220445-67-0

Basic information

• Product Name: 3,7-dimethyloct-6-enoic acid benzylamide
• Synonyms: 3,7-dimethyloct-6-enoic acid benzylamide
• CAS NO: 220445-67-0
• Molecular Weight: 259.392
• Mol File: 220445-67-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,7-dimethyloct-6-enoic acid benzylamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-dimethyloct-6-enoic acid benzylamide(220445-67-0)
• EPA Substance Registry System: 3,7-dimethyloct-6-enoic acid benzylamide(220445-67-0)

Safety Data

• Hazardous Substances Data: 220445-67-0(Hazardous Substances Data)

Upstream product

• 106-24-1 Geraniol 
• 100-46-9 benzylamine 
• 502-47-6 racemic citronellic acid 

Downstream Products

• 220445-69-2 2-diazo-N-benzyl-N-(3,7-dimethyloct-6-enoyl)malonamic acid ethyl ester 
• 214211-52-6 N-benzyl-3,7-dimethyloct-6-en-1-amine 
• 220445-68-1 N-benzyl-N-(3,7-dimethyloct-6-enoyl)malonamic acid ethyl ester 

Relevant articles and documents

Rhodium-catalyzed oxidative amidation of allylic alcohols and aldehydes: Effective conversion of amines and anilines into amides

The rhodium-catalyzed oxidative amidation of allylic alcohols and aldehydes is reported. In situ generated [(BINAP)Rh]BF4 catalyzes the one-pot isomerization/oxidative amidation of allylic alcohols or direct amidation of aldehydes using acetone or styrene as the hydrogen acceptor. The conditions are general, affording good to excellent yields with a wide array of amine and aniline nucleophiles, and chemoselective, other alcohols do not participate in the oxidation reaction. Utilization of biphasic conditions is critical, as they promote an equilibrium between the imine/enamine byproducts and the hemiaminal, which can undergo oxidation to the amide.

Generation and trapping of N-acyliminium ions derived from isomunchnone cycloadducts. A versatile route to functionalized heterocycles

A series of 2-diazo-N-hept-6-enoylmalonamides were prepared and treated with a catalytic amount of rhodium(II) perfluorobutyrate. The resultant carbenoids underwent facile cyclization onto the neighboring amide carbonyl oxygen atom to generate isomunchnone-type intermediates. Subsequent 1,3- dipolar cycloaddition across the pendant olefin afforded intramolecular cycloadducts in high yield. The cascade sequence is simple, direct, and extremely tolerant of structural diversity. Exposure of these cycloadducts to Lewis acids resulted in oxabicyclic ring opening. N-Acyliminium ions of wide structural variety can be easily generated by this sequence of reactions. Different cyclization pathways become available depending on the nature of the substituent group attached to the amide nitrogen. When the tethered group is electrophilic in nature, proton loss from the initially formed N- acyliminium ion occurs rapidly to give an acyl enamide which undergoes a subsequent cyclization at the electrophilic center.