70286-36-1

Basic information

• Product Name: Benzaldehyde, 4-methyl-, O-methyloxime, (E)-
• CAS NO: 70286-36-1
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Mol File: 70286-36-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-methyl-, O-methyloxime, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-methyl-, O-methyloxime, (E)-(70286-36-1)
• EPA Substance Registry System: Benzaldehyde, 4-methyl-, O-methyloxime, (E)-(70286-36-1)

Safety Data

• Hazardous Substances Data: 70286-36-1(Hazardous Substances Data)

Upstream product

• 593-56-6 N-methoxylamine hydrochloride 
• 104-87-0 4-methyl-benzaldehyde 
• 2446-51-7 N-methoxybenzamide 
• 3717-15-5 p-methylbenzaldehyde oxime 
• 2181-42-2 trimethylsulphonium iodide 

Downstream Products

• 91222-73-0 (z)-1-amino-1-(p-methylphenyl)-2-(2-pyridyl)ethene 
• 91222-69-4 trans-2-(p-methylphenyl)-3-(2-pyridyl)aziridine 
• 104-85-8 para-methylbenzonitrile 
• 254992-96-6 N-(4-methylphenyl)-α-2-propenylbenzenemethanamine 
• 76056-06-9 4-methyl-N-diphenylmethylaniline 
• 330685-48-8 O-methyl-N-(4-methylbenzyl)hydroxylamine 
• 1430215-40-9 6-(tert-butyl)-1-chloro-4-methyl-3-phenylisoquinoline 
• 1430215-41-0 6-(tert-butyl)-1-chloro-3,4-diphenylisoquinoline 

Relevant articles and documents

A Short Total Synthesis of Benzophenanthridine Alkaloids via a Rhodium(III)-Catalyzed C-H Ring-Opening Reaction

The biologically important naturally available benzophenanthridines were prepared efficiently in three steps with overall good yields. A new synthetic methodology involving a rhodium(III) catalyzed redox-neutral ring-opening of 7-azabenzonorbornadienes with aromatic aldoximes is developed to synthesize the target molecules. The developed C-H ring-opening reaction is highly diastereoselective and compatible with various sensitive functional group substituted aromatic aldoximes as well as substituted 7-azabenzonorbornadienes. The ring-opening products were transformed into highly sensitive 13,14-dehydrobenzo phenanthridine derivatives by HCl hydrolysis. Subsequently, 13,14-dehydrobenzophenanthridines were converted into biologically important benzophenanthridine alkaloids in the presence of DDQ. A possible reaction mechanism was proposed for the C-H ring-opening reaction and supported by the deuterium labeling studies.

Regiospecific synthesis of substituted 2-nitrobenzaldehydes from benzaldehydes through palladium-catalyzed chelation-assisted C-H nitration

A regiospecific synthesis of substituted 2-nitrobenzaldehydes from substituted benzaldehydes has been developed that involves a three-step process with palladium-catalyzed chelation-assisted C-H nitration as the key step. In the process, O-methyl aldoxime serves as a removable directing group for the palladium-catalyzed ortho-nitration of substituted benzaldoximes and it can be removed in subsequent conversion of the resulting 2-nitrobenzaldoximes into 2-nitrobenzaldehydes.

Ruthenium-catalysed conversion of oxime ethers into nitriles

The conversion of oxime ethers into nitriles has been achieved under neutral conditions using Ru(CO)(PPh3)3H2 and the bidentate ligand Xantphos as the catalyst.