2,6-Dimethylphenol

Base Information

• Chemical Name: 2,6-Dimethylphenol
• CAS No.: 576-26-1
• Deprecated CAS: 28449-96-9,50356-22-4,1363408-62-1,1363408-62-1,50356-22-4
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29071400
• 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: 576-26-1.mol

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

Chemical Property of 2,6-Dimethylphenol

Chemical Property:

• Appearance/Colour: Colorless to off-white crystalline olid
• Vapor Pressure: 0.2 hPa (20 °C)
• Melting Point: 43-45 °C(lit.)
• Refractive Index: 1.5371
• Boiling Point: 201.1 °C at 760 mmHg
• PKA: pK1:10.59 (25°C)
• Flash Point: 78.3 °C
• PSA: 20.23000
• Density: 1.15 g/cm³
• LogP: 2.00900
• Storage Temp.: Store at +15°C to +25°C.
• Solubility.: 8g/l
• Water Solubility.: 10 g/L (20 ºC)
• 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:

99.9% ^*data from raw suppliers

2,6-Dimethylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N
• Hazard Codes: T,N
• Statements: 24/25-34-51/53
• Safety Statements: 26-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=C(C(=CC=C1)C)O
• Uses: Similar to other xylenol compounds, 2,6-dimethylphenol is used in the synthesis of anti-oxidant compounds due to the phenol moiety in the structure. In addition, this compound is used as a a reactant in the synthesis of polyphenylene ether polymers.

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-bis-(4-hydroxy-3,5-dimethyl-phenyl)-1-methyl-piperidine

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

3,3-bis(4-hydroxy-3,5-dimethylphenyl)isobenzofuran-1(3H)-one

bis(4-hydroxy-3,5-dimethylphenyl)methane

Refernces

• 1、 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.
• 2、 Dong, Zhenhua,Liu, Mengmeng,Pan, Hongguo. "Catalyst-free rapid conversion of arylboronic acids to phenols under green condition". . . Retrieved 2021/09/06.