: Methyl 2,2-dimethyl-6-oxocyclohexane-1-carboxylate
• CAS No.: 71135-95-0
• Molecular Formula: C10H16 O3
• Molecular Weight: 184.235
• DSSTox Substance ID: DTXSID50471660
• Nikkaji Number: J1.456.652J
• Mol file: 71135-95-0.mol

Synonyms:71135-95-0;METHYL 2,2-DIMETHYL-6-OXOCYCLOHEXANE-1-CARBOXYLATE;Cyclohexanecarboxylicacid, 2,2-dimethyl-6-oxo-, methyl ester;2,2-DIMETHYL-6-OXOCYCLOHEXANECARBOXYLIC ACID METHYL ESTER;methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate;SCHEMBL4135825;DTXSID50471660;LVRRGMFLSBNYAV-UHFFFAOYSA-N;2,2-DIMETHYL-6-OXOCYCLOHEXANECARBOXYLICACIDMETHYLESTER;AKOS006330197;FT-0729525;EN300-3095720

Chemical Property of Methyl 2,2-dimethyl-6-oxocyclohexane-1-carboxylate

Chemical Property:

• Boiling Point: 115 °C(Press: 12 Torr)
• PKA: 12.15±0.40(Predicted)
• PSA: 43.37000
• Density: 1.0532 g/cm3
• LogP: 1.55480
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

2,2-DIMETHYL-6-OXOCYCLOHEXANECARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(=O)C1C(=O)OC)C

Technology Process of Methyl 2,2-dimethyl-6-oxocyclohexane-1-carboxylate

There total 12 articles about Methyl 2,2-dimethyl-6-oxocyclohexane-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: 97.0%

methyl 7-methyl-3-oxooct-6-enoate (53067-23-5) → methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate (71135-95-0)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); ytterbium(III) triflate; In 1,4-dioxane; at 50 ℃; for 5h;

DOI:10.1021/ol0349110

Reference yield: 78.0%

3-methylcyclohexen-2-one (1193-18-6) + methyl cyanoformate (17640-15-2) → methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate (71135-95-0) + C10H16O3

Guidance literature:

3-methylcyclohexen-2-one; With dimethyllithium cuprate; In diethyl ether; at -5 ℃;

methyl cyanoformate; at -78 ℃; regiospecific reaction;

DOI:10.15227/orgsyn.070.0256

Reference yield: 55.0%

7-methyl-3-oxo-methyl-oct-7-en-oate (71203-75-3) → methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate (71135-95-0)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); ytterbium(III) triflate; In 1,4-dioxane; at 50 ℃; for 24h;

DOI:10.1021/ol0349110

upstream raw materials:

4-chloro-6,6-dimethyl-2-oxo-cyclohex-3-enecarboxylic acid methyl ester

methyl 7-methyl-3-oxooct-6-enoate

7-methyl-3-oxo-methyl-oct-7-en-oate

acetoacetic acid methyl ester

Downstream raw materials:

2,2-Dimethyl-6-oxo-1-(3-oxo-butyl)-cyclohexanecarboxylic acid methyl ester

Methyl 2-Allyl-3,3-dimethyl-1-oxocyclohexane-2-carboxylate

Methyl 1-(Allyloxy)-3,3-dimethyl-cyclohex-1-ene-2-carboxylate

2-Methoxy-5,5-dimethyl-2-cyclohexencarbonsaeuremethylester