394378

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

98%

• Synonym(s): 2,6-Di-tert-butyl-4-bromophenol, 4-Bromo-2,6-bis(1,1-dimethylethyl)phenol, 4-Hydroxy-3,5-di(tert-butyl)bromobenzene
• Linear Formula: BrC₆H₂[C(CH₃)₃]₂OH
• CAS Number: 1139-52-2
• Molecular Weight: 285.22
• Beilstein/REAXYS Number: 2051052
• EC Number: 214-521-8
• MDL number: MFCD00051598
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864590
• NACRES: NA.22

Properties

• assay: 98%
• form: solid
• mp: 78-83 °C (dec.) (lit.)
• functional group: bromo
• SMILES string: CC(C)(C)c1cc(Br)cc(c1O)C(C)(C)C
• InChI: 1S/C14H21BrO/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8,16H,1-6H3
• InChI key: SSQQUEKFNSJLKX-UHFFFAOYSA-N

Description

General description

4-Bromo-2,6-di-tert-butylphenol is a 4-substituted-2,6-di-tert-butylphenol. It is synthesized by the bromination of 2,6-di-tert-butylphenol. The structure was confirmed by ¹H NMR. Its photolysis reaction in benzene solution has been investigated. The photochemical reaction of 4-bromo-2,6-di-tert-butylphenol single crystals doped with 2,6-di-tert-butyl-p-quinone has been studied by EPR spectroscopy.

Application

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 (N_ArOH), 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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves