1139-52-2 Usage
Description
4-Bromo-2,6-di-tert-butylphenol is a 4-substituted-2,6-di-tert-butylphenol, synthesized by the bromination of 2,6-di-tert-butylphenol. It is characterized by its yellow to brown crystalline appearance, and its structure has been confirmed through 1H NMR. Studies on its photolysis reaction in benzene solution and photochemical reaction in single crystals doped with 2,6-di-tert-butyl-p-quinone have been conducted using EPR spectroscopy.
Uses
Used in Polymer Synthesis:
4-Bromo-2,6-di-tert-butylphenol is used as a terminating comonomer phenol in the phase transfer catalyzed (PTC) polymerization of 4-bromo-2,6-dimethylphenol. This application takes advantage of its chemical properties to control the polymerization process and achieve desired polymer structures.
Used in Monomers Production:
In the chemical industry, 4-Bromo-2,6-di-tert-butylphenol is utilized as a reactant in the synthesis of 1,1-[1,10-decanediylbis(oxy)]bis[(2,6-ditertbutyl-4-bromo)benzene], a monomer that forms poly(p-phenylenevinylene) derivatives by reaction with 1,10-dibromodecane. This contributes to the development of advanced polymer materials with specific properties.
Used in Antioxidant Applications:
4-Bromo-2,6-di-tert-butylphenol serves as a reactant in the synthesis of 2,6-di-tert-butyl-phenolnorbornene (NArOH), a norbornene comonomer bearing an antioxidant hindered phenol. This application leverages its antioxidant properties to enhance the stability and durability of materials in various industries.
Used in Catalyst Formulation:
4-Bromo-2,6-di-tert-butylphenol is used as a catalyst with methyl aluminium to form methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (MABR). This catalyst may be utilized for the transformation of various epoxides to carbonyl compounds, which is an important reaction in the synthesis of various chemicals and pharmaceuticals.
Check Digit Verification of cas no
The CAS Registry Mumber 1139-52-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,3 and 9 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1139-52:
(6*1)+(5*1)+(4*3)+(3*9)+(2*5)+(1*2)=62
62 % 10 = 2
So 1139-52-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H21BrO/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8,16H,1-6H3
1139-52-2Relevant articles and documents
EXPLOSIVE CHEMICAL TRANSFORMATIONS OF 4-BROMO-2,4,6-TRI-TERT-BUTYLCYCLOHEXA-2,5-DIENE-1-ONE IN STRONG UNIAXIAL COMPRESSION
Vol'eva, V. B.,Khzardzhyan, A. A.,Gasparyan, E. E.,Prokof'eva, T. I.,Bannikov, G. F.,et al.
, p. 124 - 126 (1989)
-
Baciocchi,Illuminati
, p. 4017 (1967)
Efficient, rapid, and regioselective bromination of phenols and anilines with N-bromosaccharin using tungstophosphoric acid as a heterogeneous recyclable catalyst
Alinezhad, Heshmatollah,Tavakkoli, Sahar Mohseni,Salehian, Fatemeh
experimental part, p. 3226 - 3232 (2010/12/24)
A simple, efficient, and rapid method for high-yielding regioselective mono bromination of phenols and anilines has been achieved by treatment with N-bromasaccharin in the presence of a catalytic amount of tungstophosphoric acid. Copyright Taylor & Francis Group, LLC.
Electron transfer between protonated and unprotonated phenoxyl radicals
Omura, Kanji
, p. 858 - 867 (2008/09/19)
(Chemical Equation Presented) The reaction of phenoxyl radicals with acids is investigated. 2,4,6-Tri-tert-butylphenoxyl radical (13), a persistent radical, deteriorates in MeOH/PhH in the presence of an acid yielding 4-methoxycyclohexa-2,5-dienone 18a and the parent phenol (14). The reaction is facilitated by a strong acid. Treatment of 2,6-di-tert-butyl-4-methylphenoxyl radical (2), a short-lived radical, generated by dissociation of its dimer, with an acid in MeOH provides 4-methoxycyclohexa-2,5-dienone 4 and the products from disproportionation of 2 including the parent phenol (3). A strong acid in a high concentration favors the formation of 4 while the yield of 3 is always kept high. Oxidation of the parent phenol (33) with PbO2 to generate transient 2,6-di-tert-butylphenoxyl radical (35) in AcOH/H2O containing an added acid provides eventually p-benzoquinone 39 and 4,4′-diphenoquinone 42, the product from dimerization of 35. A strong acid in a high concentration favors the formation of 39. These results suggest that a phenoxyl radical is protonated by an acid and electron transfer takes place from another phenoxyl radical to the protonated phenoxyl radical, thus generating the phenoxyl cation, which can add an oxygen nucleophile, and the phenol (eq 5). The electron transfer is a fast reaction.
