4-Bromo-2,6-dimethylphenol

Base Information

• Chemical Name: 4-Bromo-2,6-dimethylphenol
• CAS No.: 2374-05-2
• Molecular Formula: C8H9 Br O
• Molecular Weight: 201.063
• Hs Code.: 29081990
• European Community (EC) Number: 219-153-1
• NSC Number: 63922
• UNII: PE2VSV8GBM
• DSSTox Substance ID: DTXSID9062354
• Nikkaji Number: J107.277C
• Wikidata: Q63396529
• Mol file: 2374-05-2.mol

Synonyms:4-bromo-2,6-dimethylphenol

Chemical Property of 4-Bromo-2,6-dimethylphenol

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.0118mmHg at 25°C
• Melting Point: 74 - 78 C
• Refractive Index: 1.5650 (estimate)
• Boiling Point: 253°Cat760mmHg
• PKA: 10.10±0.23(Predicted)
• Flash Point: 106.8°C
• PSA: 20.23000
• Density: 1.471g/cm³
• LogP: 2.77150
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

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

4-Bromo-2,6-dimethylphenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=CC(=CC(=C1O)C)Br
• Uses: It is used as a preservatives for coatings, slurries and to control microbial fouling in paper mills , oil field and leather process and water treatment process against microbial attack.

Technology Process of 4-Bromo-2,6-dimethylphenol

There total 17 articles about 4-Bromo-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: 99.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 4-bromo-2,6-dimethyl-phenol (2374-05-2)

Guidance literature:

With benzyltrimethylammonium tribromide; In methanol; dichloromethane;

DOI:10.1246/bcsj.62.3373

Reference yield: 77.0%

C27H40Br2O2P2 → 4-bromo-2,6-dimethyl-phenol (2374-05-2) + 4-Bromo-2-methylphenol (2362-12-1)

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: 70.0%

2,6-dimethylcyclohexanone (2816-57-1) → 4-bromo-2,6-dimethyl-phenol (2374-05-2)

Guidance literature:

With diethyl dibromomalonate; at 100 ℃; for 48h;

upstream raw materials:

2.6-dimethylphenol

4-bromo-2,6-dimethylphenylamine

2,6-dimethyl-4-bromo-2,5-cyclohexadienone

isopropylmagnesium bromide

Downstream raw materials:

6-acetoxy-4-bromo-2,6-dimethylcyclohexa-2,4-dien-1-one

4-bromo-2,6-dimethyl-6-<(E)-styryl>cyclohexa-2,4-dienone

4-bromo-6-<(E)-p-methoxystyryl>-2,6-dimethylcyclohexa-2,4-dienone

2,6-dimethyl-1,4-benzoquinone

Refernces

• 1、 Paul, Vincent,Sudalai,Daniel, Thomas,Srinivasan. "Regioselective bromination of activated aromatic substrates with N-bromosuccinimide over HZSM-5". . p. 7055 - 7056. Retrieved 1994.
• 2、 Maurya, Mannar R.,Prakash, Ved,Avecilla, Fernando,Sankar, Muniappan. "Selective Bromination of β-Positions of Porphyrin by Self-Catalytic Behaviour of VOTPP: Facile Synthesis, Electrochemical Redox Properties and Catalytic Application". . p. 1685 - 1694. Retrieved 2021/05/03.
• 3、 Wang, Ligeng,Feng, Chun,Zhang, Yan,Hu, Jun. "Regioselective monobromination of phenols with KBr and ZnAl–BrO3?–layered double hydroxides". supporting information. . Retrieved 2020/02/22.