1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Electric Literature of C4H8ClI
Examination of the New α-(2’Z-Fluoro)vinyl Trigger with Lysine Decarboxylase: The Absolute Stereochemistry Dictates the Reaction Course was written by Karukurichi, Kannan R.;De la Salud-Bea, Roberto;Jahng, Wan Jin;Berkowitz, David B.. And the article was included in Journal of the American Chemical Society in 2007.Electric Literature of C4H8ClI This article mentions the following:
The first examination of a terminal α-fluorovinyl trigger in an amino acid decarboxylase (LDC) active site is reported. To investigate the enantiospecificity of inactivation with this new AADC trigger, an enantioselective synthesis of L-α-(2’Z-fluoro)vinyllysine and its D-antipode has been developed. Control of stereochem. is achieved through introduction of the amino acid side chain via alkylation of a chiral vinylglycine-derived dienolate. Facial selectivity is conferred by a trans-2′(β-naphthyl)-2′-propylcyclohexyl ester auxiliary, available in both antipodal forms (Comins protocol). The alkylation employs a new electrophile, N-p-methoxybenzyl-N-(2′-trimethylsilylethanesulfonyl)-4-iodobutylamine, for convergent installation of the lysine side chain. Vinyl to 2′-fluorovinyl interconversion then provides L– and D-α-(2’Z-fluoro)vinyllysine in 97-99% ee, as demonstrated by chiral HPLC. Both time-dependent enzyme kinetics and 19F NMR reveal striking differences in the behavior of these two antipodes in the lysine decarboxylase active site. The L-antipode displays time dependent inactivation (t1/2 = 3±1 min; KI = 86±22 μM), whereas the D-antipode behaves as a substrate, being completely turned over to α-(2’Z-fluoro)vinylcadaverine. Titration of LDC with varying amounts of L-α-(2’Z-fluoro)vinyllysine provides an estimate of 20±3 for the partition ratio for this antipode. 19F NMR provides a more detailed account of the inactivation with the L-antipode, revealing that 1 in 3.4 turnovers of this mechanism-based inhibitor results in errant protonation (required by design), with 1 in 5 errant protonation events leading to LDC inactivation. This gives an overall partition ratio of 16±2. Fluoride-selective electrode measurements are in agreement with 19F NMR estimates of [fluoride] released. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Electric Literature of C4H8ClI).
1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Electric Literature of C4H8ClI
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com