32857-07-1

Basic information

• Product Name: 2,4-di-tert-butyl-6-[(dimethylamino)methyl]phenol
• Synonyms: 2,4-Di-tert-butyl-6-[(dimethylamino)methyl]phenol; Phenol, 2-[(dimethylamino)methyl]-4,6-bis(1,1-dimethylethyl)-
• CAS NO: 32857-07-1
• Molecular Formula: C₁₇H₂₉NO
• Molecular Weight: 263.4183
• Mol File: 32857-07-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 303.5°C at 760 mmHg
• Flash Point: 91.2°C
• Density: 0.948g/cm³
• Vapor Pressure: 0.000514mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: 2,4-di-tert-butyl-6-[(dimethylamino)methyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-di-tert-butyl-6-[(dimethylamino)methyl]phenol(32857-07-1)
• EPA Substance Registry System: 2,4-di-tert-butyl-6-[(dimethylamino)methyl]phenol(32857-07-1)

Safety Data

• Hazardous Substances Data: 32857-07-1(Hazardous Substances Data)

Usage

General Description

2,4-di-tert-butyl-6-[(dimethylamino)methyl]phenol is a chemical compound that belongs to the class of phenols. It is commonly used as an antioxidant and stabilizer in various industries, including the production of polymers, rubber, plastics, and fuels. Its chemical structure consists of a phenol ring with two tert-butyl groups and a dimethylaminomethyl group attached to it, making it a highly stable and effective antioxidant. The compound is known for its ability to inhibit the oxidation of other molecules, thus preventing degradation and extending the shelf life of various products. Furthermore, it is also used as a stabilizer to prevent discoloration and degradation of materials exposed to light and heat.

Upstream product

• 50-00-0 formaldehyd 
• 96-76-4 2,4-di-tert-Butylphenol 
• 74-89-5 methylamine 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 100-97-0 hexamethylenetetramine 
• 124-40-3 dimethyl amine 

Downstream Products

• 175907-76-3 2,4-Di-tert-butyl-6-(2-methylamino-naphthalen-1-ylmethyl)-phenol 
• 1024617-08-0 [Mo(phenyl isocyanate)Cl₃(2,4-di-tert-butyl-6-((dimethylamino)methyl)phenolate)] 
• 14362-12-0 2,2'-methylenebis(4,6-di-tert-butylphenol) 
• 2568-65-2 N,N-dimethyl-3-phenyl-2-propyn-1-amine 
• 120695-70-7 Methylimino-2,2'-dimethylene-bis-(4,6-di-tert-butyl-phenol) 
• 128203-38-3 2,4-Di-tert-butyl-6-phenol 
• 37942-07-7 3,5-di-tert-butyl-2-hydroxybenzaldehyde 
• 24785-45-3 2,4-di-tert-butyl-6-[(n-dodecylthio)methyl]phenol 
• 3383-21-9 3,5-di-tert-butyl-o-benzoquinone 
• 21851-29-6 2-acetoxy-3,5-di-tert-butylbenzyl acetate 
• 128203-39-4 N,N-Dimethyl-(3,5-di-tert-butyl-2-hydroxyphenyl)-methylamine-oxide 
• 128203-40-7 2,4-Di-tert-butyl-6-methoxymethylphenol 
• 96-76-4 2,4-di-tert-Butylphenol 
• 128203-42-9 N-methyl-2,3-dihydro-1H-6,8-bis(1,1-dimethylethyl)benz[1,2-e][1,3]oxazine 

Relevant articles and documents

Scrabbling around in Synthetic Nuances Managing Sodium Compounds: Bisphenol/Bisnaphthol Synthesis by Hydroxyl Group Masking

A unique method of bisphenol/bisnaphthol synthesis is being proposed, serendipitously discovered in the course of the careful analysis of an aminophenol methylation reaction. The insightful exploration of the synthesis of N- or O-methylated species, originating from functionalized phenols obtained by a conventional strategy, provided the opportunity to discover an unexpected reaction pathway yielding various bisphenols. Sodium complexes were found to be crucial intermediates in the synthetic scenario. Their formation, which is usually an imperceptive step, was substantial for the productive outcome of functional group protection. Thorough exploration revealed an essential structural motif of aminophenolate, necessary for the successful outcome of the reaction, and also enabled establishing the limitations of the new method. The work demonstrated that a slight change in the perspective and close inspection of the synthetic nuances can answer the important question concerning what a specific target-oriented synthesis strategy is lacking.

New opportunities for duff reaction

Reaction of 2,4-di-tert-butylphenol with urotropin in conditions of Duff reaction takes an abnormal route and instead of the expected di-tert-butylsalicylaldehyde provides a mixture of N-substituted 3,5-di-tert-butyl-2-hydroxybenzylamines and redox conjugate benzoxazines containing mostly 6,8-di-tert-butyl-3-(3,5-di-tert-butyl-2-hydroxybenzyl)-2H-3, 4-dihydrobenz[e][1,3]oxazine. A solvolysis of an individual benzoxazine in the system HO(CH2)2OH-H2O-HCl affords di(3,5-di-tert-butyl-2-hydroxybenzyl)amine, and in AcOH 3,5-di-tert- butylsalicilaldehyde. A mechanism of Duff reaction was suggested involving the formation of a benzoxazine intermediate. 2005 Pleiades Publishing, Inc.

Construction of persistent phenoxyl radical with intramolecular hydrogen bonding [3]

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