63551-08-6

Usage

Phenol group

Aromatic ring with a hydroxy group (-OH) attached, contributing to antioxidant properties.

t-Butyl groups (two)

Aliphatic groups with the structure (CH3)3C, attached to the phenol ring, increasing steric hindrance and stability.

Amine group

A nitrogen atom with two hydrogen atoms, attached to the phenol group, contributing to radical scavenging properties.

Ethylamine group

An alkylamine group with the structure CH3CH2NH2, connected to the amine group, enhancing solubility and reactivity.

Benzylamine group

An aromatic amine group with the structure C6H5CH2NH2, substituted with t-butyl groups, contributing to the compound's reactivity and stability.

Hydroxy group

A polar functional group (-OH) present in the phenol ring, responsible for hydrogen bonding and solvation properties.

Antioxidant properties

The presence of phenol and amine groups allows the compound to neutralize free radicals and prevent oxidation in various systems.

Radical scavenging properties

The amine group can donate electrons to neutralize reactive species, protecting materials from degradation.

Potential applications

Due to its unique structure and properties, the compound may have uses in pharmaceuticals, food additives, and industrial materials.

Upstream product

• 50-00-0 formaldehyd 
• 96-76-4 2,4-di-tert-Butylphenol 
• 107-15-3 ethylenediamine 
• 103595-81-9 N,N′-bis(3,5-di-t-butylsalicylidene)-ethylenediamine 
• 37942-07-7 3,5-di-tert-butyl-2-hydroxybenzaldehyde 

Relevant academic research and scientific papers

Synthesis of bimetallic bis(phenolate) N-heterocyclic carbene lanthanide complexes and their applications in the ring-opening polymerization of l -lactide

The bis(phenolate) N-heterocyclic carbene (NHC) lanthanide complexes [Ln(L)2M] (L = 1,3-bis[O-4,6-di-tBu-C6H2-2-CH2][C(NCH2CH2N)], M = Li, Ln = Nd (1a); M = K, Ln= Nd (2a), Sm (2b), La (2c)

Synthesis, characterization and catalytic activity of dioxidouranium(VI) complexes of ONNO tetradentate Mannich bases

The reaction of dibasic tetradentate ONNO donor Mannich bases, derived from ethylenediamine and 2,4–di–tert–butylphenol (H2L1) (I), 2,4–di–methylphenol (H2L2) (II), 2–tert–butyl–4–methylphenol (H2L3) (III) and 2,4–di–chlorophenol (H2L4) (IV), with UVIO2(MeCOO)2·2H2O in a 1:1 M ratio in refluxing MeOH gave the corresponding mononuclear trans-dioxidouranium(VI) complexes of the type trans-[UVIO2L(MeOH)] (H2L = H2L1 to H2L4) (1–4). The synthesized complexes are stable in air, reddish-brown in color and soluble in most solvents. These complexes are characterized by elemental analysis, various spectroscopic (FT-IR, UV/Vis, 1H and 13C NMR) techniques and single-crystal X-ray analysis of 3 and 4. The complexes adopt distorted pentagonal bipyramidal geometry around the metal centre. The ligand acts as tetradentate, coordinating through two phenolato oxygen and two imino nitrogen atoms; two oxido groups are trans to each other. These complexes are used as catalysts to study the oxidative bromination of thymol and styrene. The catalytic oxidative bromination of thymol resulted in the formation of three products namely, 2-bromothymol, 4-bromothymol and 2,4-dibromothymol while oxidative bromination of styrene gave two products, 2-bromo-1-phenylethane-1-ol and 1-phenylethane-1,2-diol. In order to find out the optimized reaction conditions for the fixed concentration (10 mmol) of substrate, effects of different amounts of catalyst, KBr, HClO4, and oxidant (H2O2) have been investigated. Under the optimized reaction conditions, all the complexes have shown good catalytic potentials for the oxidative bromination of substrates, establishing the functional similarity to vanadium dependent haloperoxidases. Changes in the UV–visible absorption spectra of dioxidouranium(VI) complexes upon addition of H2O2 suggest the formation of the corresponding oxidoperoxidouranium(VI) complexes.

Oxygen atom transfer between DMSO and benzoin catalyzed by: Cis -dioxidomolybdenum(vi) complexes of tetradentate Mannich bases

The reaction of dibasic tetradentate ONNO donor Mannich bases derived from ethylenediamine and 2,4-di-tert-butylphenol (H2L1I), 2,4-di-methylphenol (H2L2II), 2-tert-butyl-4-methylphenol (H2L3/su

Synthesis and characterization of an iron(III) complex of an ethylenediamine derivative of an aminophenol ligand in relevance to catechol dioxygenase active site

An ethylene diamine derivative of a bis(phenol)diamine ligand (H2L) was synthesized via the Mannich reaction and subsequent ring cleavage of the produced imidazoline ring (H2LIm), and then it was characterized by1H NMR and IR spectroscopies and CHN analysis. The iron(III) complex (FeLCl) of this ligand was synthesized and characterized by IR, UV–Vis, X-ray and magnetic susceptibility studies. X-ray analysis reveals that in FeLCl the iron(III) center has a distorted square pyramidal coordination sphere and is surrounded by a chlorine atom, two amine nitrogen and two phenolate oxygen atoms of the ligand. Variable-temperature magnetic susceptibility measurements indicate that FeLCl is a paramagnetic high spin iron(III) complex. It shows weak antiferromagnetic interactions through N[sbnd]H?Cl intermolecular interactions. The ligand-centered electrochemical oxidation of this complex, due to the oxidation of phenolate group to phenoxyl radicals, as well as the electrochemical metal-centered reduction of the ferric ion to the ferrous ion were investigated. In addition, the efficient cleavage by oxygenation of 3,5-di-tert-butyl-catechol with FeLCl in the presence of dioxygen was observed.

Selective oxidative homo-and cross-coupling of phenols with aerobic catalysts

Simple catalysts that use atom-economical oxygen as the terminal oxidant to accomplish selective ortho-ortho, ortho-para, or para-para homo-couplings of phenols are described. In addition, chromium salen catalysts have been discovered as uniquely effective in the cross-coupling of different phenols with high chemo-and regioselectivity.

Synthesis and structure of diamine bis(phenolate) complexes containing the Ti(OEt)-O-Ti(OEt) function

Reaction of diamine-bis(phenol) ligands containing a mixture of N-methyl and N,N′-dimethyl-N,N-bis(2-hydroxy-3,5-dimethylbenzyl)ethylenediamine , H2L1 and H2L3, with [Ti(OCHMe2)4 in absolut

Multidentate aminophenol ligands prepared with Mannich condensations

Mannich condensations were used to prepare a series of multidentate aminophenol compounds from ethylenediamine, various amounts of paraformaldehyde and 2,4-disubstituted phenols. One of these diaminotetraphenol compounds was reacted with Zn(OAc)2/su

Active non-metallocene pre-catalyst and method for tactic catalytic polymerization of alpha-olefin monomers

An active non-metallocene pre-catalyst featuring a diamine diphenolate complex and a corresponding method for catalytic polymerization, in general, and, tactic catalytic polymerization, in particular, of alpha-olefin monomers using the disclosed pre-catal

Single-step synthesis of salans and substituted salans by Mannich condensation

A convenient route for the synthesis of a variety of salan-type compounds is introduced. The synthesis is based on a single-step Mannich condensation between readily available starting materials: primary or secondary amines, formaldehyde and substituted phenols. This methodology is suitable for the preparation of chiral salans as well, which may find applications in asymmetric catalysis.