2-Decylcyclohexanone

Base Information

• Chemical Name: 2-Decylcyclohexanone
• CAS No.: 59386-47-9
• Molecular Formula: C16H30O
• Molecular Weight: 238.414
• DSSTox Substance ID: DTXSID00437559
• Nikkaji Number: J361.095K
• Mol file: 59386-47-9.mol

Synonyms:2-decylcyclohexanone;Cyclohexanone, 2-decyl-;59386-47-9;DTXSID00437559;OASJUYZPOKLVIY-UHFFFAOYSA-N;STL453703;AKOS012705860

Chemical Property of 2-Decylcyclohexanone

Chemical Property:

• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 238.229665576
• Heavy Atom Count: 17
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC1CCCCC1=O

Technology Process of 2-Decylcyclohexanone

There total 3 articles about 2-Decylcyclohexanone 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: 75.0%

N'-cyclohexylidene-N,N-diethyl-1,2-ethanediamine + 1-fluorodecane (334-56-5) → 2-decylcyclohexanone (59386-47-9)

Guidance literature:

N'-cyclohexylidene-N,N-diethyl-1,2-ethanediamine; With 2-mesitylmagnesium bromide; In tetrahydrofuran; at 80 ℃; for 1h;

1-fluorodecane; In tetrahydrofuran; at 65 ℃; for 36h;

With acetic acid; In tetrahydrofuran; at 50 ℃; for 1h;

DOI:10.1021/ja055306q

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-decylcyclohexanone (59386-47-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) n-BuLi, 3.) KH₂OP₄, H₃PO₃ / 1.) THF, -30 deg C, 1 h, 2.) 25 deg C, 2 h, 3.) 25 deg C, overnight

With potassium dihydrogenphosphate; n-butyllithium; phosphonic Acid;

DOI:10.1016/S0040-4020(98)00411-6

Reference yield:

1-bromo dodecane (112-29-8) + N'-cyclohexylidene-N,N-dimethyl-hydrazine (10424-93-8) → 2-decylcyclohexanone (59386-47-9)

Guidance literature:

With potassium dihydrogenphosphate; n-butyllithium; phosphonic Acid; Yield given. Multistep reaction; 1.) THF, -30 deg C, 1 h, 2.) 25 deg C, 2 h, 3.) 25 deg C, overnight;

DOI:10.1016/S0040-4020(98)00411-6

upstream raw materials:

1-bromo dodecane

N'-cyclohexylidene-N,N-dimethyl-hydrazine

1-fluorodecane

cyclohexanone

Downstream raw materials:

2-decylcyclohexanone oxime

(2-Decyl-cyclohex-1-enyloxy)-trimethyl-silane

Refernces

• 1、 Hatakeyama, Takuji,Ito, Shingo,Yamane, Hiroaki,Nakamura, Masaharu,Nakamura, Eiichi. "Regioselective α-alkylation of ketones with alkyl chlorides and fluorides via highly nucleophilic magnesium enamides". . p. 8440 - 8448. Retrieved 2008/02/08.