1036720-76-9

Basic information

• Product Name: 2-iodo-4,4,4-trifluoro-3,3-dihydroxy-1-thiophen-2-ylbutan-1-one
• CAS NO: 1036720-76-9
• Molecular Weight: 366.1
• Mol File: 1036720-76-9.mol

Chemical Properties

• CAS DataBase Reference: 2-iodo-4,4,4-trifluoro-3,3-dihydroxy-1-thiophen-2-ylbutan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-4,4,4-trifluoro-3,3-dihydroxy-1-thiophen-2-ylbutan-1-one(1036720-76-9)
• EPA Substance Registry System: 2-iodo-4,4,4-trifluoro-3,3-dihydroxy-1-thiophen-2-ylbutan-1-one(1036720-76-9)

Safety Data

• Hazardous Substances Data: 1036720-76-9(Hazardous Substances Data)

Upstream product

• 326-91-0 1,1,1-trifluoro-4-(2-thienyl)butane-2,4-dione 

Relevant articles and documents

Halogenation of ketones with N-halosuccinimides under solvent-free reaction conditions

Several aryl substituted ketones, cyclic ketones, 1,3-diketones and a β-ketoamide were halogenated with N-halosuccinimides under solvent-free reaction conditions (SFRC) at various temperatures (20-80 °C), whereas less enolized ketones required the presence of an acid catalyst (p-toluenesulfonic acid, PTSA). Bromination of substituted acetophenones obeys first order kinetics v=kBr[ketone] and the following correlation with the keto-enol equilibrium constant: log kBr=0.3pKE+C1, less enolized substrates being more reactive; the moderate positive charge developed in the rate determining step was confirmed by the Hammett correlation (ρ=-0.5). On the other hand, in cyclic ketones an opposite relation was observed: log kBr=-0.6pKE+C2, indicating higher reactivity of substrates with higher enolization constant (KE). The important role of the nature of the solvent (MeCN, MeOH) in preorganization of the ketone-NBS-PTSA mixture prior to SFRC bromination was found.