4-Bromo-2,3,6-trimethylphenol

Base Information

• Chemical Name: 4-Bromo-2,3,6-trimethylphenol
• CAS No.: 51857-41-1
• Molecular Formula: C9H11BrO
• Molecular Weight: 215.09
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID30445384
• Wikidata: Q82263760
• Mol file: 51857-41-1.mol

Synonyms:4-bromo-2,3,6-trimethylphenol;51857-41-1;4-bromo-2,3,6-trimethyl-phenol;SCHEMBL258837;DTXSID30445384;CNZUMQRUUPCHJR-UHFFFAOYSA-N;4-bromo-2,3,6-trimethyl phenol;4-AMINO-3-FORMYLPYRIDINEHCL;BCA85741;MFCD00983556;AKOS015965943;CS-W004396;AC-20928;BS-16954;D84235

Chemical Property of 4-Bromo-2,3,6-trimethylphenol

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 277.195°C at 760 mmHg
• PKA: 10.22±0.28(Predicted)
• Flash Point: 121.443°C
• PSA: 20.23000
• Density: 1.407g/cm³
• LogP: 3.07990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 213.99933
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99%min ^*data from raw suppliers

4-BROMO-2,3,6-TRIMETHYL-PHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1O)C)C)Br

Technology Process of 4-Bromo-2,3,6-trimethylphenol

There total 6 articles about 4-Bromo-2,3,6-trimethylphenol 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%

2,3,6-trimethylphenol (2416-94-6) → 4-bromo-2,3,6-trimethylphenol (51857-41-1)

Guidance literature:

With bromine; In dichloromethane;

DOI:10.1021/jo052133e

Reference yield: 83.0%

C29H44Br2O2P2 → 4-bromo-2,3,6-trimethylphenol (51857-41-1) + 4-bromo-2,3-dimethylphenol (22802-37-5)

Guidance literature:

With di-μ-chlorotetrakis(η2-ethylene)dirhodium(I); hydrogen; In 1,4-dioxane; at 150 ℃; for 24h; under 7757.43 Torr;

DOI:10.1021/jacs.1c13342

Reference yield:

6,6'-methylenebis(4-bromo-2,3-dimethylphenol) → 4-bromo-2,3,6-trimethylphenol (51857-41-1) + 4-bromo-2,3-dimethylphenol (22802-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 20 - 70 °C / Inert atmosphere

2: di-μ-chlorotetrakis(η2-ethylene)dirhodium(I); hydrogen / 1,4-dioxane / 24 h / 150 °C / 7757.43 Torr

With di-μ-chlorotetrakis(η2-ethylene)dirhodium(I); hydrogen; triethylamine; In 1,4-dioxane; acetonitrile;

DOI:10.1021/jacs.1c13342

upstream raw materials:

2,3,6-trimethylphenol

6-(2'-hydroxy-3',4'-dimethylbenzyl)-2,3-dimethylphenol

Downstream raw materials:

1-methoxy-4-hydroxy-2,3,5-trimethylbenzene

2,3,5-Trimethyl-1,4-benzoquinone

(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

(E)-6-(2-Amino-3-cyano-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Refernces

• 1、 Schmidt, Robert,Stolle, Achim,Ondruschka, Bernd. "Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX". . p. 1673 - 1679. Retrieved 2013/02/22.
• 2、 Shanks, David,Amorati, Riccardo,Fumo, Maria Grazia,Pedulli, Gian Franco,Valgimigli, Luca,Engman, Lars. "Synthesis and antioxidant profile of all-rac-α-selenotocopherol". . p. 1033 - 1038. Retrieved 2007/10/03.