7388-31-0Relevant academic research and scientific papers
Direct electrochemical reduction of 4,4-(2,2,2-trichloroethane-1,1-diyl)bis(methoxybenzene) (methoxychlor) at carbon and silver cathodes in dimethylformamide
McGuire, Caitlyn M.,Peters, Dennis G.
, p. G44 - G49 (2018/06/29)
Cyclic voltammetry and controlled-potential (bulk) electrolysis have been employed to investigate the electrochemical reduction of 4,4-(2,2,2-trichloroethane-1,1-diyl)bis(methoxybenzene), commonly known as the pesticide methoxychlor, at glassy carbon and silver cathodes in dimethylformamide (DMF) containing 0.050 M tetra-n-butylammonium tetrafluoroborate (TBABF4). Reduction of methoxychlor at both glassy carbon and silver shows four voltammetric peaks, the first three of which are associated with cleavage of carbon–chlorine bonds; the fourth peak is assigned to reduction of 4,4-(ethene-1,1-diyl)bis(methoxybenzene). Bulk electrolyses of methoxychlor at reticulated vitreous carbon and silver mesh cathodes at potentials corresponding to each of the first three voltammetric peaks were conducted; coulometric n values and product distributions (determined by means of GC and GC–MS techniques) depend on potential. In particular, two completely dechlorinated products, namely 4,4-(ethane-1,1-diyl)bis(methoxybenzene) and 4,4-(ethene-1,1-diyl)bis(methoxybenzene) have been identified and quantitated. A mechanistic scheme is proposed to account for the formation of the various products.
Efficient partial hydrogenation of trichloromethyl to gem-dichloromethyl groups in platinum on carbon-catalyzed system
Sawama, Yoshinari,Imanishi, Takahiro,Nakatani, Ryosuke,Fujiwara, Yuta,Monguchi, Yasunari,Sajiki, Hironao
supporting information, p. 4540 - 4546 (2014/06/10)
While gem-dichloromethyl groups can be directly synthesized by the mono-dechlorination of the corresponding trichloromethyl groups, the suppression control of the over-reduction to form chloromethyl or methyl functionalities is quite difficult. We have established the efficient and widely applicable mono-dechlorination method of the trichloromethyl groups to form the corresponding gem-dichloromethyl groups using platinum on carbon in dimethylacetamide as a specific solvent at 25 °C under a hydrogen atmosphere. The mono-dechlorination of the α,α,α- trichloromethylcarbonyl groups smoothly proceeded by the use of platinum on carbon as a catalyst in a highly chemoselective manner, while the efficient mono-dechlorination of the alkyl- and aryl-trichloromethyl groups required the combined use of Bu3SnH.
Platinum on carbon-catalyzed precise reduction control of trichloromethyl to Geminal-dichloromethyl groups
Imanishi, Takahiro,Fujiwara, Yuta,Sawama, Yoshinari,Monguchi, Yasunari,Sajiki, Hironao
supporting information; experimental part, p. 771 - 776 (2012/06/30)
Geminal-dichloromethyl derivatives could be efficiently synthesized by the highly chemoselective platinum on carbon-catalyzed mono-dechlorination of trichloromethyl substrates in dimethylacetamide (DMA) as a specific solvent at 25 °C under a hydrogen atmosphere. Copyright
Recycled catalysis of a hydrophobic vitamin B12 in an ionic liquid
Shimakoshi, Hisashi,Kudo, Sei,Hisaeda, Yoshio
, p. 1096 - 1097 (2007/10/03)
Recycled use of a hydrophobic vitamin B12, heptamethyl co-byrinate perchlorate, in the dechlorination of 1,1-bis(4-chlorophenyl)-2,2,2- trichloroethane (DDT) with a visible light irradiation system containing a [Ru(II)(bpy)3]Cl2 photosensitizer was achieved using an ionic liquid as reaction medium. Copyright
SULFURIC ACID ESTERS OF SUGAR ALCOHOLS
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, (2008/06/13)
Compounds of the formula STR1 wherein n 1-n 9 are each independently 0 or 1;m 1-m 9 are each independently 0 or 1, but with the proviso that at least one of m 1, m 2 and m. sup.3, at least one of m 4, m 5 and m 6 and, when present, at least one of m 7, m 8 and m 9 is 1; and whereinX. sup.1-X 18 each independently is--O--,--CONR 1,--NR 1 CO--or--NR 1--;R 1 is hydrogen or lower alkyl;W is a benzene or s-triazine; Y. sup.1-Y 9 each independently is an aromatic ring systems;A 1-A 3 each independently is a residue of a sugar alcohol devoid of the 1-hydroxy group or a derivative thereof, a residue of a sugar acid devoid of the 1-carboxy group or a derivative thereof or tris-(hydroxymethyl)-methyl;D is the di-residue of a sugar alcohol devoid of 2 hydroxy groups or a derivative thereof or the di-residue of a sugar dicarboxylic acid devoid of 2 carboxy group or a derivative thereof;Q 1-Q. sup.3 and Z 1-Z3 each independently are the di-residue of a sugar alcohol devoid of 2 hydroxy groups or a derivative thereof or the di-residue of a sugar dicarboxylic acid devoid of 2 carboxy groups or a derivative thereof or didesoxyglycopyranoside or a derivative thereof, wherein at least one hydroxy group of residues A 1-A 3, D, Q 1-Q 3 and Z. sup.1-Z 3 is esterified with sulfuric acid, and pharmaceutically usable salts thereof are useful for the treatment of disorders which are characterized by excessive or destructive proliferation of smooth muscle cells.
Organometallic Compounds: Part II - Reaction of Cyclohexylmethylmagnesium Bromide with 1,1,1-Trichloro-2,2-bis(4-substituted-phenyl)ethanes
Habashi, Adiba,Shams, Hoda Zaki,Tadros, Wadie
, p. 724 - 725 (2007/10/02)
The reaction of cyclohexylmethylmagnesium bromide (II) with 1,1,1-trichloro-2,2-bis(4-chlorophenyl)- and 1,1,1-trichloro-2,2-bis(4-methoxyphenyl)-ethanes (Ia,b) follows mainly a reduction pathway to give the corresponding dichloroethanes (IIIa,b) and the butenes, 1,1,4,4-tetrakis(4-chlorophenyl)- and 1,1,4,4-tetrakis(4-methoxyphenyl)-2,3-dichlorobut-2-enes (IVa and IVb).However, in the case of Ib, 1,1,4,4-tetrakis(4-methoxyphenyl)-2,2,3,3-tetrachlorobutane (Vb) has also been obtained.Magnesium subiodide does not effect the reduction of I.
