2525-39-5

Usage

Uses

Used in Plastics Industry:
Phenoxy, 2,4,6-tris(1,1-dimethylethyl)is used as a stabilizer or antioxidant for enhancing the durability and longevity of plastic products. Its ability to prevent degradation and discoloration contributes to maintaining the quality and appearance of plastics over time.
Used in Rubber Industry:
In the rubber industry, Phenoxy, 2,4,6-tris(1,1-dimethylethyl)serves as a stabilizer or antioxidant to improve the resistance of rubber materials against environmental factors such as heat, light, and oxygen. This helps in extending the service life of rubber products and ensuring their consistent performance.
Used in Coatings Industry:
Phenoxy, 2,4,6-tris(1,1-dimethylethyl)is utilized as a stabilizer or antioxidant in coatings to protect the coated surfaces from degradation caused by exposure to various environmental elements. This results in improved protection and preservation of the coated surfaces, ensuring their longevity and maintaining their aesthetic appeal.

Upstream product

• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 71-43-2 benzene 
• 94-36-0 dibenzoyl peroxide 
• 75-91-2 tert.-butylhydroperoxide 
• 563-79-1 2,3-Dimethyl-2-butene 
• 62820-00-2 4-cyano-N,N-dimethylaniline-N-oxide 
• 2388-12-7 peroxylaurinoic acid 
• 4198-93-0 trityl hydroperoxide 
• 80-15-9 Cumene hydroperoxide 
• 5751-91-7 O-d-2,4,6-tri-tert-butylphenol 
• 127213-23-4 (2,4,6-tri-tert-butylphenoxy)oxalyl tert-butyl peroxide 
• 136040-27-2 Carbonic acid 2-thioxo-2H-pyridin-1-yl ester 2,4,6-tri-tert-butyl-phenyl ester 
• 79746-31-9 (2,4,6-tri-tert-butylphenoxy)dimethylsilyl chloride 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 

Downstream Products

• 7739-17-5 2,4,6-tri-tert-butyl-4-(4-tert-butyl-phenoxy)-cyclohexa-2,5-dienone 
• 2606-99-7 2,6-di-tert-butyl-4-tert-butoxyphenoxyl 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 106216-60-8 Diacetyldioxim-bis-(1,3,5-tri-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-ether 
• 153787-25-8 5-Methyl-1,2,4-tris-(1,3,5-tri-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-1,2-dihydro-pyrazol-3-one 
• 3333-52-6 2,2,3,3-tetramethylsuccinonitrile 
• 93214-45-0 1,3,5-Tri-tert-butyl-3-(2-cyanoprop-2-yl)-6-oxo-cyclohexadi-1,4-dien 
• 52211-69-5 O,O'-bis(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadienyl)-p-benzoquinone dioxime 
• 153787-23-6 4,5-Dimethyl-1-(1,3,5-tri-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-2-(1,3,5-tri-tert-butyl-6-oxo-cyclohexa-2,4-dienyl)-1,2-dihydro-pyrazol-3-one 
• 153787-24-7 4,5-Dimethyl-1,2-bis-(1,3,5-tri-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-1,2-dihydro-pyrazol-3-one 
• 107940-82-9 2-<4-Chlorphenyl(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadien-1-yl)amino>-1H-isoindol-1,3(2H)-dion 
• 107940-78-3 2,2'-<1,2-Di(4-chlorphenyl)-1,2-hydrazindiyl>bis(1H-isoindol-1,3(2H)-dion) 
• 24457-03-2 4-Pentachlorphenylmercapto-2,4,6-tri-tert-butyl-cyclohexa-2,5-dien-1-on 
• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 

Relevant academic research and scientific papers

A designed second-sphere hydrogen-bond interaction that critically influences the O-O bond activation for heterolytic cleavage in ferric iron-porphyrin complexes

Heme hydroperoxidases catalyze the oxidation of substrates by H2O2. The catalytic cycle involves the formation of a highly oxidizing species known as Compound I, resulting from the two-electron oxidation of the ferric heme in the active site of the resting enzyme. This high-valent intermediate is formed upon facile heterolysis of the O-O bond in the initial FeIII-OOH complex. Heterolysis is assisted by the histidine and arginine residues present in the heme distal cavity. This chemistry has not been successfully modeled in synthetic systems up to now. In this work, we have used a series of iron(iii) porphyrin complexes (FeIIIL2(Br), FeIIIL3(Br) and FeIIIMPh(Br)) with covalently attached pendent basic groups (pyridine and primary amine) mimicking the histidine and arginine residues in the distal-pocket of natural heme enzymes. The presence of pendent basic groups, capable of 2nd sphere hydrogen bonding interactions, leads to almost 1000-fold enhancement in the rate of Compound I formation from peracids relative to analogous complexes without these residues. The short-lived Compound I intermediate formed at cryogenic temperatures could be detected using UV-vis electronic absorption spectroscopy and also trapped to be unequivocally identified by 9 GHz EPR spectroscopy at 4 K. The broad (2000 G) and axial EPR spectrum of an exchange-coupled oxoferryl-porphyrin radical species, [FeIVO Por+] with geff⊥ = 3.80 and geff‖ = 1.99, was observed upon a reaction of the FeIIIL3(Br) porphyrin complex with m-CPBA. The characterization of the reactivity of the FeIII porphyrin complexes with a substrate in the presence of an oxidant like m-CPBA by UV-vis electronic absorption spectroscopy showed that they are capable of oxidizing two equivalents of inorganic and organic substrate(s) like ferrocene, 2,4,6-tritertiary butyl phenol and o-phenylenediamine. These oxidations are catalytic with a turnover number (TON) as high as 350. Density Functional Theory (DFT) calculations show that the mechanism of O-O bond activation by 2nd sphere hydrogen bonding interaction from these pendent basic groups, which are protonated by a peracid, involves polarization of the O-O σ-bond, leading to lowering of the O-O σ?-orbital allowing enhanced back bonding from the iron center. These results demonstrate how inclusion of 2nd sphere hydrogen bonding interaction can play a critical role in O-O bond heterolysis.

