2-Isopropylcyclohexanone

Base Information

• Chemical Name: 2-Isopropylcyclohexanone
• CAS No.: 1004-77-9
• Molecular Formula: C9H16 O
• Molecular Weight: 140.225
• Hs Code.: 2914299000
• European Community (EC) Number: 213-728-0
• NSC Number: 120517,21122
• DSSTox Substance ID: DTXSID80870829
• Nikkaji Number: J113.868E
• Mol file: 1004-77-9.mol

Synonyms:2-Isopropylcyclohexanone;1004-77-9;Cyclohexanone, 2-(1-methylethyl)-;2-(propan-2-yl)cyclohexan-1-one;2-propan-2-ylcyclohexan-1-one;2-Isopropylcyclohexan-1-one;Cyclohexanone, 2-isopropyl-;EINECS 213-728-0;NSC21122;isopropylcyclohexanone;2-isopropyl-cyclohexanone;SCHEMBL919145;DTXSID80870829;NSC 21122;NSC-21122;NSC120517;AKOS011895039;NSC 120517;NSC-120517;CS-0222557;FT-0691728;EN300-111643;F8880-6137;Z993018022

Chemical Property of 2-Isopropylcyclohexanone

Chemical Property:

• Vapor Pressure: 0.416mmHg at 25°C
• Melting Point: 72.5℃
• Refractive Index: 1.45727 (589.3 nm 20℃)
• Boiling Point: 195.6 °C at 760 mmHg
• Flash Point: 65 °C
• PSA: 17.07000
• Density: 0.904 g/cm³
• LogP: 2.40170
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1CCCCC1=O

Technology Process of 2-Isopropylcyclohexanone

There total 45 articles about 2-Isopropylcyclohexanone 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%

2-Isopropylcyclohexanol (96-07-1) → 2-isopropylcyclohexanone (1004-77-9)

Guidance literature:

With sodium hypochlorite; In acetic acid; for 1.5h;

DOI:10.1021/jo00388a052

Reference yield: 60.0%

2-isopropylidenecyclohexan-1-one (13747-73-4) → 2-isopropylcyclohexanone (1004-77-9)

Guidance literature:

With titanium tetrachloride; magnesium; tert-butyl alcohol; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jo00265a030

Reference yield:

o-isopropylanisole (2944-47-0) → 2-isopropylcyclohexanone (1004-77-9) + 6-isopropylcyclohex-2-en-1-one (43209-90-1)

Guidance literature:

With lithium; tert-butyl alcohol; in fluessigem NH₃ und anschl. mit wss. HCl;

DOI:10.1021/ja01599a024

upstream raw materials:

o-isopropylanisole

diisopropyl sulfate

cyclohexanone

2-iodo-propane

Downstream raw materials:

cis-2-isopropylcyclohexan-1-ol

(+/-)-trans-2-Isopropyl-cyclohexanol

7-isopropyl-oxepan-2-one

6-Isopropyl-1-phenyl-cyclohexen-⁽¹⁾

Refernces

• 1、 Miyashita, Masaaki,Hara, Susumu,Yoshikoshi, Akira. "Regiospecific Synthesis of β-Thujaplicin (Hinokitiol) from 2-Isopropylphenol". . p. 2602 - 2604. Retrieved 1987.
• 2、 Conley,R.T.,Nowak,B.E.. "-". . p. 3196 - 3201. Retrieved 1962.
• 3、 Nakamura, Masaharu,Hatakeyama, Takuji,Nakamura, Eiichi. "α-alkylation of ketones by addition of zinc enamides to unactivated olefins". . p. 11820 - 11825. Retrieved 2004.
• 4、 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.
• 5、 Walters, Jennifer C.,Tierno, Anthony F.,Dubin, Aimee H.,Wengryniuk, Sarah E.. "(Poly)cationic λ3-Iodane-Mediated Oxidative Ring Expansion of Secondary Alcohols". supporting information. p. 1460 - 1464. Retrieved 2018/04/06.