62160-36-5Relevant academic research and scientific papers
Catalyst Effects on Reactions of α,β-Unsaturated Ketones and Esters with Haloforms under Phase-Transfer Catalysis
Dehmlow, Eckehard V.,Wilkenloh, Juergen
, p. 582 - 588 (2007/10/02)
Reactions of acceptor-substituted alkenes with haloform/sodium hydroxide and PT-catalyst result in dihalocarbene additions competitive to Michael additions, with or without consecutive cyclization, and further reactions.Product compositions are strongly dependent on the nature of the phase-transfer catalyst: Sterically unhindered quarternary ammonium ions and benzo-crown ethers favour processes via carbenes, large delocalized (soft) cations foster primary Michael additions.Thus, tert-butyl cis-crotonate is dichlorocyclopropanated stereospecifically with NMe4Cl.The respective stereospecific CBr2 conversion is successful only with PhHgCBr3 .
TRAPPING OF THE TRIBROMOMETHYLANION BY ELECTRON POOR ALKENES
Baird, Mark S.,Gerrard, Michele E.,Searle, Robert J. G.
, p. 6353 - 6356 (2007/10/02)
α-Bromoacrylates, α-bromoacrylonitrile and diethyl alkylidenemalonates all react with bromoform and base under phase transfer conditions to give dibromocyclopropanes.When a γ-bromine is present in a crotonate or an alkylidenemalonate, the intermediate derived by Michael addition of tribromomethylanion is trapped by cyclisation at that position to produce a (tribromomethyl)cyclopropane.
Diaminotrihalopropyl triazines: and their methylol derivatives
-
, (2008/06/13)
2,4-Diamino-6(3,3,3-tribromo-1-propyl)-1,3,5-triazine and 2,4-diamino-6(3,3,3-trichloro-1-propyl)-1,3,5-triazine were prepared by the reaction of the corresponding methyl or ethyl γ-tribromo-butyrate or methyl or ethyl γ-trichlorobutyrate with biguanide. The N-methylol derivatives of the diaminotrihalopropyl triazines were prepared by the reaction of the triazines with aqueous formaldehyde. Two pure tetramethylol derivatives were prepared, namely: 2,4-bis[bis(hydroxymethyl)amino]-6-(3,3,3-tribromo-1-propyl)-1,3,5-triazine and 2,4-bis[bis(hydroxymethyl)amino]-6-(3,3,3-trichloro-1-propyl)-1,3,5-triazine. The tetramethylol derivatives were used to impart durable flame retardancy and wrinkle recovery to cellulosic textiles, particularly to cotton. Flame-retardancy was also imparted to wool and to blends of cotton and polyester.
