88-26-6

Basic information

• Product Name: 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol
• Synonyms: Benzyl alcohol, 3,5-di-tert-butyl-4-hydroxy-;Ionox 100;Ionox 100 Antioxidant;ionox100;ionox100antioxidant;3,5-Di-Ter-Butyl-4-Hydroxy-Benzylaldehyde;3,5-Di-tert-butyl-4-hydrobenzylalcohol;Butylated hydroxymethylphenol
• CAS NO: 88-26-6
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35
• EINECS: 201-815-6
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alcohols;C9 to C30;Oxygen Compounds;Building Blocks;C11 to C30+;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 88-26-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 139-141 °C(lit.)
• Boiling Point: 214°C 40mm
• Flash Point: 214°C/40mm
• Appearance: /
• Density: 0.9845 (rough estimate)
• Vapor Pressure: 0.000337mmHg at 25°C
• Refractive Index: 1.5542 (estimate)
• PKA: 12.01±0.40(Predicted)
• Water Solubility: Insoluble in water
• BRN: 2052291
• CAS DataBase Reference: 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol(88-26-6)
• EPA Substance Registry System: 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol(88-26-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DO0750000
• TSCA: Yes
• Hazardous Substances Data: 88-26-6(Hazardous Substances Data)

Usage

Chemical Properties

White, crystalline powder.No odor. Partially soluble in methanol, ethanol, and acetone; insoluble in water. Combustible.

Uses

Different sources of media describe the Uses of 88-26-6 differently. You can refer to the following data:
1. 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol is an antioxidant used alone or in combination with other permitted antioxidants. The total amount of all antioxidants added to food must not exceed 0.02% of the oil or fat content of the food, including the essential (volatile) oil content of the food.
2. 3,5-di-Tert-butyl-4-hydroxybenzyl Alcohol is used in preparation of Difluoroketones via HFIP-catalyzed Dehydroxyfluoroalkylation.
3. Antioxidant for gasoline and other hydrocarbons.

Hazard

Toxic by ingestion.

InChI:InChI=1/C15H24O2/c1-14(2,3)11-7-10(9-16)8-12(13(11)17)15(4,5)6/h7-8,16-17H,9H2,1-6H3

Upstream product

• 50-00-0 formaldehyd 
• 128-39-2 2,6-di-tert-butylphenol 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 106-44-5 p-cresol 
• 115-11-7 isobutene 
• 36197-06-5 2,6-dimethyl-p-quinone methide 
• 64-19-7 acetic acid 
• 1669-36-9 4-bromo-4-methyl-2,6-di-tert-butylcyclohexa-2,5-dienone 
• 752-60-3 tris-(3,5-di-tert-butyl-4-hydroxybenzyl)-amine 
• 2607-52-5 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one 
• 7732-18-5 water 
• 67-64-1 acetone 
• 1918-11-2 terbucarb 
• 10396-80-2 2,6-di-tert-butyl-4-hydroxy-4-methylcyclohexa-2,5-dienone 

Downstream Products

• 174876-43-8 2,6-di-tert-butyl-4-[2-(3,4-dimethoxyphenacyl)-4,5-dimethoxybenzyl]phenol 
• 174876-44-9 2-[2-(3,5-Di-tert-butyl-4-hydroxy-benzyl)-4,5-dimethoxy-phenyl]-1-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-ethanone 
• 2607-52-5 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one 
• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 
• 14387-17-8 3,5-di-tert-butyl-4-hydroxybenzyl acetate 
• 14329-32-9 2,6-di-tert-butyl-[1,4]benzoquinone-4-(4-dimethylamino-phenylimine) 

Relevant articles and documents

Synthetic method of antioxidant

The invention discloses a synthesis method of an antioxidant, which comprises the following steps: reacting cyanuric chloride with an intermediate 8 and an intermediate 11 in sequence through temperature control to prepare an intermediate 12, hydrolyzing the intermediate 12, grafting a product on nano silicon dioxide to prepare the antioxidant; wherein the antioxidant is grafted with the nano silicon dioxide, so that the antioxidant can be fully dispersed when being mixed with a polymer, does not migrate along with the increase of service time, contains hindered phenol and phosphite structures, can provide hydrogen atoms to prevent the formation of chain free radicals, and reacts with the chain free radicals to achieve the purpose of inhibiting oxidation. Meanwhile, unstable hydrogen peroxide can be decomposed into stable compounds, so that formation of new free radicals is prevented, and the purpose of terminating a chain reaction is achieved.

Unusual transformation of 4-hydroxy/methoxybenzylic alcohols via C[sbnd]C ipso-substitution reaction using proton-exchanged montmorillonite as media

We present here proton-exchanged montmorillonite-mediated an unusual transformation of 4-hydroxy and 4-methoxybenzylic alcohols to form symmetrical benzylic ethers and diarylmethanes under mild conditions. Nuclear magnetic resonance spectroscopy and density functional theory calculations support a plausible mechanism, which includes a distinctive aromatic C[sbnd]C ipso-substitution reaction with a hydroxymethyl group as the C-based leaving group.

Synthetic method of 4-hydroxymethyl-2, 6-di-tert-butylphenol

The invention provides a synthetic method of 4-hydroxymethyl-2, 6-di-tert-butylphenol. The synthetic method includes the steps of adopting the 2, 6-di-tert-butylphenol and paraformaldehyde or formaldehyde aqueous solution as starting material, adding solvent and catalysts, performing one-step reaction in a hydrothermal synthesis reactor and under a certain reaction temperature for a certain reaction time and then generating a target product. The synthetic method of 4-hydroxymethyl-2, 6-di-tert-butylphenol has the advantages of simple steps, convenient operation, green reaction process, and higher synthesis efficiency than an existing synthesis method.