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1,2-Dibromoethylene

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cis-1,2-dibromoethylene.svg (Z)-1,2-Dibromoethylene trans-1,2-dibromoethylene.svg (E)-1,2-Dibromoethylene Cis1,2-Dibromoethylene.png Trans1,2-Dibromoethylene.png 1,2-Dibromoethene correct CAS 590-11-4 (Z) 558875 (Z) correct CAS 590-12-5 (E) 553502 (E) 643776 (Z) 637929 (E) 208-747-6 correct FDA 0S4D0712FY (Z) correct FDA 64UWX7EBVO (E) 1S/C2H2Br2/c3-1-2-4/h1-2H/b2-1+ UWTUEMKLYAGTNQ-OWOJBTEDSA-N C(=CBr)Br 2 2 2 colorless liquid 2.246 g/cm3 110 d40809 1,2-Dibromoethylene, mixture of cis and trans 29 January 2026 06 Danger H301 H315 H319 H335 P261 P264 P270 P301+P310 P302+P352 P305+P351+P338 Toxic 1,2-Dibromoethylene, also known as 1,2-dibromoethene and acetylene dibromide, is a dihalogenated unsaturated compound with one bromine on each of the two carbon atoms. There are two isomers of this compound, cis and trans. Both isomers are colorless liquids. Synthesis 1,2-Dibromoethylene can be synthesized by halogenation of acetylene (C2H2) with bromine (Br2).http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch09additionreactionsofalkynes.html Chapter 9: Addition Reactions of Alkynes Organic Chemistry 4e Carey McGraw-Hill 9 June 2017 dead https://web.archive.org/web/20160412094457/http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch09additionreactionsofalkynes.html April 12, 2016 In order to prevent the formation of tetrahalogenated compounds, acetylene is used in excess, with Br2 as the limiting reagent. 400px|Bromination of acetylene Alternately, halogenation of this kind could also be achieved through the use of two equivalents of N-bromosuccinimide and lithium bromide (LiBr). N-Bromosuccinimide provides Br+ as an electrophile, which is followed by Br− from LiBr.https://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2006-941558.pdf N-Bromosuccinimide and Lithium Bromide: An Efficient Combination for the Dibromination of Carbon–Carbon Unsaturated Bonds Synlett 2006 8 1269–1271 10.1055/s-2006-941558 Shao L.-X. Shi M. 2006 400px References Category:Bromoalkenes Category:Haloethenes