6508-77-6

Upstream product

• 7642-04-8 cis-2-octene 
• 111-66-0 oct-1-ene 
• 93588-86-4 Methanesulfonic acid 1-pentyl-oct-2-ynyl ester 
• 62472-81-5 Z-7-tridecenoic acid 
• 64-19-7 acetic acid 
• 93588-87-5 Phosphoric acid diethyl ester (R)-1-pentyl-oct-2-ynyl ester 
• 546-67-8 lead(IV) tetraacetate 
• 544-63-8 n-tetradecanoic acid 
• 71-43-2 benzene 
• 13389-42-9 trans-2-Octene 

Relevant academic research and scientific papers

Stabilization of long-chain intermediates in solution. octyl radicals and cations

The rearrangements of 1-octyl, 1-decyl and 1-tridecyl intermediates obtained from thermal lead(IV) acetate (LTA) decarboxylation of nonanoic, undecanoic and tetradecanoic acid were investigated experimentally through analysis and distribution of the products. The relationships between 1,5-, 1,6- and possibly existing 1,7-homolytic hydrogen transfer in 1-octyl-radical, as well as successive 1,2-hydride shift in corresponding cation have been computed via Monte-Carlo method. Taking into account that ratios of 1,5-/1,6-homolytic rearrangements in 1-octyl- and 1-tridecyl radical are approximately the same, the simulation shows very low involvement of 1,7-hydrogen rearrangement (1,5-/1,6-/1,7-hydrogen rearrangement = 85:31:1) in 1-octyl radical.

REDUCTION DE DERIVES D'ALCOOLS PROPARGYLIQUES CATALYSEE PAR UN COMPLEXE DE PALLADIUM ZEROVALENT

Catalysis by tetrakis(triphenylphosphine)palladium of the reaction of hydride donnors with secondary propargylic bromides, mesylates and phosphates increases markedly the amount of allene produced.The best results in that direction are obtained with mesylates and phosphates by using lithium triethylborohydride.The reaction then occurs with an ANTI introduction of the hydride with respect to the leaving group.A mechanism is proposed which explains the influence of the various parameters of the reaction.

Z/E-Isomerization of Unsaturated Carboxylic Acids during the Kolbe Electrolysis

Z-4-Enoic acids partially isomerize to E-configurated products in the Kolbe electrolysis.The results from methyl and deuterium labelled carboxylic acids 2 and 16 support an isomerization via a reversible ring closure to cyclopropylcarbinyl radicals.The double bonds of Z-N-enoic acids with N>/= 5 fully retain their configuration in the Kolbe electrolysis; for N=6,7 cyclic products are formed to some extent, which is in accord with the reactivity of 5- and 6-alkenyl radicals.

Stereoselectivity in the Cross-metathesis of Oct-1-ene and cis- or trans-Oct-2-ene

The yields and the initial ratios of cis and trans geometries of non-2-ene, tridec-6-ene, or tetradec-7-ene, formed by the cross-metathesis of oct-1-ene and cis- or trans-oct-2-ene catalyzed by tungsten hexachloride-tetraphenyltin (A), hexaphenoxytungsten-ethylaluminium dichloride (B), or tungsten hexachloride-triethylaluminium (C), have been correlated to the interactions of alkyl substituents on tungstacyclobutane.The results strongly suggest that the 2,4-interaction, between the alkyl substituent on C2 and the tungsten moiety, plays an important part in determining the distribution of products.