88-32-4

Basic information

• Product Name: 2-TERT-BUTYL-4-HYDROXYANISOLE
• Synonyms: 3-TERT-BUTYL-4-METHOXYPHENOL;2-BHA;2-T-BUTYL-4-HYDROXYANISOLE;2-TERT-BUTYL-4-HYDROXYANISOLE;3-tert-Bha;3-tert-butyl-4-methoxy-pheno;3-tert-Butylated hydroxyanisole;3-tert-butylatedhydroxyanisole
• CAS NO: 88-32-4
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24
• EINECS: 201-820-3
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals;Agro-Products
• Mol File: 88-32-4.mol

Chemical Properties

• Melting Point: 64℃
• Boiling Point: 253.08°C (rough estimate)
• Flash Point: 136 °C
• Appearance: /
• Density: 0.9976 (rough estimate)
• Vapor Pressure: 0.000991mmHg at 25°C
• Refractive Index: 1.4708 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.58±0.18(Predicted)
• CAS DataBase Reference: 2-TERT-BUTYL-4-HYDROXYANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TERT-BUTYL-4-HYDROXYANISOLE(88-32-4)
• EPA Substance Registry System: 2-TERT-BUTYL-4-HYDROXYANISOLE(88-32-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 88-32-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 638, 1980 DOI: 10.1055/s-1980-29150

InChI:InChI=1/C11H16O2/c1-11(2,3)9-7-8(12)5-6-10(9)13-4/h5-7,12H,1-4H3

Upstream product

• 1948-33-0 tert-butylhydroquinone 
• 3421-95-2 4-(benzyloxy)-2-(tert-butyl)phenol 
• 77-78-1 dimethyl sulfate 
• 70020-83-6 2-tert-Butyl-4-(tert-butyl-dimethyl-silanyloxy)-phenol 
• 70020-84-7 tert-Butyl-(3-tert-butyl-4-methoxy-phenoxy)-dimethyl-silane 
• 21112-37-8 1,4-dimethoxy-2-tert-butylbenzene 
• 150-76-5 4-methoxy-phenol 
• 75-65-0 tert-butyl alcohol 
• 115-11-7 isobutene 
• 1991-52-2 2,5-di-tert-butyl-4-methoxyphenol 

Downstream Products

• 311337-21-0 C₁₇H₁₇Cl₂NO₄ 
• 1351258-69-9 4-(3-tert-butyl-4-methoxyphenoxy)phthalonitrile 
• 121-00-6 3-tert-Butyl-4-hydroxyanisole 
• 1948-33-0 tert-butylhydroquinone 
• 1072073-04-1 2-allyl-5-tert-butyl-4-methoxyphenol 
• 131311-36-9 2-Allyl-6-tert-butyl-4-methoxy-phenol 
• 95323-87-8 3-tert.-Butyl-4-methoxy-phenoxyradikal 
• 1911-86-0 5,5'-dimethoxy-4,4'-di-t-butylbiphenyl-2,2'-diol 
• 85013-44-1 2-hydroxy-2'-(2-hydroxy-5-methoxy-4-t-butylphenoxy)-5,5'-dimethoxy-4,4'-di-t-butylbiphenyl 
• 85013-43-0 4-methoxy-2-(4-methoxy-3-t-butylphenoxy)-5-t-butylphenol 
• 36122-03-9 4-tert-butyl-5-methoxy-1,2-benzoquinone 
• 5288-44-8 5,5'-di-tert-butyl-4,4'-dimethoxy-2,2'-methanediyl-di-phenol 
• 91352-66-8 4-tert-butyl-5-methoxycatechol 
• 1947-14-4 1,2,5-trimethoxy-4-tert-butylbenzene 

Relevant articles and documents

Photocatalytic synthesis of dihydrobenzofurans by oxidative [3+2] cycloaddition of phenols

We report a protocol for oxidative [3+2] cycloadditions of phenols and alkenes applicable to the modular synthesis of a large family of dihydrobenzofuran natural products. Visible-light-activated transition metal photocatalysis enables the use of ammonium persulfate as an easily handled benign terminal oxidant. The broad range of organic substrates that are readily oxidized by photoredox catalysis suggests that this strategy may be applicable to a variety of useful oxidative transformations.

IMPROVEMENT IN SYNTHESIS OF BUTYLATED HYDROXYANISOLE FROM TERTIARY BUTYL HYDROQUINONE

An improved process for production and novel physical forms of butylated hydroxyanisole (BHA) is described wherein tertiary butyl hydroquinone (TBHQ) reacts within a range of about 30 to 50° C with stoichiometrically slight excess of dimethyl sulphate and sodium hydroxide, the sodium hydroxide being added stoichiometrially in slight excess of dimethyl sulphate. Major portion of BHA formed in this reaction was recovered in a crystalline form in which 3-t-butyl-4-hydroxyanisole (3 isomer) is at least at about 99% level, usually at about 99.5% or more, and TBHQ at 100 ppm or less. BHA remaining in mother liquor after crystallization was recovered by distillation and had same purity as the crystalline BHA. The crystalline form was prepared as low density as well as high density form and further could be converted into compressed forms including flakes, tablets and the like.

Process for preparing monoalkylethers of hydroquinone and its derivatives

A method for preparing monoalkylethers of hydroquinone and of substituted hydroquinones of general formula STR1 in which R is an alkyl group and R1 is hydrogen or an alkyl group, wherein a hydroquinone compound of general formula STR2 is reacted with an alcohol or formula R-OH in the presence of transition metal salts, either in the presence or in the absence of air or oxygen.