593-61-3Relevant articles and documents
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Kwok,W.K. et al.
, p. 468 - 476 (1969)
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Photochemistry and Dynamics of Vinyl Bromide and Vinyl Iodide in Rare Gas Matrices
Paolucci, Dora M.,Gunkelman, Katherine,McMahon, Michael T.,McHugh, Jeanine,Abrash, Samuel A.
, p. 10506 - 10510 (1995)
Dilute solid solutions of vinyl bromide in krypton and vinyl iodide in argon were photolyzed at 10 K with a medium pressure mercury lamp.When the vinyl bromide is photolyzed, both hydrogen bromide-acetylene complexes and bromoacetylene are observed as photolysis products.Kinetic analysis shows that the hydrogen bromide-acetylene complexes are the only primary photolysis products and that the bromoacetylene is formed by secondary photolysis of the hydrogen bromide-acetylene complexes.Similar results are observed for the photolysis of vinyl iodide, with hydrogen iodide-acetylene complexes the only primary products and iodoacetylene observed as a secondary photolysis product of the hydrogen iodide-acetylene complex.We present the first reported vibrational frequencies for the HI-acetylene complex.
Formation of fulvene in the reaction of C2H with 1,3-butadiene
Lockyear, Jessica F.,Fournier, Martin,Sims, Ian R.,Guillemin, Jean-Claude,Taatjes, Craig A.,Osborn, David L.,Leone, Stephen R.
, p. 232 - 245 (2015/04/14)
Abstract Products formed in the reaction of C2H radicals with 1,3-butadiene at 4 Torr and 298 K are probed using photoionization time-of-flight mass spectrometry. The reaction takes place in a slow-flow reactor, and products are ionized by tunable vacuum-ultraviolet light from the Advanced Light Source. The principal reaction channel involves addition of the radical to one of the unsaturated sites of 1,3-butadiene, followed by H-loss to give isomers of C6H6. The photoionization spectrum of the C6H6 product indicates that fulvene is formed with a branching fraction of (57 ± 30)%. At least one more isomer is formed, which is likely to be one or more of 3,4-dimethylenecyclobut-1-ene, 3-methylene-1-penten-4-yne or 3-methyl-1,2-pentadien-4-yne. An experimental photoionization spectrum of 3,4-dimethylenecyclobut-1-ene and simulated photoionization spectra of 3-methylene-1-penten-4-yne and 3-methyl-1,2-pentadien-4-yne are used to fit the measured data and obtain maximum branching fractions of 74%, 24% and 31%, respectively, for these isomers. An upper limit of 45% is placed on the branching fraction for the sum of benzene and 1,3-hexadien-5-yne. The reactive potential energy surface is also investigated computationally. Minima and first-order saddle-points on several possible reaction pathways to fulvene + H and 3,4-dimethylenecyclobut-1-ene + H products are calculated.
Photochemistry of Hydrogen Bromide-Acetylene Complexes in Solid Krypton
Abrash, Samuel A.,Carr, Celia M.,McMahon, Michael T.,Zehner, Robert W.
, p. 11909 - 11917 (2007/10/02)
Hydrogen-bonded complexes between HBr and acetylene in inert gas matrices were subjected to medium-pressure Hg lamp photolysis at 12 K.For HBr-acetylene, the major product was bromoacetylene, while vinyl bromide was present in trace amounts.When HBr-perdeuterioacetylene and DBr-acetylene complexes were photolyzed, bromoacetylene, deuteriobromoacetylene, and the hydrogen exchange product, DBr(HBr)-C2HD, were the primary products.Partially deuterated vinyl bromides were present in trace amounts.In HBr-perdeuterioacetylene, the only isomer observed was cis-CDBr=CHD.In DBr-acetylene, both cis- and trans-CHBr=CHD were observed.In neither experiment was the 1,1-addition product formed.The results are interpreted in terms of the supramolecule model of complex photochemistry put forth by Abrash and Pimentel.