18684-80-5

Basic information

• Product Name: (Z)-1-(2-chlorovinyl)-4-methylbenzene
• Synonyms: (Z)-1-(2-chlorovinyl)-4-methylbenzene
• CAS NO: 18684-80-5
• Molecular Weight: 152.623
• Mol File: 18684-80-5.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: (Z)-1-(2-chlorovinyl)-4-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-(2-chlorovinyl)-4-methylbenzene(18684-80-5)
• EPA Substance Registry System: (Z)-1-(2-chlorovinyl)-4-methylbenzene(18684-80-5)

Safety Data

• Hazardous Substances Data: 18684-80-5(Hazardous Substances Data)

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 93746-79-3 3-chloro-3-(p-methylbenzyl)diazirine 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 1866-39-3 trans-p-methylcinnamic acid 
• 67-56-1 methanol 
• 104-87-0 4-methyl-benzaldehyde 
• 156-60-5 trans-1,2-dichloroethylene 
• 195062-57-8 p-tolylboronic pinacol ester 
• 64-17-5 ethanol 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 87-90-1 trichloroisocyanuric acid 
• 4412-45-7 1-(2-chlorovinyl)-4-methylbenzene 
• 103721-99-9 (4R,5R)-4-Chloro-5-p-tolyl-[1,3]oxathiolane 3,3-dioxide 

Downstream Products

• 54948-51-5 1,4-di-(4'-methylphenyl)-buta-1,3-diene 
• 54372-77-9 (E)-1-(but-1-en-1-yl)-4-methylbenzene 
• 1595-05-7 p-butyltoluene 
• 7568-23-2 1,4-di-p-tolylbutane 

Relevant articles and documents

Continuous Flow Chlorination of Alkenyl Iodides Promoted by Copper Tubing

A simple continuous flow synthesis of alkenyl chlorides from the corresponding readily available alkenyl iodides in copper reactor tubing is described. A variety of alkenyl chlorides were obtained in good to excellent yields with full retention of the dou

Development of a general copper-catalyzed vinylic Finkelstein reaction—application to the synthesis of the C1–C9 fragment of laingolide B

An efficient and broadly applicable procedure for the copper-catalyzed vinylic Finkelstein reaction is reported. Using a simple, readily available and cheap catalytic system, a broad range of alkenyl iodides and bromides can be smoothly converted to their lower homologues with high yields and full retention of the double bond geometry. Key features of this vinylic Finkelstein reaction are its broad applicability, enabling the conversion of readily available alkenyl iodides to their less available brominated and chlorinated counterparts, and the mild reaction conditions compatible with a range of highly functionalized substrates. The potential of this vinylic halogen exchange reaction in total synthesis and medicinal chemistry was demonstrated by its successful use for the synthesis of the C1–C9 fragment of laingolide B and for the late-stage modification of drug-like molecules. The extension of this halogen exchange to the acetylenic and allenic Finkelstein reactions is also reported.

A green hunsdiecker reaction of cinnamic acids

Tribromo- and trichloroisocyanuric acids react with cinnamic acids in NaOH/H2O/Et2O at room temperature to produce (E)-2-halostyrenes regioselectively in 25-95percent yield. Mechanism studies using Hammett correlations and DFT (density functional theory) calculations have shown that this reaction has as rate determining step the electrophilic addition of chlorine atom to the double bond.