3555-72-4

Basic information

• Product Name: Benzenemethanamine, N-hydroxy-N-methyl-
• Synonyms: N-Benzyl-N-methyl-hydroxylamin;methylbenzylhydroxylamine;N-methylbenzylhydroxylamine;N-benzyl-N-methyl-hydroxylamine
• CAS NO: 3555-72-4
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Mol File: 3555-72-4.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-hydroxy-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-hydroxy-N-methyl-(3555-72-4)
• EPA Substance Registry System: Benzenemethanamine, N-hydroxy-N-methyl-(3555-72-4)

Safety Data

• Hazardous Substances Data: 3555-72-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 103-67-3 benzyl-methyl-amine 
• 433216-34-3 2-(benzyl-methyl-amino)-4-phenyl-butyronitrile 
• 7722-84-1 dihydrogen peroxide 
• 4229-44-1 N-methylhydroxyamine hydrochloride 
• 79075-90-4 4a-hydroperoxy-N⁵-ethyl-N³-methyl-1,5-dihydro-1-deazalumiflavin 
• 100-44-7 benzyl chloride 
• 3376-23-6 C-phenyl-N-methylnitrone 
• 3376-23-6 N-methyl-α-phenylnitrone 

Downstream Products

• 3376-23-6 N-methyl-α-phenylnitrone 
• 100-52-7 benzaldehyde 
• 100-47-0 benzonitrile 
• 21864-88-0 N-(α-cyanobenzylidene)methylamine 
• 55-21-0 benzamide 
• 3376-23-6 C-phenyl-N-methylnitrone 
• 3376-23-6 N-(benzylidene)methylamine N-oxide 
• 74635-18-0 N-benzylmethylene nitrone 

Relevant articles and documents

Oxidation-Cope elimination: A REM-resin cleavage protocol for the solid-phase synthesis of hydroxylamines

We have established that using an oxidation-Cope elimination cleavage protocol allows for the synthesis of N,N-disubstituted hydroxylamines from REM resin (polymer-bound benzyl acrylate). Michael addition of a secondary amine or addition of a primary amine followed by reductive alkylation provides polymer-bound tertiary amines. Oxidation of these resin-bound tertiary amines with MCPBA is followed by concomitant Cope elimination to regenerate the polymer-bound acrylate and provide the cleaved hydroxylamines.

The Reactivity of Difluorocarbene with Hydroxylamines: Synthesis of Carbamoyl Fluorides

Carbamoyl fluorides are formed in reactions of hydroxylamines with difluorocarbene generated from sodium bromodifluoroacetate as readily available and non-toxic carbene precursor. The process shows a high functional group tolerance, and the reaction path has been rationalized by computational calculations. (Figure presented.) .

Oxidation of amines catalyzed by cyclohexanone monooxygenase

Cyclohexanone monooxygenase catalyzed the oxidation of tertiary, secondary and hydroxylamines to N-oxides, hydroxylamines and nitrones respectively.