53148-13-3

Basic information

• Product Name: 4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER
• Synonyms: 4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER;(E)-methyl 4-((hydroxyimino)methyl)benzoate
• CAS NO: 53148-13-3
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Mol File: 53148-13-3.mol
• Article Data: 20

Chemical Properties

• Melting Point: 119-122 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 289.4±23.0 °C(Predicted)
• Appearance: /
• Density: 1.16±0.1 g/cm3(Predicted)
• PKA: 10.29±0.10(Predicted)
• CAS DataBase Reference: 4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER(53148-13-3)
• EPA Substance Registry System: 4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER(53148-13-3)

Safety Data

• Hazardous Substances Data: 53148-13-3(Hazardous Substances Data)

Upstream product

• 1571-08-0 methyl 4-formylbenzoate 
• 6908-41-4 4-(methoxycarbonyl)benzyl alcohol 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 17763-71-2 4-carbomethoxyphenyl triflate 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 99-96-7 4-hydroxy-benzoic acid 

Downstream Products

• 72331-27-2 4-oxycyano-benzoic acid methyl ester 
• 568588-36-3 methyl 4-(5-butyl-4,5-dihydroisoxazol-3-yl)benzoate 
• 1041437-85-7 4-[5-(4-methoxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzoic acid methyl ester 
• 1041437-88-0 4-[5-(4-acetoxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzoic acid methyl ester 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 82544-82-9 methyl 4-(1H-tetrazole-5-yl)benzoate 
• 1571-08-0 methyl 4-formylbenzoate 
• 1428527-86-9 4-(5-(4-hydroxy-2-(pyridin-2-yl)pyrimidin-5-yl)isoxazol-3-yl)phenyl(methyl)phosphinic acid 
• 1428527-85-8 ethyl 4-(5-(4-hydroxy-2-(pyridin-2-yl)pyrimidin-5-yl)isoxazol-3-yl)phenyl(methyl)phosphinate 

Relevant articles and documents

A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2

A new transition-metal-free one-pot cascade process for the direct conversion of alcohols to nitriles was developed without introducing an “additional carbon atom”. This protocol allows transformations of readily available, inexpensive, and abundant alcohols to highly valuable nitriles.

Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO

A simple, mild, and practical process for direct conversion of aldehydes to nitriles was developed feathering a wide substrate scope and great functional group tolerability (52 examples, over 90% yield in most cases) using inorganic reagents (NH2OH/Na2CO3/SO2F2) in DMSO. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable nitriles in a pot, atom, and step-economical manner without transition metals. This protocol will serve as a robust tool for the installation of cyano-moieties to complicated molecules.

SO 2 F 2 -Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles

A rapid, simple and mild process for the dehydration of aldoximes to give the corresponding nitriles, which utilizes SO 2 F 2 as an efficient reagent, has been developed. A variety of (hetero)arene, alkene, alkyne and aliphatic aldoximes proceeded with high efficiency to afford nitriles in excellent to quantitative yields with great functional group compatibilities in acetonitrile under ambient conditions. Furthermore, an eco-friendly synthetic protocol to access nitriles from aldehydes with ortho -, meta - and para -nitrile groups was also described in aqueous methanol by using inorganic base Na 2 CO 3, and a one-pot synthetic strategy to generate nitriles from aldehydes was proved to be feasible.