1421-49-4

Basic information

• Product Name: 3,5-Di-tert-butyl-4-hydroxybenzoic acid
• Synonyms: 4-HYDROXY-3,5-DITERTBUTYL BENZOIC ACID;3,5-DI-TERT-BUTYL-4-HYDROXYBENZOIC ACID;3,5-Bis-tert-butyl-4-hydroxybenzoic acid;RARECHEM AL BO 0767;3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzoicaci;3,5-bis(1,1-dimethylethyl)-4-hydroxy-Benzoicacid;3,5-di-butyl-4-hydroxybenzoicacid;3,5-di-tert-butyl-4-hydroxy-benzoicaci
• CAS NO: 1421-49-4
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33
• EINECS: 215-823-2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;Carboxylic Acids;Phenyls & Phenyl-Het;Pharmaceutical Intermediate;C13 to C42+;Carbonyl Compounds
• Mol File: 1421-49-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 206-209 °C(lit.)
• Boiling Point: 353.47°C (rough estimate)
• Flash Point: 174 °C
• Appearance: Light yellow to beige crystalline powder
• Density: 1.0589 (rough estimate)
• Vapor Pressure: 3.28E-05mmHg at 25°C
• Refractive Index: 1.5600 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.77±0.10(Predicted)
• Water Solubility: Insoluble in water.
• Stability: Hygroscopic
• BRN: 2216948
• CAS DataBase Reference: 3,5-Di-tert-butyl-4-hydroxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Di-tert-butyl-4-hydroxybenzoic acid(1421-49-4)
• EPA Substance Registry System: 3,5-Di-tert-butyl-4-hydroxybenzoic acid(1421-49-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DG6320000
• TSCA: Yes
• Hazardous Substances Data: 1421-49-4(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow to beige crystalline powder

Uses

3,5-Di-tert-butyl-4-hydroxybenzoic acid was used in the synthesis of antistress agents. It is used as pharmaceutical intermediates.

General Description

3,5-Di-tert-butyl-4-hydroxybenzoic acid is a metabolite of butylated hydroxytoluene.

InChI:InChI=1/C15H22O3/c1-14(2,3)10-7-9(13(17)18)8-11(12(10)16)15(4,5)6/h7-8,16H,1-6H3,(H,17,18)/p-1

Upstream product

• 124-38-9 carbon dioxide 
• 554-68-7 triethylamine hydrochloride 
• 128-39-2 2,6-di-tert-butylphenol 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 40056-43-7 3,5-di-tert-butyl-4-hydroxybenzoyl chloride 
• 14035-33-7 1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethanone 
• 22719-43-3 Coppinger's Radikal 
• 1918-11-2 terbucarb 
• 2511-22-0 methyl 3,5-di-tert-butyl-4-hydroxybenzoate 
• 1988-88-1 2,6-di-tert-butyl-4-cyanophenol 
• 95741-32-5 2,4-dinitrophenyl 4-hydroxy-3,5-di-tert-butylbenzoate 
• 67-68-5 dimethyl sulfoxide 
• 69901-42-4 1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadienyl 3,5-di-tert-butyl-4-hydroxyperbenzoate 
• 69901-41-3 1-isopropyl-3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienyl 3,5-di-tert-butyl-4-hydroxyperbenzoate 

Downstream Products

• 88-26-6 3,5-di-tert-butyl-4-hydroxybenzyl alcohol 
• 137937-56-5 2-ethylhexyl 3,5-di-tert-butyl-4-hydroxybenzoate 
• 51517-24-9 tert-butyl 3,5-di-tert-butyl-4-hydroxybenzoate 
• 206123-17-3 N-[3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzoyl]serine methyl ester 
• 176378-79-3 6-amino-5-(3,5-di-tert-butyl-4-hydroxyphenylcarboxamido)-3-methyl-1-(4-fluorophenyl)-2,4-(1H,3H)-pyrimidinedione 
• 93156-92-4 3,5-Bis(1,1-dimethylethyl)-4-methoxy-benzoic acid 
• 137689-82-8 N-methoxy-N-methyl-(3,5-di-tert-butyl-4-hydroxy)benzamide 
• 253137-70-1 (4-bromobutyl) 3,5-di-tert-butyl-4-hydroxybenzoate 
• 1350297-02-7 1-acetyl-3-[4-(3,5-di-tert-butyl-4-hydroxybenzoylamino)phenyl]-5-ferrocenyl-4,5-dihydropyrazole 
• 1350297-00-5 1-acetyl-5-[4-(3,5-di-tert-butyl-4-hydroxybenzoylamino)phenyl]-3-ferrocenyl-4,5-dihydropyrazole 
• 1350296-94-4 4-(3,5-di-tert-butyl-4-hydroxybenzoylamino)phenylferrocene 
• 1350296-97-7 3-[4-(3,5-di-tert-butyl-4-hydroxybenzoylamino)phenyl]-1-ferrocenylprop-2-en-1-one 
• 667936-41-6 C₃₇H₄₆F₂N₂O₃ 
• 667936-38-1 C₃₇H₄₈F₂N₂O₂ 

Relevant articles and documents

Synthetic method for antitumor drug intermediate 3,5-di-tert-butyl-4-hydroxybenzoic acid

The invention discloses a synthetic method for the antitumor drug intermediate 3,5-di-tert-butyl-4-hydroxybenzoic acid. The synthetic method comprises the following steps: adding 2-amino-3,5-di-tert-butyl-4-hydroxy-6-bromo-benzyl alcohol and a sodium sulfate solution into a reaction vessel, controlling the speed of stirring, controlling a solution temperature, carrying out a reaction, adding anitromethane solution, raising the solution temperature and the stirring speed, and continuing the reaction; and adding a diethyl glutarate solution and niobium pentachloride powder, carrying out a reaction, carrying out washing with a sodium bromide solution a plurality of times, adding an oxalic acid solution to adjust a pH value, carrying out washing with a 1,2-diphenylethane solution a plurality of times, then carrying out recrystallization in a dibutylamine solution, and carrying out dehydration with a dehydrating agent so as to obtain the finished 3,5-di-tert-butyl-4-hydroxybenzoic acid.

Preparation method of propofol and structural analogues of propofol

The invention relates to a preparation method of propofol and structural analogues of propofol. The preparation method comprises the steps as follows: preparing an intermediate from p-hydroxybenzoic acid and alkyl alcohol as raw materials under the action of a solid acid catalyst, and then preparing a target product by a decarboxylase reaction. The preparation method has the characteristics of being green in synthesis, realizing biotransformation, causing little pollution, producing few by-products and the like, and is suitable for industrial production; the purity of the prepared products such as propofol is 99.6% or higher, which meets various medicinal standards.

Method for producing 3,5-DI-TERT-BUTYL-4-hydroxybenzoic acid

The present invention provides a method for producing 3,5-di-tert-butyl-4-hydroxybenzoic acid comprising:(1) providing 2,6-di-tert-butylphenol which may contain up to 0.5 % by weight of 3,3',5,5'-tetra-tert-butyl-4,4'-dihydroxybiphenyl;(2) reacting a basic alkali metal compound with an excess amount of the 2,6-di-tert-butylphenol, which is: in excess of the basic alkali metal compound, to give the alkali metal 2,6-di-tert-butylphenolate; and(3) reacting the alkali metal 2,6-di-tert-butylphenolate obtained in step (2) with carbon dioxide to give 3,5-di-tert-butyl-4-hydroxybenzoic acid. According to the method of the present invention, 3,5-di-tert-butyl-4-hydroxybenzoic acid can be obtained with high and stable yield.