33499-33-1

Basic information

• Product Name: 3-Nitrobenzaldehyde O-methyl oxime
• Synonyms: 3-Nitrobenzaldehyde O-methyl oxime
• CAS NO: 33499-33-1
• Molecular Formula: C₈H₈N₂O₃
• Molecular Weight: 0
• Mol File: 33499-33-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Nitrobenzaldehyde O-methyl oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitrobenzaldehyde O-methyl oxime(33499-33-1)
• EPA Substance Registry System: 3-Nitrobenzaldehyde O-methyl oxime(33499-33-1)

Safety Data

• Hazardous Substances Data: 33499-33-1(Hazardous Substances Data)

Upstream product

• 3431-62-7 3-nitrobenzaldoxime 
• 74-88-4 methyl iodide 
• 593-56-6 N-methoxylamine hydrochloride 
• 99-61-6 3-nitro-benzaldehyde 
• 3376-32-7 benzaldehyde O-methyloxime 
• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 3717-30-4 3-nitrobenzaldoxime 
• 3717-29-1 E-3-nitrobenzaldoxime 
• 67-62-9 O-Methylhydroxylamin 
• 64-17-5 ethanol 
• 77-78-1 dimethyl sulfate 
• 71-43-2 benzene 
• 67-56-1 methanol 

Downstream Products

• 618-95-1 methyl 3-nitrobenzoate 
• 618-98-4 ethyl 3-nitrobenzoate 
• 74-87-3 methylene chloride 
• 121-92-6 3-nitrobenzoic acid 
• 84459-32-5 2-bromo-5-nitrobenzaldehyde 

Relevant articles and documents

Monomeric Octahedral Ruthenium(II) Complex Enabled meta-C-H Nitration of Arenes with Removable Auxiliaries

A removable oxime-assisted meta-C-H nitration of arenes is reported. Mechanistic investigations and DFT calculations reveal a new monomeric octahedral ruthenium(II) complex is responsible for the meta-selective nitration. Dioxygen as a cooxidant is crucial for achieving high conversion and good yields. Moreover, the utility of the present reaction protocol is further showcased by the late-stage modification of the clinical CNS drugs Diazepam and Fluvoxamine.

Oxidative conversion of aldoximes into carboxylic acid esters

Aromatic and aliphatic aldoximes or their O-methyl ethers can be efficiently converted into the corresponding carboxylic acid esters by treatment with an alcoholic solution of 30% hydrogen peroxide in the presence of catalytic amounts of 2-nitrobenzeneseleninic acid. Primary alcohols give excellent to good yields, secondary ones - good to moderate, but with tertiary alcohols no esterification is observed.