2,6-Dimethylphenol

Base Information

• Chemical Name: 2,6-Dimethylphenol
• CAS No.: 25134-01-4
• Deprecated CAS: 28449-96-9,50356-22-4,1363408-62-1,1363408-62-1,50356-22-4
• Molecular Formula: C8H10O
• Molecular Weight: 163.0014
• European Community (EC) Number: 209-400-1,607-561-6
• NSC Number: 2123
• UN Number: 2261
• UNII: I8N0RO87OV
• DSSTox Substance ID: DTXSID9024063
• Nikkaji Number: J43.458B
• Wikipedia: 2,6-Xylenol
• Wikidata: Q1055852
• Metabolomics Workbench ID: 45293
• ChEMBL ID: CHEMBL30106
• Mol file: 25134-01-4.mol

Synonyms:2,6-dimethylphenol;2,6-xylenol

Chemical Property of 2,6-Dimethylphenol

Chemical Property:

• Melting Point: 258-261 °C
• Boiling Point: 206°Cat760mmHg
• Flash Point: 101.6°C
• Density: 1.458g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 80.6
• Transport DOT Label: Poison

Purity/Quality:

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

Poly(2,6-dimethyl-1,4-phenylene oxide) 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=C(C(=CC=C1)C)O
• Uses: Imidazolium modified PPO with liquid ionic graphene oxide can be used as an anion exchange membrane (AEM) composite with a peak power density of 136 mW cm?2 for use in the fabrication of high performance fuel cells. It may also be sulfonated to form a long chained polymeric structure with an efficiency of 81.8% at a current density of 120 mA cm?2 for potentiall use in vanadium redox flow batteries (VRFBs) as effective energy storage systems. It may also be used in the formation of AEMs, which can be used in the development of microbial desalination cell system (MDCS). At the present time, most poly(2,6-dimethyl-l,4-phenylene oxide) intended for commercial use is blended with polystyrene (principally in the form of high-impact polystyrene). The two materials are miscible over the complete composition range. The effect of blending is to facilitate melt-processing (by lowering melt viscosity) and to lower cost whilst the desirable properties of the straight polymer are largely retained. In one recent product, the polystyrene is grafted on to the polyether. Polystyrene-modified poly(2,6- dimethyl-l,4-phenylene oxide) (commonly referred to as PPO) has found a variety of uses, which include telecommunication and business equipment housings and components and automotive parts.

Technology Process of 2,6-Dimethylphenol

There total 184 articles about 2,6-Dimethylphenol 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: 96.0%

2,6-dimethylbenzene boronic acid (100379-00-8) → 2.6-dimethylphenol (576-26-1,25134-01-4)

Guidance literature:

With water; caesium carbonate; hydrazine hydrate; at 80 ℃; for 12h;

DOI:10.1039/c4ra05589f

Reference yield: 96.0%

2,6-dimethyl-1-chlorobenzene (6781-98-2) → 2.6-dimethylphenol (576-26-1,25134-01-4)

Guidance literature:

With cesiumhydroxide monohydrate; bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole; In tetrahydrofuran; at 24 ℃; for 20h; Inert atmosphere;

DOI:10.1002/anie.200902148

Reference yield: 95.0%

2,6-dimethylbenzene boronic acid (100379-00-8) + dihydrogen peroxide (7722-84-1) → 2.6-dimethylphenol (576-26-1,25134-01-4)

Guidance literature:

With ammonium bicarbonate; In water; at 20 ℃; for 2h; Schlenk technique;

DOI:10.1016/j.cclet.2014.03.018

upstream raw materials:

2,6-dimethylcyclohexanone

2-methoxy-3-methylbenzaldehyde

2-(dimethylamino-methyl)-6-methyl-phenol

octanol

Downstream raw materials:

4-(4,4'-dihydroxy-3,5,3',5'-tetramethyl-benzhydrylidene)-2,6-dimethyl-cyclohexa-2,5-dienone

4-hydroxy-3,5-dimethoxyazobenzene

2,6-Dimethyl-4-(4-nitro-phenylazo)-phenol

2,6-dimethyl-4-[(E)-(2,4-dinitrophenyl)diazenyl]phenol

Refernces

• 1、 Braganza, Celia F.,Salker. "Vapor phase methylation of phenol on Fe-substituted ZrO2 catalyst". . p. 1991 - 1996. Retrieved 2016.
• 2、 Kotanigawa. "-". . p. 1961. Retrieved 1971.
• 3、 Carlin,Landerl. "-". . p. 2762. Retrieved 1950.
• 4、 Ali, Hadi,Kansal, Sushil Kumar,Lauwaert, Jeroen,Saravanamurugan, Shunmugavel,Thybaut, Joris W.,Vandevyvere, Tom. "Impact of oxygen vacancies in Ni supported mixed oxide catalysts on anisole hydrodeoxygenation". . . Retrieved 2022/03/02.
• 5、 Dong, Zhenhua,Liu, Mengmeng,Pan, Hongguo. "Catalyst-free rapid conversion of arylboronic acids to phenols under green condition". . . Retrieved 2021/09/06.