Propanoic acid, 2,2-dimethyl-, 2-cyclohexen-1-yl ester

Base Information

• Chemical Name: Propanoic acid, 2,2-dimethyl-, 2-cyclohexen-1-yl ester
• CAS No.: 102147-31-9
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• DSSTox Substance ID: DTXSID50452530
• Nikkaji Number: J607.764A
• Mol file: 102147-31-9.mol

Synonyms:Propanoic acid, 2,2-dimethyl-, 2-cyclohexen-1-yl ester;102147-31-9;2-cyclohexen-1-yl pivalate;3-(Pivaloyloxy)-1-cyclohexene;SCHEMBL24625802;DTXSID50452530;2,2-dimethyl-propionic acid 1-cyclohex-2-enyl ester

Chemical Property of Propanoic acid, 2,2-dimethyl-, 2-cyclohexen-1-yl ester

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)OC1CCCC=C1

Technology Process of Propanoic acid, 2,2-dimethyl-, 2-cyclohexen-1-yl ester

There total 1 articles about Propanoic acid, 2,2-dimethyl-, 2-cyclohexen-1-yl 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: 65.0%

cyclohexene (110-83-8) + Trimethylacetic acid (75-98-9) → rac-3-acetoxycyclohexene (76644-52-5,76704-31-9,14447-34-8,62247-41-0) + tert-butyl cyclohex-2-enyl carbonate (102147-31-9)

Guidance literature:

With tert.-butylhydroperoxide; palladium diacetate; p-benzoquinone; In dichloromethane; for 64h; Heating;

DOI:10.1021/jo00098a035

Reference yield: 96.0%

(η6-C6H5CH2Ph)Cr(CO)3 + tert-butyl cyclohex-2-enyl carbonate (102147-31-9) → (cyclohex-2-en-1-ylmethylene)dibenzene (82315-90-0)

Guidance literature:

(η6-C6H5CH2Ph)Cr(CO)3; tert-butyl cyclohex-2-enyl carbonate; With dichloro(1,5-cyclooctadiene)palladium(II); triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

In tetrahydrofuran; diethyl ether; under air; under light;

DOI:10.1021/ja208935u

Reference yield: 94.0%

n-butyl magnesium bromide (693-03-8) + tert-butyl cyclohex-2-enyl carbonate (102147-31-9) → 3-n-butylcyclohexene (3983-07-1)

Guidance literature:

With CuCN; In diethyl ether; for 1h; Ambient temperature;

DOI:10.1021/jo00365a006

upstream raw materials:

cyclohexene

Trimethylacetic acid

Downstream raw materials:

3-n-butylcyclohexene

3-isopropylcyclohexene

3-phenyl-1-cyclohexene

dimethyl 2-(cyclohex-2-en-1-yl)propanedioate

Refernces