92506-32-6

Basic information

• Product Name: Benzaldehyde, 4-methoxy-, O-(phenylmethyl)oxime
• CAS NO: 92506-32-6
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• Mol File: 92506-32-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-methoxy-, O-(phenylmethyl)oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-methoxy-, O-(phenylmethyl)oxime(92506-32-6)
• EPA Substance Registry System: Benzaldehyde, 4-methoxy-, O-(phenylmethyl)oxime(92506-32-6)

Safety Data

• Hazardous Substances Data: 92506-32-6(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 177750-79-7 N-benzyloxy-1-(phenylsulfonyl)methanimine 
• 622-33-3 N-benzyloxyamine 
• 2746-25-0 p-Methoxybenzyl bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 73995-67-2 (S)-2-[3-(4-Methoxy-phenyl)-oxaziridin-2-yl]-3-phenyl-propionic acid methyl ester 
• 73995-68-3 (S)-2-[3-(4-Methoxy-phenyl)-oxaziridin-2-yl]-4-methyl-pentanoic acid methyl ester 
• 872984-86-6 (S)-2-[3-(4-Methoxy-phenyl)-oxaziridin-2-yl]-3-methyl-butyric acid methyl ester 
• 872984-87-7 (S)-2-[3-(4-Methoxy-phenyl)-oxaziridin-2-yl]-propionic acid methyl ester 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 872848-25-4 [3-(4-methoxy-phenyl)-oxaziridin-2-yl]-acetic acid methyl ester 
• 3717-21-3 p-methoxyl benzaldoxime 

Downstream Products

• 140451-68-9 2-[3-[(Z)-Benzyloxyimino]-3-(4-methoxy-phenyl)-2-oxo-propyl]-isoindole-1,3-dione 

Relevant articles and documents

Metal-Free Transformation of Sulfonyl Oxime Ethers with Amines to Oxime Ethers

Sulfonyl oxime ethers undergo facile radical substitutions with various amines to yield the corresponding oxime ethers. An efficient arylation of sulfonyl oxime ethers was accomplished under ambient temperature and metal-free conditions, with a wide range of functional group tolerance. Mechanistic investigations indicate that a phenyl radical is involved in the catalytic cycle.

Metal-Free 2,2,6,6-tetramethylpiperidin-1-yloxy radical (TEMPO) catalyzed aerobic oxidation of hydroxylamines and alkoxyamines to oximes and oxime ethers

TEMPO-Mediated oxidation of hydroxylamines (=hydroxyamines) and alkoxyamines to the corresponding oxime derivatives is reported (TEMPO=2,2,6,6-tetramethylpiperidin-1-yloxy radical; Scheme 2). These environmentally benign oxidations proceed in good to excellent yields (Table 1). For alkoxyamines, oxidation to the corresponding oxime ethers can be performed by using dioxygen as a terminal oxidant in the presence of 5-10 mol-% of TEMPO or 4-substituted derivatives thereof as a catalyst (Scheme 3 and Table 2). Importantly, benzyl bromides can directly be transformed to oxime ethers via in situ alkoxyamine formation by a nucleophilic substitution followed by TEMPO-mediated oxidation (Scheme 4 and Table 3). Copyright

Tandem oxidation processes: The direct conversion of activated alcohols into oximes; synthesis of citaldoxime

The direct conversion of primary alcohols into oximes is reported using manganese dioxide and alkoxylamines/hydroxylamine as their hydrochloride salts or supported on Amberlyst 15. This transformation has been applied to a range of benzylic, allylic and propargylic alcohols and utilised to prepare the natural product citaldoxime.