Tetrabromo-m-cresol

Base Information

• Chemical Name: Tetrabromo-m-cresol
• CAS No.: 58169-99-6
• Molecular Formula: C7H4 Br4 O
• Molecular Weight: 423.724
• European Community (EC) Number: 261-151-8
• DSSTox Substance ID: DTXSID2069234
• Nikkaji Number: J296.890H
• Wikidata: Q81996060
• Mol file: 58169-99-6.mol

Synonyms:Tetrabromo-m-cresol;58169-99-6;2,3,4,6-Tetrabromo-m-cresol;2,3,4,6-tetrabromo-5-methylphenol;Phenol, 2,3,4,6-tetrabromo-5-methyl-;EINECS 261-151-8;Tetrabrom-m-kresol;SCHEMBL3418208;DTXSID2069234;AKOS024255974;AO-289/25117036

Chemical Property of Tetrabromo-m-cresol

Chemical Property:

• Vapor Pressure: 8.49E-05mmHg at 25°C
• Melting Point: 196 °C
• Boiling Point: 330.7°Cat760mmHg
• PKA: 5.50±0.33(Predicted)
• Flash Point: 153.8°C
• PSA: 20.23000
• Density: 2.509g/cm³
• LogP: 4.75060
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 423.69547
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1Br)Br)Br)O)Br

Technology Process of Tetrabromo-m-cresol

There total 26 articles about Tetrabromo-m-cresol 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: 77.0%

3-methyl-phenol (108-39-4) → 2,3,4,6-tetrabromo-5-methyl-phenol (58169-99-6)

Guidance literature:

With bromine; aluminium;

Reference yield: 57.0%

2,4,4,6-tetrabromo-3-methyl-cyclohexa-2,5-dienone (34946-83-3) → 2,3,4,6-tetrabromo-5-methyl-phenol (58169-99-6)

Guidance literature:

With sulfuric acid; for 16h;

DOI:10.1021/jo049426c

Reference yield:

3-methyl-phenol (108-39-4) → 2,3,4,6-tetrabromo-5-methyl-phenol (58169-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / Br₂ / acetic acid

2: 57 percent / sulfuric acid / 16 h

With sulfuric acid; bromine; In acetic acid;

DOI:10.1021/jo049426c

upstream raw materials:

3,4-Dimethylphenol

thymol

2,4,6-tribromo-m-cresol

2,5,6-tribromo-3,4-dimethylphenol

Downstream raw materials:

3,5,6-tribromotoluquinone

3-bromo-5-methylphenol

3-methyl-phenol

methyl 5-bromo-6-heptyl-2-methoxy-4-(3-methoxy-5-methyl-4-nitrophenoxy)benzoate

Refernces

• 1、 Shishkin, V. N.,Lapin, K. K.,Tanaseichuk, B. S.,Butin, K. P.. "POLYBROMINATED AROMATIC COMPOUNDS V. REACTION OF PENTABROMOTOLUENE WITH SODIUM METHOXIDE IN PYRIDINE". . p. 1882 - 1887. 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.