127896-00-8

Basic information

• Product Name: (Z)-N-tert-butyl-1-(4-methoxyphenyl)methanimine oxide
• CAS NO: 127896-00-8
• Molecular Weight: 207.272
• Mol File: 127896-00-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (Z)-N-tert-butyl-1-(4-methoxyphenyl)methanimine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-tert-butyl-1-(4-methoxyphenyl)methanimine oxide(127896-00-8)
• EPA Substance Registry System: (Z)-N-tert-butyl-1-(4-methoxyphenyl)methanimine oxide(127896-00-8)

Safety Data

• Hazardous Substances Data: 127896-00-8(Hazardous Substances Data)

Upstream product

• 51338-99-9 N-tert-butyl hydroxylamine acetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 57497-39-9 N-tertbutylhydroxylamine hydrochloride 
• 594-70-7 2-Methyl-2-nitropropane 
• 16649-50-6 N-tert-Butylhydroxylamine 
• 15875-74-8 (E)-tert-butyl[(4-methoxyphenyl)methylidene]amine 

Downstream Products

• 1346238-38-7 (E)-N-(1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ylidene)-2-methylpropan-2-amine oxide 
• 1612163-35-5 N-(tert-butyl)-2-(tert-butyl(hydroxy)amino)-2-(4-methoxyphenyl)-N-methylacetamide 
• 642481-77-4 2-tert-butyl-4,4-dimethyl-3-p-methoxyphenylisoxazolidin-5-one 
• 642481-73-0 2-tert-butyl-4,4,8,8-tetramethyl-3-p-methoxyphenyl-1,6-dioxa-2,9-diazaspiro[4.4]nonane 

Relevant articles and documents

Dipole-stabilized carbanions in the series of cyclic aldonitrones 3. The influence of the configuration of the nitrone group on H-D exchange of the methine hydrogen atom and metallation of aldonitrones

The spin-spin coupling constants 3JC,H between the hydrogen atom of the aldonitrone group and the carbon atom bound to the nitrogen atom of the N-oxide fragment were determined for a wide range of cyclic and acyclic aldonitrones. Based on comparison of these constants (trans-3JC,H (E isomer) > cis-3JC,H (Z isomer)), the Z configuration was assigned to acyclic nitrones. Coordination of organolithium compounds to the oxygen atom of the N->O group was revealed by 13C NMR spectroscopy. This coordination is the necessary condition for the metallation of aldonitrones. The configuration of the nitrone group is responsible for the ability of the F form of acyclic aldonitrones to undergo CD3ONa-catalyzed isotope exchange of the methine proton in CD3OD and metallation with BusLi.

Carbamoyl anion addition to nitrones

The addition of carbamoyl anions derived from N,N-disubstituted formamides and LDA to N-tert-butyl nitrones is described. The reaction was demonstrated with a variety of formamides and nitrones and provided a direct route to α-(N-hydroxy)amino amides. The use of a tert-leucinol derived chiral auxiliary on the nitrone provided products in good diastereoselectivity. Derivatization of the products by tert-butyl deprotection or N-deoxygenation was demonstrated.

A novel route to substituted 4-methylene-4,5-dihydroisoxazoles mediated by hafnium(IV) chloride

Heating alkyl vinyl ketones and N-tert-butylarylmethylide-neamine N-oxides in the presence of HfCl4 results in the formation of 4-methylene-4,5-dihydroisoxazoles in good yield.