544-85-4Relevant articles and documents
Synthesis of high specific activity tritium-labelled dotriacontane
Houseman,Binns,Phillips
, p. 163 - 167 (1978)
The tobacco smoke particulate phase marker dotriacontane was labelled with tritium at positions 15, 16, 17 and 18 by the catalytic reduction of dotriaconta-15, 17-diyne. This was obtained by oxidatively coupling hexadec-1-yne, in turn prepared by reaction of monosodium acetylide with myristyl bromide.
Reductive Homocoupling of Organohalides Using Nickel(II) Chloride and Samarium Metal
Liu, Yongjun,Xiao, Shuhuan,Qi, Yan,Du, Feng
supporting information, p. 673 - 678 (2017/03/22)
A homocoupling method for organohalides and organosulfonates promoted by samarium metal and HMPA, and catalyzed by NiCl2 has been developed. Various organohalides (benzyl, aryl, heterocyclic, alkenyl and alkyl halides), α-haloacetophenones, and phenyl organosulfonates were tolerated, and the reaction afforded coupling products with high efficiency. Excellent chemoselectivity was exhibited between halides and other groups, such as ?COOH, ?NO2, halogen, heterocyclic ring, ester, and ketone groups. The stereoselectivity suggested that the reaction mechanism might involve an organosamarium species.
Glassy carbon modified by a silver-palladium alloy: cheap and convenient cathodes for the selective reductive homocoupling of alkyl iodides
Poizot, Philippe,Jouikov, Viatcheslav,Simonet, Jacques
body text, p. 822 - 824 (2009/05/07)
Micrometer-thick layers of silver-palladium alloy were elaborated in order to modify the surface of glassy carbon electrodes. Such a surface modification can be readily achieved via a preliminary silver galvanostatic deposit onto carbon followed by a 'palladization' step, thanks to a simple immersion in acidic PdII-based solutions producing a displacement reaction. The as-prepared metallic interfaces exhibit outstanding catalytic capabilities especially in the cleavage of carbon-halogen bonds while being chemically/electrochemically quite stable and relatively inexpensive. More specifically, the use of such glassy carbon/Ag-Pd electrodes in dimethylformamide (DMF) containing tetraalkylammonium salts (TAA+X-) makes the one-electron reductions of primary alkyl iodides possible; this reduction leads to the formation of homodimers in high yields. Formation of a free radical as transient resulted from the homocoupling reaction.
The Reductive Coupling of Organic Halide Using Hydrazine and a Palladium Catalyst.II. Homocoupling of 1-Iodoalkanes
Nakajima, Riichiro,Morita, Kazuhiro,Hara, Tadashi
, p. 3599 - 3600 (2007/10/02)
The hydrogenolysis and dimerization of iodoalkanes were catalyzed by Pd in the presence of an appropriate reducing agent.Hydrazine was found to be effective for the coupling of 1-iodoeicosane to give tetracontane, C40H82, in a 74 percent yield.The yield of the coupling product decreased with the decrease of the number of the carbon atoms in the 1-iodoalkanes.Both alkylhydrazines and alkenes were shown not to take part in the reaction as a reaction intermediate.
