Pentamethylphenol

Base Information

• Chemical Name: Pentamethylphenol
• CAS No.: 2819-86-5
• Molecular Formula: C11H16 O
• Molecular Weight: 164.247
• European Community (EC) Number: 220-580-0
• NSC Number: 46449
• UNII: TP4085FL43
• DSSTox Substance ID: DTXSID8062654
• Nikkaji Number: J135.684D
• Wikidata: Q27290092
• Mol file: 2819-86-5.mol

Synonyms:PENTAMETHYLPHENOL;Phenol, pentamethyl-;2819-86-5;UNII-TP4085FL43;HSDB 5900;TP4085FL43;EINECS 220-580-0;Phenol, 2,3,4,5,6-pentamethyl-;NSC 46449;NSC-46449;2,3,4,5,6-pentamethylphenol;NSC46449;SCHEMBL397768;PENTAMETHYLPHENOL [HSDB];DTXSID8062654;2,3,4,5,6-pentamethyl-phenol;AKOS002945293;EN300-3187585;Q27290092

Chemical Property of Pentamethylphenol

Chemical Property:

• Vapor Pressure: 0.00508mmHg at 25°C
• Boiling Point: 267°C at 760 mmHg
• Flash Point: 123.8°C
• Density: 0.97g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=C(C(=C(C(=C1C)C)O)C)C

Technology Process of Pentamethylphenol

There total 75 articles about Pentamethylphenol 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: 100.0%

→ pentamethylphenol (2819-86-5)

Guidance literature:

In methanol; for 2h; Irradiation;

DOI:10.1021/jo01299a012

Reference yield: 65.0%

Mesitol (527-60-6) + methyl iodide (74-88-4) → pentamethylphenol (2819-86-5)

Guidance literature:

With aluminium trichloride; for 2h; Heating;

DOI:10.1002/(SICI)1522-2675(20000510)83:5<1022::AID-HLCA1022>3.0.CO;2-Y

Reference yield: 60.0%

→ pentamethylphenol (2819-86-5) + 5-acetyl-1,2,3,4,5-pentamethylcyclopentadiene (15971-76-3) + 2,3,4,5,6-pentamethylphenyl acetate (73396-43-7)

Guidance literature:

Yield given. Multistep reaction; 1.) ether, h*ν, 18 h, 2.) Δ;

DOI:10.1021/jo01299a012

upstream raw materials:

methanol

4,4’-methylenebis(2,3,5,6-tetramethylphenol)

sodium methylate

m-toluidine hydrochloride

Downstream raw materials:

Duroquinone

1-methoxy-2,3,4,5,6-pentamethylbenzene

tetramethyl-p-quinonemethide

2,3,4,5,6-pentamethyl-4-nitrocyclohexa-2,5-dienone

Refernces

• 1、 Hart, Harold,Chen, Sun-Mao,Lee, Shin. "Acid-Catalyzed Rearrangements of the Epoxides of Hexamethylbicyclohepta-2,5-dienone". . p. 2096 - 2099. Retrieved 1980.
• 2、 Li, Sen,Jie, Kun,Yan, Wenjie,Pan, Qingjun,Zhang, Min,Wang, Yufeng,Fu, Zhengjiang,Guo, Shengmei,Cai, Hu. "Selective C-C bond cleavage of amides fused to 8-aminoquinoline controlled by a catalyst and an oxidant". supporting information. p. 13820 - 13823. Retrieved 2020/11/18.
• 3、 Eliasen, Anders M.,Thedford, Randal P.,Claussen, Karin R.,Yuan, Changxia,Siegel, Dionicio. "A protocol to generate phthaloyl peroxide in flow for the hydroxylation of arenes". supporting information. p. 3628 - 3631. Retrieved 2014/08/05.