91113-93-8

Downstream Products

• 3418-21-1 2-(bromomethyl)-2-phenyl-1,3-dioxolane 
• 13027-48-0 rac-1,2-dibromo-1,2-diphenylethane 
• 13440-24-9 anti-1,2-dibromo-1,2-diphenylethane 
• 124162-98-7 3β-acetoxy-19,23,24-trinor-chola-5,7,9,17(20)ξ-tetraen-22-al-(2,4-dinitro-phenylhydrazone) 
• 113817-50-8 1,7-dioxo-8-(o-nitrophenyl)-1,3,4,5,7,8-hexahydro(difuro)-<3,4,3',4'-b,e>pyridine 
• 92089-09-3 2-Methyl-4-(2-nitrophenyl)-5-oxo-1,4,5,7-tetrahydrofuro<3,4-b>pyridin-3-carbonsaeuremethylester 
• 133082-68-5 2-Brommethyl-4-(2-nitrophenyl)-5-oxo-1,4,5,7-tetrahydro-furo<3,4-b>pyridin-3-carbonsaeuremethylester 
• 133082-69-6 2-Dibrommethyl-4-(2-nitrophenyl)-5-oxo-1,4,5,7-tetrahydro-furo<3,4-b>pyridin-3-carbonsaeuremethylester 
• 133082-67-4 1-<1,4-Dihydro-3,5-dimethoxycarbonyl-6-methyl-4-(2-nitrophenyl)-pyridin-2-yl>methylpyridinium-chlorid 

Relevant academic research and scientific papers

A peptide bromoiodinane approach for asymmetric bromolactonization

A series of 37 peptides containing an iodo-aryl amide active site were generated by means of both solid phase and conventional synthesis. These peptides were screened for asymmetric induction in the bromolactonization of 4-phenyl-4-pentenoic acid based on the generation of chiral bromoiodinane bromenium sources. The study culminated in the discovery of a tri-peptide iodo-aryl amide that effected the desired bromolactonization in quantitative conversion with 24% ee. The experiments disclosed herein provided valuable insight that ultimately facilitated the development of more synthetically useful enantioselective halocyclization methodology.

Carboxy pyridinium bromide perbromide reagents, part I: Selective oxidation of thiols and sulfides

Efficient and convenient oxidation of aliphatic and aromatic thiols to disulfides and of sulfides to sulfoxides with pyridinium hydrobromide perbromide (PHBP), nicotinic acid hydrobromide perbromide (NAHBP), and 2,6-dicarboxy pyridinium hydrobromide perbromide (DCPHBP) in a solvent or under solvent free conditions and at ambient temperature is introduced. Copyright Taylor & Francis Group, LLC.

An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB)

Stable crystalline organic ammonium tribromides (OATB), like Me4NBr3, Et4NBr3, Bu4NBr3, cetyltrimethylammonium tribromide, PyHBr3, can be readily synthesised from the reaction of the corresponding bromides with V2O5 and aqueous H2O2. Typically, TBATB, Bu4NBr3, brominates a variety of organic substrates rather easily under mild conditions. An activated aromatic ring is selectively brominated in the presence of an olefinic double bond.

Correlation Analysis of Reactivity in the Oxidation of Substituted Benzyl Alcohols by Pyridinium Hydrobromide Perbromide

Oxidation of monosubstituted benzyl alcohols by pyridinium hydrobromide perbromide (PHPB) leads to the formation of the corresponding benzaldehydes.The reaction is first order with respect to PHPB.Michaelis-Menten-type kinetics were observed with respect to he alcohol.The oxidation of α,α-dideuteriobenzyl alcohol indicated the presence of a substantial kinetic isotope effect.The rates of oxidation of meta- and para-substituted benzyl alcohols were correlated in terms of Taft's and Swain's dual substituent-parameter equations.The rates of the meta compounds correlated best with Taft's ?1 and ?0R values whereas the para-compounds showed an excellent correlation with Taft's ?1 and ?R + constants.The rates of the otho-substituted alcohols showed very good correlation with Charton's triparametric equation.The rate increased with an increase in the polarity of the solvent.A mechanism involving a rapid reversible formation of an intermediate complex and its subsequent decomposition in the rate-determining step has been proposed.

Process and intermediates

A novel process for the preparation of isomers or mixtures of isomers of compounds of the formula STR1 and novel intermediates therefore.

Kinetics and Mechanism of Oxidation of Aliphatic Aldehydes by Pyridinium Hydrobromide Perbromide

Oxidation of six aliphatic aldehydes by pyridinium hydrobromide perbromide (PHPB) in aqueous acetic acid leads to the formation of the corresponding carboxylic acids.The reaction is first order with respect to PHPB.Michaelis-Menten type kinetics were observed with respect to the aldehyde.The formation constants for the aldehyde-PHPB complexes and the rate of their decomposition, at different temperatures, were evaluated.The oxidation of MeCDO exhibited a substantial kinetic isotope effect.The effect of solvent composition indicated that the transition state is morepolar than the reactants.The role of aldehyde in the oxidation process is discussed.A mechanism involving transfer of a hydride ion from the aldehyde hydrate to the oxidant is proposed.