50586-19-1

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 156-60-5 trans-1,2-dichloroethylene 
• 62017-16-7 1,1-dichloro-n-hexane 
• 1119-66-0 1-chloro-1-hexyne 
• 66-25-1 hexanal 
• 693-02-7 hex-1-yne 
• 3844-94-8 1-(trimethylsilyl)-1-hexyne 
• 28540-81-0 (E) 2-iodo-1-chloroethylene 
• 156-59-2 cis-1,2-Dichloroethylene 
• 693-04-9 butyl magnesium bromide 
• 52835-06-0 (Z)-hex-1-enyl(trimethyl)silane 

Downstream Products

• 22031-56-7 (E)-hept-2-enenitrile 

Relevant academic research and scientific papers

Simple Stereospecific Syntheses of (E)-1-Chloro(or Bromo)alk-1-enes from Alk-1-ynes via Hydroboration

Stereochemically pure (E)-1-chloro(or bromo)alk-1-enes were obtained in sufficiently good yields from alk-1-ynes via hydroboration with dialkylborane followed by reactions with facile reagents; corresponding copper(II) halides, in the presence of a small

Reactions of Alkylmercurials with Heteroatom-Centered Acceptor Radicals

The relative reactivities of alkylmercury halides toward PhS., PhSe., or I. decrease drastically from R = tert-butyl to R = sec-alkyl to R = n-butyl, indicative that R. is formed in the rate-determining step in the attack of these radicals upon RHgCl.The alkyl radicals thus formed will enter into chain reactions in which a heteroatom-centered radical (A.) is regenerated from substrates such as RS-SR, ArSe-SeAr, ArTe-TeAr, PhSe-SO2Ar, Cl-SO2Ph; ZCH=CHA (A = Cl, I, SPh, SO2Ph); or PhCCHA (A = I, SPh, SO2Ph). β-Styrenyl (PhCH=CHA, Ph2C=CHA) and β-phenethynyl (PhCCA) systems with A = I, Br, SO2Ph also enter into chain reactions with mercury(II) salts with the ligands PhS, PhSe, PhSO2, or (EtO)2PO.The relative reactivities of a series of reagents toward t-Bu. and of PhCH=CHA, Ph2C=CHA, and PhCCA toward c-C6H11. are reported as well as the regioselectivity of t-Bu. attack observed for 1,2-disubstituted ethylenes (ZCH=CHA) with Z and A from the group Ph, Cl, Br, I, SO2Ph, SPh, Bu3Sn.Reactions of (E)- and (Z)-PhCH=CHI or MeO2CCH=CHI with t-Bu. or c-C6H11. occurred in a regioselective and stereospecific (retention) manner.Reactions of (E)- and (Z)-ClCH=CHCl occurred in a nonstereospecific manner in which the E/Z product ratio increased with the bulk of the attacking radical.A similar effect on the E/Z product ratios was observed for (Z)-MeO2CCH=CHCl.

SYNTHESIS OF(E) AND (Z) ALKENES VIA PALLADIUM OR NICKEL-CATALYZED REACTION OF VINYL CHLORIDES WITH GRIGNARD REAGENTS.

We herein described (i) a useful transformation of (E) and (Z) vinyl chlorides into E (and Z) olefins and (ii) an efficient preparation of monoenic alcohols or acetates and its application to insect pheromones.