73153-92-1

Basic information

• Product Name: (1R,2S)-1,2-Dimethylbutylamin
• Synonyms: (1R,2S)-1,2-Dimethylbutylamin
• CAS NO: 73153-92-1
• Molecular Weight: 101.192
• Mol File: 73153-92-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2S)-1,2-Dimethylbutylamin(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-1,2-Dimethylbutylamin(73153-92-1)
• EPA Substance Registry System: (1R,2S)-1,2-Dimethylbutylamin(73153-92-1)

Safety Data

• Hazardous Substances Data: 73153-92-1(Hazardous Substances Data)

Upstream product

• 70639-20-2 (2S,3S)-3-Methyl-1-tosyloxy-pentan-2-ol 
• 29117-58-6 (2S,3S)-3-Methyl-pentane-1,2-diol 
• 488-15-3 (2S,3S)-2-Hydroxy-3-methylpentanoic acid 

Downstream Products

• 108-11-2 Methyl isobutyl carbinol 
• 590-36-3 2-methylpentan-2-ol 
• 565-67-3 2-methyl-3-pentanol 
• 77-74-7 3-methylpentan-3-ol 
• 1502-93-8 erythro-3-Methyl-2-pentanol 
• 1502-94-9 threo-3-Methyl-2-pentanol 
• 10250-47-2 3-methylpentyl 3-acetate 
• 63814-74-4 (+)-(R)-2-methyl-3-pentanol 
• 34860-03-2 3-Methyl-pentyl-2-acetat 
• 73176-98-4 (2R,3S)-3-Methyl-2-pentanol 

Relevant articles and documents

Stereochemistry of Aliphatic Carbocations, 12. Alkyl Shifts between Secondary Carbon Atoms

Several optically active, β-branched alkylamines have been synthesized from amino acids.The corresponding amines were obtained from isobutyraldehyde and 2-methylbutanal (37), respectively.The stereochemistry at the terminus of 1,2-methyl shifts has been elucidated in the nitrous acid deaminations of 4 and 21.Predominant, although incomplete inversion at the migration terminus is consistent with conformational control rather than neighboring group participation.The deamination of 31 involves a degenerate 1,2-ethyl shift and a nondegenerate 1,2-methyl shift, the reverse holds for 44.Complete inversion at the origin of the methyl migrations and the absence of subsequent retrogressive H shifts strongly support the intermediacy of methyl-bridged carbocations.Partial racemization at the origin of the ethyl migrations has been traced to proton shifts within ethyl-bridged intermediates.Rearranged open cations contribute significantly to the overall reaction if micelles are produced by self-aggregation of the alkylammonium ions.