25804-49-3

Basic information

• Product Name: tert-butyl 4-hydroxybenzoate
• Synonyms: tert-butyl 4-hydroxybenzoate;4-Hydroxybenzoic acid 1,1-dimethylethyl ester;Benzoic acid, 4-hydroxy-, 1,1-diMethylethyl ester;4-Hydroxy-benzoic acid tert-butyl ester;p-Hydroxybenzoic acid tert-butyl ester;tert-Butyl p-hydroxybenzoate
• CAS NO: 25804-49-3
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.22706
• EINECS: 247-272-9
• Mol File: 25804-49-3.mol
• Article Data: 38

Chemical Properties

• Melting Point: 130-132 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 295.573 °C at 760 mmHg
• Flash Point: 121.533 °C
• Appearance: /
• Density: 1.108 g/cm³
• Vapor Pressure: 0.000858mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: 2-8°C
• PKA: 8.25±0.15(Predicted)
• CAS DataBase Reference: tert-butyl 4-hydroxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-hydroxybenzoate(25804-49-3)
• EPA Substance Registry System: tert-butyl 4-hydroxybenzoate(25804-49-3)

Safety Data

• Hazardous Substances Data: 25804-49-3(Hazardous Substances Data)

Usage

General Description

Tert-butyl 4-hydroxybenzoate, also known as butylated hydroxytoluene (BHT), is a synthetic antioxidant commonly used in the food, cosmetic, and pharmaceutical industries. It is derived from 4-hydroxybenzoic acid and tert-butanol and is widely used as a preservative to extend the shelf life of products by preventing oxidation and spoilage. BHT has been approved by the FDA for use in food and is commonly added to products such as snack foods, baked goods, and oils to prevent rancidity. In cosmetics, it is used to extend the shelf life of products by preventing the degradation of fats and oils. However, there is some controversy surrounding the safety of BHT, as studies have shown potential health risks associated with its consumption in high doses.

InChI:InChI=1/C11H14O3/c1-11(2,3)14-10(13)8-4-6-9(12)7-5-8/h4-7,12H,1-3H3

Upstream product

• 115-11-7 isobutene 
• 99-96-7 4-hydroxy-benzoic acid 
• 59247-47-1 tert-butyl-4-bromobenzoate 
• 75-91-2 tert.-butylhydroperoxide 
• 14191-95-8 4-cyanomethylphenol 
• 37470-46-5 4-hydroxy-3-iodobenzoic acid 
• 4541-32-6 2,2-dimethylcyclopentanone 
• 1311175-57-1 tert-butyl 4-hydroxy-3-iodobenzoate 
• 27914-73-4 4-acetoxybenzoyl chloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 75-65-0 tert-butyl alcohol 
• 67258-86-0 p-pivaloyloxyphenyl benzyl ether 
• 59854-09-0 tert-butyl 4-acetoxybenzoate 

Downstream Products

• 143818-55-7 3,3-diethyl-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-2-azetidinone 
• 86410-64-2 tert-butyl 4-<4-(hexadecylamino)benzoyl>oxybenzoate 
• 205047-49-0 4-(4-Oxo-azetidin-2-yloxy)-benzoic acid tert-butyl ester 
• 3389-54-6 n-benzoylpyrrolidine 
• 200205-03-4 4-Acryloyloxy-benzoic acid tert-butyl ester 
• 1433755-22-6 C₁₄H₁₈O₅ 
• 166977-33-9 4-[[(5,6-Dihydro-5,5-dimethyl-8-phenyl-2-naphthalenyl)carbonyl]oxy]benzoic acid, tert-butyl ester 
• 1068160-19-9 tert-butyl 4-{[(4-methylphenyl)sulfonyl]oxy}benzoate 
• 1696-17-9 N,N-diethylbenzamide 
• 1759-68-8 N-benzoylcyclohexylamine 
• 2217-32-5 (tetrahydrofuran-2-yl)methyl benzoate 
• 776-75-0 N-benzoylpiperidine 
• 164032-94-4 (3R,4S)-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-3-ethyl-3-(phenylmethyl)azetidin-2-one 
• 164201-58-5 (3S,4S)-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-3-ethyl-3-(phenylmethyl)azetidin-2-one 

Relevant articles and documents

Silver/manganese dioxide nanorod catalyzed hydrogen-borrowing reactions and tert-butyl ester synthesis

Silver/manganese dioxide (Ag@MnO2) nanorods are synthesized and characterized by scanning electron microscopy, transmission electron microscopy, energy dispersive X-ray spectroscopy, X-ray powder diffraction, and X-ray photoelectron spectroscopy. It was discovered that Ag@MnO2 nanorods can realize hydrogen-borrowing reactions in high yields and are also effective for the synthesis of tert-butyl esters from aryl cyanides and tert-butyl hydroperoxide in a short period of time. Mechanistic experiments revealed that this catalytic system acts as a Lewis acid in hydrogen-borrowing reactions, while the synthesis of tert-butyl esters occurs through a radical pathway. This is the first report on the excellent catalytic activity of Ag@MnO2 nanorods as a catalyst.

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