67404-71-1

Basic information

• Product Name: Cyclohexane, (2-chloroethenyl)-, (E)-
• CAS NO: 67404-71-1
• Molecular Formula: C8H13Cl
• Molecular Weight: 144.644
• Mol File: 67404-71-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Cyclohexane, (2-chloroethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, (2-chloroethenyl)-, (E)-(67404-71-1)
• EPA Substance Registry System: Cyclohexane, (2-chloroethenyl)-, (E)-(67404-71-1)

Safety Data

• Hazardous Substances Data: 67404-71-1(Hazardous Substances Data)

Upstream product

• 24371-94-6 cyclohexylmercury chloride 
• 1190-78-9 trans-β-chlorovinylmercury chloride 
• 1190-78-9 cis-2-chloro-vinylmercury ⁽¹⁺⁾; chloride 
• 1026713-51-8 2-bromo-2-chloro-1-cyclohexyl-ethanol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 247943-54-0 2-bromo-2-chloro-1-cyclohexylethyl acetate 
• 75-47-8 iodoform 
• 695-12-5 vinylcyclohexane 
• 156-60-5 trans-1,2-dichloroethylene 
• 66270-60-8 (cyclohexylethynyl)trimethylsilane 
• 931-48-6 2-cyclohexylacetylene 
• 38238-75-4 (E)-2-chloroethenyl phenyl sulfone 
• 26620-11-1 (E)-2-chlorovinylthiobenzene 
• 28540-81-0 (E) 2-iodo-1-chloroethylene 

Relevant articles and documents

Kinetically controlled E-selective catalytic olefin metathesis

A major shortcoming in olefin metathesis, a chemical process that is central to research in several branches of chemistry, is the lack of efficient methods that kinetically favor E isomers in the product distribution. Here we show that kinetically E-selective cross-metathesis reactions may be designed to generate thermodynamically disfavored alkenyl chlorides and fluorides in high yield and with exceptional stereoselectivity.With 1.0 to 5.0 mole % of a molybdenum-based catalyst, which may be delivered in the form of air- and moisture-stable paraffin pellets, reactions typically proceed to completion within 4 hours at ambient temperature. Many isomerically pure E-alkenyl chlorides, applicable to catalytic cross-coupling transformations and found in biologically active entities, thus become easily and directly accessible. Similarly, E-alkenyl fluorides can be synthesized from simpler compounds or more complex molecules.

Samarium-mediated β-elimination in dihalo alcohols: Diastereoselective synthesis of (Z)-vinyl halides

High diastereoselectivity in β-elimination reactions of O-acetyl 1,1- dihaloalkan-2-ols to give (Z)-vinyl halides was achieved by using samarium diiodide [Eq. (1)]. The reaction was also highly diastereoselective and totally chemoselective when a mixture

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.