4-Bromo-2,6-di-tert-butylphenol

Base Information

• Chemical Name: 4-Bromo-2,6-di-tert-butylphenol
• CAS No.: 1139-52-2
• Molecular Formula: C14H21BrO
• Molecular Weight: 285.224
• Hs Code.: 29081990
• European Community (EC) Number: 214-521-8
• NSC Number: 98406
• DSSTox Substance ID: DTXSID70150607
• Nikkaji Number: J203.393C
• Wikidata: Q65653365
• ChEMBL ID: CHEMBL389620
• Mol file: 1139-52-2.mol

Synonyms:4-Bromo-2,6-di-tert-butylphenol;1139-52-2;2,6-Di-tert-butyl-4-bromophenol;Phenol, 4-bromo-2,6-bis(1,1-dimethylethyl)-;4-BROMO-2,6-DI-T-BUTYLPHENOL;4-bromo-2,6-ditert-butylphenol;2,6-bis(tert-butyl)-4-bromophenol;C14H21BrO;EINECS 214-521-8;4-Bromo-2,6-Di-tert-Butyl Phenol;MFCD00051598;Phenol, 4-bromo-2,6-di-tert-butyl-;NSC98406;4-bromo-2,6-bis(1,1-dimethylethyl)phenol;SCHEMBL49614;4-bromo-2,6-ditertbutylphenol;CHEMBL389620;C14-H21-Br-O;4-bromo-2,6-di(t-butyl)phenol;4-bromo-2,6-di-t-butyl-phenol;DTXSID70150607;4-Brom-2,6-di-tert.-butylphenol;STR06712;BR1061;NSC 98406;NSC-98406;AKOS005256902;PS-7188;4-Bromo-2,6-di-tert-butylphenol, 98%;SY048521;4-Hydroxy-3,5-di(tert-butyl)bromobenzene;2,6-Bis(1,1-dimethylethyl)-4-bromophenol;B1758;CS-0154931;FT-0617747;EN300-7366590;5-BROMO,1,3-DITERT.BUTYL,2-HYDROXY-BENZENE;W-108610;Q65653365

Chemical Property of 4-Bromo-2,6-di-tert-butylphenol

Chemical Property:

• Appearance/Colour: yellow to brown crystals
• Vapor Pressure: 0.00333mmHg at 25°C
• Melting Point: 78-83 °C (dec.)(lit.)
• Refractive Index: 1.523
• Boiling Point: 273.898 °C at 760 mmHg
• PKA: 11.23±0.40(Predicted)
• Flash Point: 119.45 °C
• Density: 1.201 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 284.07758
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

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

4-Bromo-2,6-di-tert-butylphenol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)Br
• Uses: 4-Bromo-2,6-di-tert-butylphenol may be used in the following studies:As a terminating comonomer phenol in the phase transfer catalyzed (PTC) polymerization of 4-bromo-2,6-dimethylphenol.Synthesis of 1,1-[1,10-decanediylbis(oxy)]bis[(2,6-ditertbutyl-4-bromo)benzene], a monomer, which forms poly(p-phenylenevinylene) derivatives by reaction with 1,10-dibromodecane.As a reactant in the synthesis of 2,6-di-tert-butyl-phenolnorbornene (NArOH), a norbornene comonomer bearing an antioxidant hindered phenol.As a catalyst with methyl aluminium to form methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (MABR) which may be utilized for the transformation of various epoxides to carbonyl compounds.

Technology Process of 4-Bromo-2,6-di-tert-butylphenol

There total 22 articles about 4-Bromo-2,6-di-tert-butylphenol 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: 89.0%

4-bromo-2,6-di-tert-butylphenyl tert-butyl carbonate → 4-bromo-2,6-di-tert-butylphenol (1139-52-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 19h; Product distribution; deprotection;

DOI:10.1016/S0040-4039(98)00411-0

Reference yield: 87.0%

2,6-di-tert-butylphenol (128-39-2) → 4-bromo-2,6-di-tert-butylphenol (1139-52-2)

Guidance literature:

With phosphotungstic acid; N-bromosaccharin; In acetonitrile; at 0 ℃; regioselective reaction;

DOI:10.1080/00397910903395268

Reference yield: 87.0%

4-bromo-phenol (106-41-2) + tertiary butyl chloride (507-20-0) → 4-bromo-2,6-di-tert-butylphenol (1139-52-2)

Guidance literature:

With lithium bromide; for 0.8h; Heating;

upstream raw materials:

4-bromo-phenol

2,6-di-tert-butylphenol

methanol

4-bromo-4-(1-hydroxypropyl)-2,6-di-t-butylcyclohexa-2,5-dienone

Downstream raw materials:

2,6-di-tert-butylphenol

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

(3,5-di-tert-butyl-4-hydroxyphenyl)boronic acid

Refernces

• 1、 Bandgar,Kasture,Dudhmal, Chaya. "Efficient synthesis of 2,5-di-t-butyl-4-fluorophenol". . p. 81 - 83. Retrieved 2000.
• 2、 Satkar, Yuvraj,Ramadoss, Velayudham,Nahide, Pradip D.,García-Medina, Ernesto,Juárez-Ornelas, Kevin A.,Alonso-Castro, Angel J.,Chávez-Rivera, Ruben,Jiménez-Halla, J. Oscar C.,Solorio-Alvarado, César R.. "Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system". . p. 17806 - 17812. Retrieved 2018/05/28.
• 3、 Nara, Susheel J.,Valgimigli, Luca,Pedulli, Gian Franco,Pratt, Derek A.. "Tyrosine analogues for probing proton-coupled electron transfer processes in peptides and proteins". experimental part. p. 863 - 872. Retrieved 2010/03/25.