1122-55-0Relevant academic research and scientific papers
A facile method for the preparation of 1,1-dichloroolefins using benzenesulfonyl chloride as a chlorenium ion source
Lee,Shin,Oh
, p. 1657 - 1661 (1991)
Reaction of the lithio anion derived from diethyl methylphosphonate with benzenesulfonyl chloride gives directly the (diethylphosphoryl)dichloromethyllithium. In situ reaction with aldehydes or ketones gives in high yields of 1,1-dichloroolefins in a convenient one-pot procedure.
A novel method for the synthesis of dichloroalkenes
Nenajdenko,Shastin,Muzalevskii,Balenkova
, p. 2647 - 2649 (2007/10/03)
A novel convenient method for the synthesis of dichloroalkenes was developed. The method involves catalytic olefination of hydrazones of aliphatic carbonyl compounds with bromo(trichloro)methane.
Synthesis of Mono and gem-Dihalogeno-olefins from Carbonyl Compounds and in situ Generated Lithium Carbenoids
Barluenga, Jose,Fernandez-Simon, Jose L.,Concellon, Jose M.,Yus, Miguel
, p. 691 - 694 (2007/10/02)
The treatment of carbonyl compounds (5) with dihalogenomethane and lithium dicyclohexylamide at -78 deg C leads after acid hydrolysis to the crude alcohols (6), which by silylation with trimethylchlorosilane-hexamethyldisilazane-pyridine affords the crude
ACETONITRILE: AN EXCELLENT SOLVENT FOR THE 1,1-DICHLOROMETHYLENATION OF CERTAIN KETONES
Burton, George,Elder, John S.,Fell, Stephen C. M.,Stachulski, Andrew V.
, p. 3003 - 3006 (2007/10/02)
Cyclohexanones react rapidly at or below room temperature with Ph3P and XCCl3 (X=Br or Cl) in acetonitrile to give 1,1-dichloromethylenecompounds in high yield; some α-methoxyimino β-(1,1-dichloro)methylene esters have been similarly prepared.
Chromium(II) Reduction of Trichloromethyl Carbinols and their Corresponding Ethers: One-step Synthesis of Z-Vinyl Chlorides
Wolf, Reinhard,Steckhan, Eberhard
, p. 733 - 740 (2007/10/02)
Secondary trichloromethyl carbinols and their corresponding ethers can be reduced by chemically or electrochemically generated chromium(II) chloride to form Z-monochlorovinyl compounds in one step.In the presence of a carboxy function in the α-position an E-double bond is formed.Tertiary cabinols favour the formation of dichlorovinyl compounds and rearranged carbonyl compounds.Product ratios can be altered drastically by a change in the reaction conditions; this sheds light on the reaction mechanism.
Photochemistry of Alkyl Halides. 10. Vinyl Halides and Vinylidene Dihalides
Kropp, Paul J.,McNeely, Steven A.,Davis, Robert Drummond
, p. 6907 - 6915 (2007/10/02)
The photobehavior of the acyclic vinyl iodide 2, the 1-iodocycloalkenes 11-14 and 39, the (halomethylene)cycloalkanes 45-48, and the (dihalomethylene)cyclohexanes 62-64 has been studied.Except for the dichloride 64, which exhibited only radical behavior, each of the halides afforded a mixture of ionic and radical products.The two bromides studied, 48 and 63, afforded lower ratios of ionic to radical products than the corresponding iodides 45 and 62.Irradiation of vinyl iodides was found to be a convenient and powerful method for the generation of vinyl cations, including the highly strained 1-cyclohexenyl and 1-cyclopentenyl cations and the unstabilized α-unsubstituted cations 51 and 54.The latter cations underwent rearrangement to the ring-expanded 1-cycloalkenyl cations 28 and 36, respectively.Lowering the temperature of the irradiation of iodides 13, 14, and 45 resulted in an increased ratio of ionic to radical products.However, iodide 47, which underwent principally fragmentation to enyne 61, showed little temperature effect.
