2-tert-Butylcyclohexanone

Base Information

• Chemical Name: 2-tert-Butylcyclohexanone
• CAS No.: 1728-46-7
• Deprecated CAS: 13152-46-0,13495-19-7,13495-19-7
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Hs Code.: 2914299000
• European Community (EC) Number: 217-043-8
• UNII: TEC7LUO1VP
• DSSTox Substance ID: DTXSID5047081
• Nikkaji Number: J150.046E
• Wikidata: Q27289928
• ChEMBL ID: CHEMBL3183402
• Mol file: 1728-46-7.mol

Synonyms:2-tert-butylcyclohexanone

Chemical Property of 2-tert-Butylcyclohexanone

Chemical Property:

• Appearance/Colour: clear colorless to light yellow-greenish liquid
• Vapor Pressure: 0.348mmHg at 25°C
• Melting Point: 38.55°C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 199.1 °C at 760 mmHg
• Flash Point: 72.2 °C
• PSA: 17.07000
• Density: 0.911 g/cm³
• LogP: 2.79180
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99%, ^*data from raw suppliers

2-TERT.-BUTYLCYCLOHEXANONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1CCCCC1=O

Technology Process of 2-tert-Butylcyclohexanone

There total 37 articles about 2-tert-Butylcyclohexanone 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: 95.0%

2-tert-butylcyclohexan-1-ol (13491-79-7) → 2-tert-butylcyclohexanone (1728-46-7)

Guidance literature:

With chromium(VI) oxide; aluminum oxide; In hexane; at 39.9 ℃; for 15h;

DOI:10.1246/bcsj.64.2857

Reference yield: 88.0%

1,2-epoxy-1-t-butylcyclohexane (7583-74-6) → 2-tert-butylcyclohexanone (1728-46-7)

Guidance literature:

With 1,3-dimethyl-2-imidazolidinone; toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1055/S-0029-1219373

Reference yield: 85.0%

2-tert-Butylphenol (88-18-6) → 2-tert-butylcyclohexanone (1728-46-7)

Guidance literature:

With 5% palladium on Al₂O₃; hydrogen; In 1,2-dichloro-ethane; at 60 ℃; for 24h; under 3750.38 Torr; chemoselective reaction;

DOI:10.1021/acscatal.0c03423

upstream raw materials:

2-tert-butylanisole

2-(1,1-dimethylethyl)-benzenamine

cis-2-tert-butylcyclohexanol

tertiary butyl chloride

Downstream raw materials:

(-)-2-tert-butylcyclohexanone

((R)-6-tert-Butyl-cyclohex-1-enyloxy)-trimethyl-silane

6-(tert-butyl)-1-trimethylsilyloxy-cyclohexene

C₁₈H₂₉NO₂S

Refernces

• 1、 Martin, Teo,Galeotti, Marco,Salamone, Michela,Liu, Fengjiao,Yu, Yanmin,Duan, Meng,Houk,Bietti, Massimo. "Deciphering Reactivity and Selectivity Patterns in Aliphatic C-H Bond Oxygenation of Cyclopentane and Cyclohexane Derivatives". supporting information. p. 9925 - 9937. Retrieved 2021/06/30.
• 2、 Bergander, Klaus,Glorius, Frank,Heusler, Arne,Wollenburg, Marco. "Trans-Selective and Switchable Arene Hydrogenation of Phenol Derivatives". . p. 11365 - 11370. Retrieved 2020/11/24.