Detection of reactive intermediates in manganese(III) porphyrin catalyzed oxidation reaction using 2,4,6-tri-tert-butylphenol as probe substrate

The 5,10,15,20-tetrakis-(2,3,4,5,6-pentafluorophenyl)-porphine-Mn(III) chloride (F20TPPMn(III)Cl) catalyzed oxidation of 2,4,6-tri-tert-butylphenol (TTBP) by pentafluoroiodosylbenzene (C6F5IO) in dichloromethane (CH2

Reactions of Nitric Oxide with Phenolic Antioxidants and Phenoxyl Radicals

By EPR, NMR, and TLC methods it was possible to show that nitric oxide (.NO) reacts with five different methyl- or tert-butyl-substituted phenols including α-tocopherol to produce the phenoxyl radical which subsequently couples reversibly with excess .NO.

Nanosecond generation of tyrosyl radicals via laser-initiated decaging of oxalate-modified amino acids

We describe a general method for the unimolecular photochemical generation of tyrosyl radicals from a diaryl oxalate ester platform on the nanosecond time scale. Symmetric and asymmetric tyrosine oxalate esters have been prepared in gram quantities. Direc

Proton-coupled electron transfer of ruthenium(III)-Pterin complexes: A mechanistic insight

Ruthenium(II) complexes having pterins of redox-active heteroaromatic coenzymes as ligands were demonstrated to perform multistep proton transfer (PT), electron transfer (ET), and proton-coupled electron transfer (PCET) processes. Thermodynamic parameters

Mechanism of Reactions of Hydrogen Peroxide and Hydroperoxides with Iron(III) Porphyrins. Effects of Hydroperoxide Structure on Kinetics

The buffer-catalyzed and uncatalyzed reactions of various alkyl hydroperoxides and hydrogen peroxide with chelated protohemin chloride have been studied.The rates of the uncatalyzed reactions show dependence on structure as the catalyzed reactions.The rat

Combining Structural with Functional Model Properties in Iron Synthetic Analogue Complexes for the Active Site in Rabbit Lipoxygenase

Iron complexes that model the structural and functional properties of the active iron site in rabbit lipoxygenase are described. The ligand sphere of the mononuclear pseudo-octahedral cis-(carboxylato)(hydroxo)iron(III) complex, which is completed by a tetraazamacrocyclic ligand, reproduces the first coordination shell of the active site in the enzyme. In addition, two corresponding iron(II) complexes are presented that differ in the coordination of a water molecule. In their structural and electronic properties, both the (hydroxo)iron(III) and the (aqua)iron(II) complex reflect well the only two essential states found in the enzymatic mechanism of peroxidation of polyunsaturated fatty acids. Furthermore, the ferric complex is shown to undergo hydrogen atom abstraction reactions with O-H and C-H bonds of suitable substrates, and the bond dissociation free energy of the coordinated water ligand of the ferrous complex is determined to be 72.4 kcal·mol-1. Theoretical investigations of the reactivity support a concerted proton-coupled electron transfer mechanism in close analogy to the initial step in the enzymatic mechanism. The propensity of the (hydroxo)iron(III) complex to undergo H atom abstraction reactions is the basis for its catalytic function in the aerobic peroxidation of 2,4,6-tri(tert-butyl)phenol and its role as a radical initiator in the reaction of dihydroanthracene with oxygen.

One to Find Them All: A General Route to Ni(I)-Phenolate Species

The past 20 years have seen an extensive implementation of nickel in homogeneous catalysis through the development of unique reactivity not easily achievable by using noble transition metals. Many catalytic cycles propose Ni(I) complexes as potential reac

Transformation of Formazanate at Nickel(II) Centers to Give a Singly Reduced Nickel Complex with Azoiminate Radical Ligands and Its Reactivity toward Dioxygen

The heteroleptic (formazanato)nickel bromide complex LNi(μ-Br)2NiL [LH = Mes-NH-N═C(p-tol)-N═N-Mes] has been prepared by deprotonation of LH with NaH followed by reaction with NiBr2(dme). Treatment of this complex with KC8led to transformation of the formazanate into azoiminate ligands via N-N bond cleavage and the simultaneous release of aniline. At the same time, the potentially resulting intermediate complex L′2Ni [L′ = HN═C(p-tol)-N═N-Mes] was reduced by one additional electron, which is delocalized across the π system and the metal center. The resulting reduced complex [L′2Ni]K(18-c-6) has aS=1/2ground state and a square-planar structure. It reacts with dioxygen via one-electron oxidation to give the complex L′2Ni, and the formation of superoxide was detected spectroscopically. If oxidizable substrates are present during this process, these are oxygenated/oxidized. Triphenylphosphine is converted to phosphine oxide, and hydrogen atoms are abstracted from TEMPO-H and phenols. In the case of cyclohexene, autoxidations are triggered, leading to the typical radical-chain-derived products of cyclohexene.

A Reactive, Photogenerated High-Spin (S = 2) FeIV(O) Complex via O2Activation

Addition of dioxygen at low temperature to the non-heme ferrous complex FeII(Me3TACN)((OSiPh2)2O) (1) in 2-MeTHF produces a peroxo-bridged diferric complex Fe2III(μ-O2)(Me3TACN)2((OSiPh2)2O)2 (2), which was characterized by UV-vis, resonance Raman, and va