15457-50-8

Basic information

• Product Name: p-(N-Benzoylamino)phenol
• Synonyms: 4-(Benzoylamino)phenol;4-(N-Benzoylamino)phenol;4’-Hydroxybenzanilide;4-Benzamidophenol;Benzamide,N-(4-hydroxyphenyl)-;Benzanilide,4’-hydroxy-;N-Benzoyl-4-aminophenol;p-(N-Benzoylamino)phenol
• CAS NO: 15457-50-8
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23194
• Mol File: 15457-50-8.mol

Chemical Properties

• Melting Point: 227 °C
• Boiling Point: 302.1°Cat760mmHg
• Flash Point: 136.5°C
• Appearance: /
• Density: 1.278g/cm³
• Vapor Pressure: 0.000565mmHg at 25°C
• Refractive Index: 1.675
• PKA: 10.26±0.26(Predicted)
• CAS DataBase Reference: p-(N-Benzoylamino)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: p-(N-Benzoylamino)phenol(15457-50-8)
• EPA Substance Registry System: p-(N-Benzoylamino)phenol(15457-50-8)

Safety Data

• Hazardous Substances Data: 15457-50-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Production:
p-(N-Benzoylamino)phenol is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be incorporated into the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Synthesis:
As an intermediate in organic synthesis, p-(N-Benzoylamino)phenol is utilized in the preparation of a wide range of organic compounds. Its reactivity and functional groups make it a valuable building block for the creation of complex organic molecules, further expanding its applications in the field of organic chemistry.
Used in Photodynamic Therapy for Cancer Treatment:
p-(N-Benzoylamino)phenol has been studied for its potential use in photodynamic therapy, a non-invasive cancer treatment method. Its ability to absorb light and generate reactive oxygen species upon exposure makes it a promising candidate for the development of new cancer therapies, offering an alternative to traditional chemotherapy and radiation treatments.
Used as a Reagent in Organic Chemistry:
p-(N-Benzoylamino)phenol serves as an important reagent in the synthesis of various organic compounds. Its versatility and reactivity make it a valuable tool for chemists, enabling the synthesis of a diverse array of organic molecules for research and industrial applications.

InChI:InChI=1/C13H11NO2/c15-12-8-6-11(7-9-12)14-13(16)10-4-2-1-3-5-10/h1-9,15H,(H,14,16)

Upstream product

• 110-86-1 pyridine 
• 123-30-8 4-amino-phenol 
• 98-88-4 benzoyl chloride 
• 81123-44-6 (4-hydroxyphenyl)(phenyl)methanone oxime 
• 644-32-6 dibenzoyl disulfide 
• 64-17-5 ethanol 
• 93-99-2 benzoic acid phenyl ester 
• 60-29-7 diethyl ether 
• 93-97-0 benzoic acid anhydride 
• 93-98-1 N-phenyl benzoyl amide 
• 33388-23-7 3-benzoyl-2(3H)-benzoxazolethione 
• 304-88-1 N-phenylbenzohydroxamic acid 
• 54769-36-7 N-benzoyloxybenzotriazole 
• 17688-44-7 S-(benzoxazol-2-yl) thiobenzolate 

Downstream Products

• 110194-00-8 benzoic acid-[4-(4-nitro-phenacyloxy)-anilide] 
• 720-98-9 4-benzoyloxy-aniline 
• 29142-31-2 N-((1r,4r)-4-hydroxycyclohexyl)cyclohexanecarboxamide 
• 314751-01-4 N-(3-bromo-4-hydroxyphenyl)benzamide 
• 74973-18-5 acetic acid 4-benzoylaminophenyl ester 
• 102554-85-8 1-benzoylamino-4-(4-nitro-benzoyloxy)-benzene 
• 81079-97-2 N-benzoyl-3,5-bis(N-pyrrolidinylmethyl)-4-hydroxyaniline 
• 81079-98-3 N-(benzoyl)3,5-bis(piperidinylmethyl)-4-hydroxyaniline 
• 81080-00-4 N-(benzoyl)3,5-bis(morpholinomethyl)-4-hydroxyaniline 
• 73153-62-5 4-Benzamidophenyl-methansulfinat 
• 73153-63-6 4-Benzamidophenyl-cyclohexansulfinat 
• 129201-43-0 N-Benzoyl-1,4-benzoquinone imine 
• 73153-59-0 4-(benzoylamino)phenyl methanesulfonate 
• 73153-61-4 4-Benzamidophenyl-cyclohexansulfonat 

Relevant articles and documents

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Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols

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Chlorotropylium Promoted Conversions of Oximes to Amides and Nitriles

Chlorotropylium chloride as a catalyst for the transformations of oximes, ketones, and aldehydes to their corresponding amides and nitriles in excellent yields (up to 99 %) and in short reaction times (mostly 10–15 min). Oximes were electrophilically attacked on the hydroxyl oxygen by chlorotropylium. The produced tropylium oxime ethers were the key intermediates, of which the ketoxime ether led to amide through Beckmann rearrangement, and the aldoxime ether led to nitrile by nitrogen base DBU assisted formal dehydration. This chlorotropylium activation protocol offered general, mild, and efficient avenues bifurcately from oximes to both amides and nitriles by one organocatalyst.

Catalyst- And oxidant-free electrochemical: para -selective hydroxylation of N -arylamides in batch and continuous-flow

Hydroxyl compounds serve as key building blocks in the preparation of biologically active natural products and drugs. Traditionally, hydroxylation of the aromatic ring is achieved using stoichiometric amounts of oxidants, which leads to low atom-economy, undesired by-products, potential explosion risk and environmental pollution. Recently, electrosynthesis has attracted increasing attention as it employs clean electrical energy to promote redox reactions avoiding the use of oxidants. However, due to the poor mass and heat transfers of batch cells, low productivity and selectivity limit its further application. Herein, we develop a catalyst-, oxidant-, acidic solvent- and quaternary ammonium salt-free electrochemical para-selective hydroxylation of N-arylamides at room temperature in batch and continuous-flow. This proposal features excellent position control and water, air and functional group tolerance. Also, it is easy to scale up with higher productivity and selectivity using a flow electrolysis cell.

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