In organic chemistry, a vinyl halide is a compound with the formula CH2=CHX (X = halide). The term vinyl is often used to describe any alkenyl group. For this reason, alkenyl halides with the formula RCH=CHX are sometimes called vinyl halides. From the perspective of applications, the dominant member of this class of compounds is vinyl chloride, which is produced on the scale of millions of tons per year as a precursor to polyvinyl chloride.[1]Polyvinyl fluoride is another commercial product. Related compounds include vinylidene chloride and vinylidene fluoride.
General structure of a vinyl halide, where X is a halogen and R is a variable group.
^ abE.-L. Dreher; T. R. Torkelson; K. K. Beutel (2011). "Chlorethanes and Chloroethylenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o06_o01. ISBN978-3527306732.
^Koh, Ming Joo; Nguyen, Thach T.; Zhang, Hanmo; Schrock, Richard R.; Hoveyda, Amir H. (2016). "Direct synthesis of Z-alkenyl halides through catalytic cross-metathesis". Nature. 531 (7595): 459–465. Bibcode:2016Natur.531..459K. doi:10.1038/nature17396. PMC4858352. PMID 27008965.
^Nguyen, Thach T.; Koh, Ming Joo; Shen, Xiao; Romiti, Filippo; Schrock, Richard R.; Hoveyda, Amir H. (2016-04-29). "Kinetically controlled E-selective catalytic olefin metathesis". Science. 352 (6285): 569–575. Bibcode:2016Sci...352..569N. doi:10.1126/science.aaf4622. PMC5748243. PMID 27126041.
July 27, 2023
vinyl, halide, organic, chemistry, vinyl, halide, compound, with, formula, halide, term, vinyl, often, used, describe, alkenyl, group, this, reason, alkenyl, halides, with, formula, sometimes, called, vinyl, halides, from, perspective, applications, dominant, . In organic chemistry a vinyl halide is a compound with the formula CH2 CHX X halide The term vinyl is often used to describe any alkenyl group For this reason alkenyl halides with the formula RCH CHX are sometimes called vinyl halides From the perspective of applications the dominant member of this class of compounds is vinyl chloride which is produced on the scale of millions of tons per year as a precursor to polyvinyl chloride 1 Polyvinyl fluoride is another commercial product Related compounds include vinylidene chloride and vinylidene fluoride General structure of a vinyl halide where X is a halogen and R is a variable group Contents 1 Synthesis 2 Reactions 3 See also 4 ReferencesSynthesis EditSee also Vinyl iodide functional group Vinyl chloride is produced by dehydrochlorination of 1 2 dichloroethane 1 Due to their high utility many approaches to vinyl halides have been developed such as reactions of vinyl organometallic species with halogens Takai olefination Stork Zhao olefination a modification of the Wittig reaction Olefin metathesis 2 Reactions EditVinyl bromide and related alkenyl halides form the Grignard reagent and related organolithium reagents Alkenyl halides undergo base elimination to give the corresponding alkyne Most important is their use in cross coupling reactions e g Suzuki Miyaura coupling Stille coupling Heck coupling etc See also EditVinyl iodide functional groupReferences Edit a b E L Dreher T R Torkelson K K Beutel 2011 Chlorethanes and Chloroethylenes Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 o06 o01 ISBN 978 3527306732 Koh Ming Joo Nguyen Thach T Zhang Hanmo Schrock Richard R Hoveyda Amir H 2016 Direct synthesis of Z alkenyl halides through catalytic cross metathesis Nature 531 7595 459 465 Bibcode 2016Natur 531 459K doi 10 1038 nature17396 PMC 4858352 PMID 27008965 1 This article about an organic halide is a stub You can help Wikipedia by expanding it vte Nguyen Thach T Koh Ming Joo Shen Xiao Romiti Filippo Schrock Richard R Hoveyda Amir H 2016 04 29 Kinetically controlled E selective catalytic olefin metathesis Science 352 6285 569 575 Bibcode 2016Sci 352 569N doi 10 1126 science aaf4622 PMC 5748243 PMID 27126041 Retrieved from https en wikipedia org w index php title Vinyl halide amp oldid 1091810293, wikipedia, wiki, book, books, library,
