2313-61-3

Usage

InChI:InChI=1/C7H16O/c1-4-6(2)5-7(3)8/h6-8H,4-5H2,1-3H3

Upstream product

• 671795-46-3 sec-butylmagnesium bromide 
• 75-56-9 methyloxirane 
• 56577-21-0 (1R,2S)-1-Ethyl-2-methylbutylamin 
• 56577-17-4 (1S,2S)-1-Ethyl-2-methylbutylamin 
• 589-34-4 3-methyl-hexane 

Downstream Products

• 105-42-0 4-methylhexan-2-one 
• 105-43-1 3-methylvaleric acid 
• 6876-51-3 (+/-)-3-methyl-valeric acid p-toluidide 
• 27607-97-2 4-Methyl-hexanon-⁽²⁾-2.4-dinitro-phenylhydrazon 
• 61653-13-2 (4S)-4-Dimethylamino-4-methylhexan 
• 1730-92-3 (3S)-methylvaleric acid 

Relevant academic research and scientific papers

Alkane oxygenation catalysed by gold complexes

Gold(III) and gold(I) complexes, NaAuCl4 and ClAuPPh3, efficiently catalyse the oxidation of alkanes by H2O2 in acetonitrile solution at 75°C. Turnover numbers (TONs) attain 520 after 144 h. Alkyl hydroperoxides are the main products, whereas ketones (aldehydes) and alcohols are formed in smaller concentrations. It is suggested on the basis of the bond selectivity study that at least one of the pathways in Au-catalysed alkane hydroperoxidation does not involve the participation of free hydroxyl radicals. Possibly, the oxidation begins from the alkane hydrogen atom abstraction by a gold oxo species. The oxidation of cyclooctane by air at room temperature catalysed by NaAuCl4 in the presence of Zn/CH3COOH as a reducing agent and methylviologen as an electron-transfer agent gave cyclooctanol (TON=10).

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.