2,3,6-Tribromo-4-methylphenol

Base Information

• Chemical Name: 2,3,6-Tribromo-4-methylphenol
• CAS No.: 36776-51-9
• Molecular Formula: C7H5Br3O
• Molecular Weight: 344.828
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID80503983
• Wikidata: Q72509901
• Mol file: 36776-51-9.mol

Synonyms:2,3,6-Tribromo-4-methylphenol;36776-51-9;2,3,6-Tribromo-p-cresol;SCHEMBL3668868;DTXSID80503983;2,5,6-Tribrom-4-methyl-phenol;FTGDPJRWRYCBFF-UHFFFAOYSA-N;MFCD06410883;AKOS015961446;AC-13693;SY338273;FT-0639336;E83796

Chemical Property of 2,3,6-Tribromo-4-methylphenol

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 96-99 °C
• Refractive Index: 1.655
• Boiling Point: 285.386 °C at 760 mmHg
• PKA: 6.25±0.28(Predicted)
• Flash Point: 126.397 °C
• PSA: 20.23000
• Density: 2.258g/cm³
• LogP: 3.98810
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 343.78700
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

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

2,3,6-Tribromo-4-methylphenol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1Br)Br)O)Br
• Uses: 2,3,6-Tribromo-4-methylphenol can be useful in the preparation of hydroxy benzaldehydes and 2,3,4,5-tetramethoxytoluene. It may also be useful in the preparation and evaluation of an optical probe for coenzyme Q using fluorogenic transformation based on quinone reduction/lactonization reaction.

Technology Process of 2,3,6-Tribromo-4-methylphenol

There total 16 articles about 2,3,6-Tribromo-4-methylphenol 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: 88.0%

p-cresol (106-44-5) → 2,3,6-tribromo-4-methyl-phenol (36776-51-9)

Guidance literature:

With bromine; iron; In chloroform; at 20 ℃; for 4h;

DOI:10.1021/ol0507569

Reference yield:

2-bromo-p-cresol (6627-55-0) → p-cresol (106-44-5) + 3,5-dibromo-4-hydroxytoluene (2432-14-6) + 3-bromo-p-cresol (60710-39-6) + 2,3,6-tribromo-4-methyl-phenol (36776-51-9) + 2,5-dibromo-p-cresol (344249-21-4) + 2,3-dibromo-4-methylphenol

Guidance literature:

With trifluorormethanesulfonic acid; bromine; Product distribution; further reagent, reaction times;

Reference yield:

2,4,6-tribromo-4-methylcyclohexa-2,5-dienone (39953-10-1) → 2,3,6-tribromo-4-methyl-phenol (36776-51-9)

Guidance literature:

With sulfuric acid; for 0.75h;

upstream raw materials:

p-cresol

2-bromo-p-cresol

3,5-dibromo-4-hydroxytoluene

4-hydroxy-toluene-3-sulfonic acid

Downstream raw materials:

2,3,6-tribromo-4-methyl-anisole

2,3,5,6-tetrabromo-4-bromomethyl-phenol

2,3-dibromo-4-methyl-6-nitrophenol

tetrabromo-p-cresol

Refernces

• 1、 Keinan, Ehud,Eren, Doron. "Total Synthesis of Linear Polyprenoids. 2. Improved preparation of the Aromatic Nucleus of Ubiquinone". . p. 3872 - 3875. Retrieved 2007/10/02.
• 2、 Brittain, Judith M.,Mare, Peter B. D. de la,Newman, Paul A.. "Electrophilic Substitution with Rearrangement. Part 9. Dienones derived from Brominations of o-, m-, and p-Cresol". . p. 32 - 41. Retrieved 2007/10/02.