2,2-Dimethyl-3-octanone

Base Information

• Chemical Name: 2,2-Dimethyl-3-octanone
• CAS No.: 5340-64-7
• Molecular Formula: C10H20 O
• Molecular Weight: 156.268
• NSC Number: 933
• UNII: 77T9K4VFQ4
• DSSTox Substance ID: DTXSID90201564
• Nikkaji Number: J829.851C
• Wikidata: Q83074765
• Mol file: 5340-64-7.mol

Synonyms:2,2-Dimethyl-3-octanone;2,2-dimethyloctan-3-one;5340-64-7;77T9K4VFQ4;NSC-933;NSC933;tert-Butyl pentyl ketone;2,2-dimethyl-octan-3-one;UNII-77T9K4VFQ4;3-Octanone, 2,2-dimethyl-;SCHEMBL3631010;DTXSID90201564;NSC 933;FNSYCTJZGJAYCQ-UHFFFAOYSA-N;AKOS009389496;FT-0691337;EN300-78211

Chemical Property of 2,2-Dimethyl-3-octanone

Chemical Property:

• Vapor Pressure: 0.544mmHg at 25°C
• Boiling Point: 190.3°Cat760mmHg
• Flash Point: 54.3°C
• Density: 0.819g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98% ^*data from raw suppliers

2,2-dimethyloctan-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)C(C)(C)C

Technology Process of 2,2-Dimethyl-3-octanone

There total 18 articles about 2,2-Dimethyl-3-octanone 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: 98.0%

2,2-dimethoxy-3-octanol (19841-72-6) → 2,2-dimethyl-octan-3-one (5340-64-7)

Guidance literature:

With 1-methyl-1H-imidazole; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 4,4'-Dimethoxy-2,2'-bipyridin; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; In acetonitrile; at 60 ℃; for 1h;

DOI:10.1021/ja409241h

Reference yield: 90.0%

→ 2,2-dimethyl-octan-3-one (5340-64-7)

Guidance literature:

With trichloroisocyanuric acid; 4-oxa-5-azahomoadamantane; sodium hydrogencarbonate; In dichloromethane; at 0 ℃; for 1.5h;

Reference yield: 60.0%

tert-butylmagnesium chloride (677-22-5) + hexanoic acid Li-salt (16577-51-8) → 2,2-dimethyl-octan-3-one (5340-64-7)

Guidance literature:

With Grignard reagent; N,N-diphenyl-p-methoxyphenylchloromethyleniminium chloride; copper(l) iodide; In tetrahydrofuran; dichloromethane; 1) -30 deg C, 1 h, 2) 0 deg C, 1 h;

DOI:10.1016/S0040-4039(00)85572-0

upstream raw materials:

ethanol

3-butyl-5,5-dimethyl-hexane-2,4-dione

2,2-dimethylpropionamide

n-pentylmagnesium bromide

Downstream raw materials:

(4SR,5SR)-4-butyl-2,2-dimethyl-5-phenyl-5-(trimethylsilyl)oxy-3-pentanone

(4SR,5RS)-4-butyl-2,2-dimethyl-5-phenyl-5-(trimethylsilyl)oxy-3-pentanone

Refernces

• 1、 Matsukawa, Yuta,Hirashita, Tsunehisa,Araki, Shuki. "Nitrosotetrazolium-Catalyzed Aerobic Oxidation of Alcohols to the Corresponding Carbonyl Compounds". . p. 1359 - 1363. Retrieved 2018/04/02.
• 2、 Sasano, Yusuke,Kogure, Naoki,Nishiyama, Tomohiro,Nagasawa, Shota,Iwabuchi, Yoshiharu. "Highly efficient aerobic oxidation of alcohols by using less-hindered nitroxyl-radical/copper catalysis: Optimum catalyst combinations and their substrate scope". . p. 1004 - 1009. Retrieved 2015/03/31.