20012-47-9

Upstream product

• 111-86-4 n-Octylamine 
• 111-87-5 octanol 
• 111-66-0 oct-1-ene 

Downstream Products

• 111-65-9 octane 
• 111-87-5 octanol 

Relevant academic research and scientific papers

1,2,4-triazol-3-ylidenes with an N-2,4-dinitrophenyl substituent as strongly π-accepting N-heterocyclic carbenes

The synthesis and characterisation of a series of new Rh and Au complexes bearing 1,2,4-triazol-3-ylidenes with a N-2,4-dinitrophenyl (N-DNP) substituent are described. IR, NMR, single-crystal X-ray diffraction and computational analyses of the Rh complexes revealed that the N-heterocyclic carbenes (NHCs) behaved as strong π acceptors and weak σ donors. In particular, a natural bond orbital (NBO) analysis revealed that the contributions of the Rh→Ccarbene π backbonding interaction energies (ΔE bb) to the bond dissociation energies (BDE) of the Rh-C carbene bond for [RhCl(NHC)(cod)] (cod=1,5-cyclooctadiene) reached up to 63 %. The Au complex exhibited superior catalytic activity in the intermolecular hydroalkoxylation of cyclohexene with 2-methoxyethanol. The NBO analysis suggested that the high catalytic activity of the AuI complex resulted from the enhanced π acidity of the Au atom. π-Acidic carbene complexes: A series of Rh and Au complexes bearing 1,2,4-triazol-3- ylidenes with a N-2,4-dinitrophenyl (DNP) substituent were synthesised. Experimental and theoretical analyses revealed that these N-heterocyclic carbenes (NHCs) behave as strong π acceptors and weak σ donors, and the metal centers exibit enhanced π acidity compared to complexes with traditional σ-donating NHCs (see figure, EWG=electron withdrawing group). Copyright

Micellar Effects in the Nitrous Acid Deamination Reaction of (R)-2H>-1-Octanamine

The nitrous acid deamination of 1-octanamine (1) afforded mixtures of isomeric octenes, octanols, and octyl nitrites.The aggregation of 1*HClO4 in micelles induced the formation of dioctyl ethers and of 1-nitrooctane as additional products.In homogeneous solution (submicellar aqueous conditions or HOAc), 2H>-1-octanol was obtained from 2H>-1 with ca. 95 percent inversion of configuration.Above the critical micelle concentration, the enantiomeric purity of 2H>-1-octanol decreased while 2H>-1-nitrooctane was formed with ca. 90 percent retention of configuration. 1-Octyl..NO2 radical pairs, rather than ion pairs, are likely to intervene on the retentive route to 1-nitrooctane and 1-octyl nitrite.Equilibration, via NO exchange, of (R)-2H>-1-octyl nitrite with the more abundant (S)-2H>-1-octanol is thought to account for the diminished ee of both products.