87-97-8

Basic information

• Product Name: 2,6-di-tert-butyl-4-(methoxymethyl)phenol
• Synonyms: 2,6-di-tert-butyl-4-(methoxymethyl)phenol;Phenol, 2,6-bis(1,1-dimethylethyl)-4-(methoxymethyl)-;(3,5-Di-tert-butyl-4-hydroxybenzyl)methyl ether;4-(Methoxymethyl)-2,6-di(tert-butyl)phenol;Ethyl antioxidant 762;Ionol 4;Methyl ether of 3,5-di-tert-butyl-4-hydroxybenzene;Nsc39711
• CAS NO: 87-97-8
• Molecular Formula: C₁₆H₂₆O₂
• Molecular Weight: 250.37644
• EINECS: 201-787-5
• Mol File: 87-97-8.mol
• Article Data: 57

Chemical Properties

• Melting Point: 101 °C
• Boiling Point: 353.51°C (rough estimate)
• Flash Point: 90.9°C
• Appearance: /
• Density: 0.9781 (rough estimate)
• Vapor Pressure: 0.00154mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 11.17±0.70(Predicted)
• CAS DataBase Reference: 2,6-di-tert-butyl-4-(methoxymethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-di-tert-butyl-4-(methoxymethyl)phenol(87-97-8)
• EPA Substance Registry System: 2,6-di-tert-butyl-4-(methoxymethyl)phenol(87-97-8)

Safety Data

• Hazardous Substances Data: 87-97-8(Hazardous Substances Data)

Usage

General Description

2,6-di-tert-butyl-4-(methoxymethyl)phenol is a type of organic compound having intricate chemical structure that falls under the category of phenolic antioxidants. These are widely used to prevent oxidation in substances such as plastics, rubber, and petroleum products. The general constitutional formula of this chemical consists of aromatic phenol unit which is modified by 2,6-di-tert-butyl groups and a methoxymethyl substituted at the 4th position. Although it's less common than some similar chemicals, its primary usage lies in the protection of industrial materials from oxidative damage. This chemical is not usually encountered outside of industrial settings and should be handled with care. Its properties, nomenclature and usage may significantly vary between scientific disciplines and commercial applications.

InChI:InChI=1/C16H26O2/c1-15(2,3)12-8-11(10-18-7)9-13(14(12)17)16(4,5)6/h8-9,17H,10H2,1-7H3

Upstream product

• 50-00-0 formaldehyd 
• 128-39-2 2,6-di-tert-butylphenol 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 67-56-1 methanol 
• 14387-17-8 3,5-di-tert-butyl-4-hydroxybenzyl acetate 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 2179-51-3 4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one 
• 88-26-6 3,5-di-tert-butyl-4-hydroxybenzyl alcohol 
• 94-71-3 2-Ethoxyphenol 
• 64-17-5 ethanol 
• 120-80-9 benzene-1,2-diol 
• 90-05-1 2-methoxy-phenol 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 

Downstream Products

• 1070-83-3 tert-Butylacetic acid 
• 980-17-6 diisopropyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate 
• 127412-24-2 diisobutyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate 
• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 
• 2511-22-0 methyl 3,5-di-tert-butyl-4-hydroxybenzoate 
• 719-22-2 2,6-Di-tert-butyl-1,4-benzoquinone 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 899-89-8 3,5-di-tert-butyl-4-hydroxybenzyl-phosphonic acid dimethyl ester 
• 976-56-7 diethyl 4-hydroxy-3,5-di-tert-butylbenzylphosphonate 
• 4610-03-1 2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxyphenylimino)-2,5-cyclohexadien-1-one 
• 127160-54-7 3,5-Di-tert-butyl-N,N'-bis-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidene)-4-oxo-cyclohexa-2,5-dienecarboxamidine 
• 20357-48-6 2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dienone 
• 938174-15-3 1-[{3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl}methyl]cyclopentanecarboxaldehyde 
• 938174-30-2 2,2-bis[{3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl}methyl]-1-tetralone 

Relevant articles and documents

Bifunctional compound and synthesis method thereof, and applications of bifunctional compound as antioxidant

The invention discloses a bifunctional compound and a synthesis method thereof, and applications of the bifunctional compound as an antioxidant, wherein the bifunctional compound comprises a hinderedphenol unit, a phosphite unit, a trimethylbenzene unit and a straight-chain segment unit. According to the invention, the synergistic effect of the hindered phenol unit and the phosphite unit and thecontent of the effective functional groups in unit mass are adjusted by controlling the length of the straight-chain segment unit, and the trimethylbenzene structure is beneficial to preventing the antioxidant compound from being precipitated out of the polymer; and the compound can be used as an antioxidant of polypropylene or polyethylene.

Novel method for synthesizing antioxidant 330 by catalyst

The invention aims at providing a method for synthesizing an antioxidant 330. Manganese dioxide-titanium dioxide-molecular sieve loaded phosphoric acid and ferroferric oxide-molecular sieve loaded phosphoric acid catalysts are prepared; under the existence of manganese dioxide-titanium dioxide-molecular sieve loaded phosphoric acid catalysts, 2,6-butylated hydroxytoluene and methyl alcohol are used as preparation raw materials to synthesize 3,5-di-tert-4-hydroxybenzyl ether; the methyl alcohol is used as preparation raw materials to synthesize 3,5-di-tert-4-hydroxybenzyl ether; next, under theexistence of the iron oxide-molecular sieve loaded phosphoric acid catalysts, the 3,5-di-tert-4-hydroxybenzyl ether and mesitylene react to obtain the antioxidant 330. The yield of the synthesized antioxidant is high; the purity is high.

Solvolysis of 4-halogeno-4-alkyl-2,6-di-tert-butylcyclohexa-2,5-dienones induced by positive halogen donors as electrophiles

Positive halogen donors such as N-iodosuccinimide (NIS) induce solvolysis of dienones 1, as model 4-halogenocyclohexa-2,5-dienones, in different hydroxylic solvents (ROH), yielding the 4-RO-cyclohexa-2,5-dienones (2). The rate of the solvolysis with NIS is highly dependent on the structure of ROH. The problem of such dependency is overcome by running the reaction in ROH diluted with MeCN, a polar aprotic solvent, in place of pure ROH; the rate of the reaction in the ROH-MeCN solvent mixture is almost independent of the structure (or the polarity) of ROH, and the reaction is completed faster or markedly faster than in neat ROH. The results suggest that the solvolysis rate is controlled by the polarity of the solvent system, although the hydrogen-bond acceptability of MeCN for dilution also accelerates the reaction. A mechanism for the solvolysis is proposed, involving electrophilic attack of a positive halogen donor at the halogen atom of 1, generating the 4-oxocyclohexa-2,5-dienyl cation intermediates (8) via the rate-limiting polar transition states. CSIRO 2013.