2,6-Dibromo-4-methylphenol

Base Information

• Chemical Name: 2,6-Dibromo-4-methylphenol
• CAS No.: 2432-14-6
• Molecular Formula: C7H6Br2O
• Molecular Weight: 265.932
• Hs Code.: 29081990
• European Community (EC) Number: 219-404-5
• NSC Number: 76596
• UNII: 4K2AC6DDV3
• DSSTox Substance ID: DTXSID40179062
• Nikkaji Number: J28.696F
• Wikidata: Q72464547
• Mol file: 2432-14-6.mol

Synonyms:2,6-Dibromo-4-methylphenol;2432-14-6;2,6-Dibromo-p-cresol;Dibromocresol;3,5-Dibromo-4-hydroxytoluene;p-CRESOL, 2,6-DIBROMO-;Phenol, 2,6-dibromo-4-methyl-;2,6-dibromo-4-methyl-phenol;EINECS 219-404-5;NSC 76596;BRN 2045283;4K2AC6DDV3;MFCD00002154;NSC-76596;3-06-00-01381 (Beilstein Handbook Reference);p-Cresol,6-dibromo-;UNII-4K2AC6DDV3;WLN: QR BE FE D1;Phenol,6-dibromo-4-methyl-;SCHEMBL1502445;DTXSID40179062;HMS1732G09;NSC76596;2,6-Dibromo-4-methylphenol, 98%;AKOS001110835;DS-13620;LS-55368;SY048837;CS-0153367;D3487;FT-0610552;FT-0610559;EN300-18841;A817225;W-107331

Chemical Property of 2,6-Dibromo-4-methylphenol

Chemical Property:

• Appearance/Colour: White to gray powder
• Vapor Pressure: 0.0321mmHg at 25°C
• Melting Point: 49-50 °C(lit.)
• Refractive Index: 1.626
• Boiling Point: 235.8 °C at 760 mmHg
• PKA: 7.21±0.23(Predicted)
• Flash Point: 96.4 °C
• PSA: 20.23000
• Density: 1.948 g/cm³
• LogP: 3.22560
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 265.87649
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98.0% Min ^*data from raw suppliers

2,6-Dibromo-4-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiC
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)Br)O)Br
• Uses: 2,6-Dibromo-4-methylphenol. Used in noncovalent interactions which drive the efficiency of molybdenum imido alkylidene catalysts for olefin metathesis.

Technology Process of 2,6-Dibromo-4-methylphenol

There total 41 articles about 2,6-Dibromo-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: 96.0%

p-cresol (106-44-5) → 2-bromo-p-cresol (6627-55-0) + 3,5-dibromo-4-hydroxytoluene (2432-14-6)

Guidance literature:

With dihydrogen peroxide; bromine; In dichloromethane; at 0 ℃; for 8h;

DOI:10.1039/c4gc00003j

Reference yield: 74.0%

2-bromo-p-cresol (6627-55-0) → 3,5-dibromo-4-hydroxytoluene (2432-14-6)

Guidance literature:

With bis(trifluoroacetoxy)iodobencene; trimethylsilyl bromide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.9b02784

Reference yield: 43.0%

geranyl cyanide (21677-96-3) + 2,4,6-tribromo-4-methylcyclohexa-2,5-dienone (39953-10-1) → 3,5-dibromo-4-hydroxytoluene (2432-14-6) + (E)-6,7-dibromo-3,7-dimethyloct-2-ene-1-carbonitrile (59664-57-2) + 6-bromo-3,7-dimethylocta-2,7-diene-1-carbonitrile (75107-45-8) + 8-bromo-3,7-dimethylocta-2,6-diene-1-carbonitrile (75107-46-9)

Guidance literature:

In dichloromethane; for 60h; Product distribution; Ambient temperature; reaction with other bromo-ketones;

DOI:10.1039/P19800001051

upstream raw materials:

p-cresol

ethanol

2,4,6-tribromo-4-methylcyclohexa-2,5-dienone

phosphoric acid tris-(2,6-dibromo-4-methyl-phenyl ester)

Downstream raw materials:

2,6-dibromo-4-methyl-4-trichloromethyl-cyclohexa-2,5-dienone

2-bromo-4-methyl-6-nitrophenol

2,6-dibromo-4-(dichloromethyl)-4-methylcyclohexa-2,5-dien-1-one

2,6-dibromo-4-bromomethyl-phenol

Refernces

• 1、 White,W.N.,Wolfarth,E.F.. "-". . p. 3509 - 3510. Retrieved 1961.
• 2、 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.
• 3、 Bai, Lu,Ge, Yicong,Hao, Jiamao,Liu, Jingjing,Luan, Xinjun,Qin, Cheng. "A Dearomatization/Debromination Strategy for the [4+1] Spiroannulation of Bromophenols with α,β-Unsaturated Imines". supporting information. p. 18985 - 18989. Retrieved 2020/08/26.