2,3,5,6-Tetramethylphenol

Base Information

• Chemical Name: 2,3,5,6-Tetramethylphenol
• CAS No.: 527-35-5
• Deprecated CAS: 50356-14-4,51002-84-7,51002-84-7
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 2907199090
• European Community (EC) Number: 208-415-0
• NSC Number: 65612
• UNII: D3E9LGC5N8
• DSSTox Substance ID: DTXSID7060174
• Nikkaji Number: J43.370E
• Wikidata: Q81989059
• Mol file: 527-35-5.mol

Synonyms:2,3,5,6-TETRAMETHYLPHENOL;Durenol;527-35-5;Phenol, 2,3,5,6-tetramethyl-;Phenol, tetramethyl-;2,3,5,6-TETRAMETHYL PHENOL;D3E9LGC5N8;CCRIS 5844;EINECS 208-415-0;NSC 65612;NSC-65612;2,5,6-Tetramethylphenol;DUROPHENOL;UNII-D3E9LGC5N8;NCIOpen2_000269;Phenol,3,5,6-tetramethyl-;SCHEMBL204468;DTXSID7060174;KLAQSPUVCDBEGF-UHFFFAOYSA-;NSC65612;AKOS006272586;AM62793;TETRAMETHYLPHENOL, 2,3,5,6-;FT-0687169;W-105802

Chemical Property of 2,3,5,6-Tetramethylphenol

Chemical Property:

• Vapor Pressure: 0.0152mmHg at 25°C
• Melting Point: 117°C
• Refractive Index: 1.532
• Boiling Point: 248.6 °C at 760 mmHg
• PKA: 10.88±0.20(Predicted)
• Flash Point: 111.6 °C
• PSA: 20.23000
• Density: 0.982g/cm³
• LogP: 2.62580
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1C)O)C)C

Technology Process of 2,3,5,6-Tetramethylphenol

There total 73 articles about 2,3,5,6-Tetramethylphenol 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: 44.0%

Isobutyric acid (1S,2S,3R)-1-(3,7-dimethyl-2,4-dioxo-5-oxy-3,4-dihydro-2H-benzo[g]pteridin-10-ylmethyl)-2,3,4-tris-isobutyryloxy-butyl ester → Duroquinone (527-17-3,70128-24-4) + 2,3,5,6-tetramethylphenol (527-35-5) + Isobutyric acid (1S,2S,3R)-1-(3,7-dimethyl-2,4-dioxo-3,4-dihydro-2H-benzo[g]pteridin-10-ylmethyl)-2,3,4-tris-isobutyryloxy-butyl ester + C33H44N4O11(1-)*Na(1+)

Guidance literature:

With sodium 2,3,5,6-tetramethylphenolate; In tetrahydrofuran; Ambient temperature; other reagent: sodium 2,6-di-tert-butylphenolate;

DOI:10.1021/ja00407a052

Reference yield: 40.0%

3-phenyl-1-(2,3,5,6-tetramethylphenyl)propan-1-one → 3-Phenyl-propionic acid 2,3,5,6-tetramethyl-phenyl ester (40123-24-8) + 2,3,5,6-tetramethylphenol (527-35-5) + 3-Phenylpropionic acid (501-52-0)

Guidance literature:

With trifluoroacetic acid; In water; at 25 ℃; for 3h;

DOI:10.1055/s-0040-1707289

Reference yield:

(E)-3-phenyl-1-(2,3,5,6-tetramethylphenyl)prop-2-en-1-one → 3-Phenyl-propionic acid 2,3,5,6-tetramethyl-phenyl ester (40123-24-8) + 2,3,5,6-tetramethylphenol (527-35-5) + 3-Phenylpropionic acid (501-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 10% palladium hydroxide on charcoal / ethyl acetate / 16 h / Schlenk technique; Inert atmosphere

2: trifluoroacetic acid / water / 3 h / 25 °C

With 10% palladium hydroxide on charcoal; trifluoroacetic acid; In water; ethyl acetate;

DOI:10.1055/s-0040-1707289

upstream raw materials:

sodium durenesulphonate

methanol

3,5-Dimethylphenol

benzene-1,2-diol

Downstream raw materials:

1-<(4-Hydroxy-2,3,5,6-tetramethyl-phenyl)-methyl>-piperidin

2,3,5,6-Tetramethyl-4-(4-nitro-phenylazo)-phenol

Duroquinone

6-Nitro-3-hydroxy-1.2.4.5-tetramethyl-benzol