2-Isobutyl-p-benzoquinone

Base Information

• Chemical Name: 2-Isobutyl-p-benzoquinone
• CAS No.: 4197-79-9
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• European Community (EC) Number: 224-090-8
• DSSTox Substance ID: DTXSID90962123
• Nikkaji Number: J224.992H
• Wikidata: Q82943726
• Mol file: 4197-79-9.mol

Synonyms:2-Isobutyl-p-benzoquinone;EINECS 224-090-8;4197-79-9;2-(2-methylpropyl)cyclohexa-2,5-diene-1,4-dione;SCHEMBL7735058;DTXSID90962123;2-(2-Methylpropyl)-2,5-cyclohexadiene-1,4-dione

Chemical Property of 2-Isobutyl-p-benzoquinone

Chemical Property:

• Vapor Pressure: 0.0476mmHg at 25°C
• Boiling Point: 236.3°Cat760mmHg
• Flash Point: 86.2°C
• PSA: 34.14000
• Density: 1.059g/cm³
• LogP: 1.66690
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC(=O)C=CC1=O

Technology Process of 2-Isobutyl-p-benzoquinone

There total 3 articles about 2-Isobutyl-p-benzoquinone 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: 76.0%

1-(2,5-dimethoxyphenyl)-2-methylpropane (89556-61-6) → 2-isobutyl-p-benzoquinone (4197-79-9) + 5,5'-diisobutyl-2,2'-bis-p-benzoquinone (1585912-95-3)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2014.02.017

Reference yield:

Dihydroxy-isobutyl-boran (84110-40-7) + p-benzoquinone (106-51-4) → 2-isobutyl-p-benzoquinone (4197-79-9)

Guidance literature:

With dipotassium peroxodisulfate; silver nitrate; In dichloromethane; water; at 20 ℃;

DOI:10.1039/c7cc03211k DOI:10.1039/c7cc05266a

Reference yield:

→ 2-isobutyl-p-benzoquinone (4197-79-9)

Guidance literature:

2-(2-Methyl-propyl)-hydrochinon;

DOI:10.1021/ja01059a060

upstream raw materials:

1-(2,5-dimethoxyphenyl)-2-methylpropane

Dihydroxy-isobutyl-boran

p-benzoquinone

Downstream raw materials:

2-(2-Methyl-propyl)-hydrochinon

Refernces

• 1、 Xu, Chaoran,Zheng, Haifeng,Hu, Bowen,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming. "Chiral cobalt(II) complex catalyzed Friedel-Crafts aromatization for the synthesis of axially chiral biaryldiols". supporting information. p. 9741 - 9744. Retrieved 2017/09/07.
• 2、 Love, Brian E.,Duffy, Brian C.,Simmons, Alexander L.. "Effects of reaction conditions on quinone/diquinone product ratios in the oxidation of 1,4-dimethoxybenzene derivatives with ceric ammonium nitrate". supporting information. p. 1994 - 1997. Retrieved 2014/04/03.