7463-51-6Relevant articles and documents
Kinetic Study and Mechanism Hydrolysis of 4-Bromo-3,5 dimethylphenyl?N-methylcarbamate in Aqueous Media
Attig, Jihène Ben,Ouertani, Randa,Megriche, Adel,Hamida, Néjib Ben,El Atrache, Latifa Latrous
, p. 761 - 769 (2017)
Degradation via hydrolysis is among the main transformation pathways and particularly for N-methylcarbamates. Carbamate pesticide hydrolysis is known to proceed through alkaline catalysis, with reaction of the hydroxide ion with the carbonyl function or with abstraction of hydrogen in the α position with respect to the carbonyl. This reaction leads to the formation of methylamine and corresponding phenol. In this respect, the reaction kinetics of 4-bromo-3,5-dimethylphenyl?N-methylcarbamate (BDMC) hydrolysis have been investigated in alkaline solution using a spectrophotometric technique and reversed phase liquid chromatography. The kinetic constants were determined following a proposed pseudo–first-order kinetic model. The positive activation entropy ΔS≠ = +35.73 J mol?1 K?1 and the absence of general base catalysis indicated an unimolecular elimination conjugate base (E1cB) hydrolytic mechanism involving the formation of methyl isocyanate. This result was confirmed by the fact that BDMC fits well into br?nsted and Hammett lines, obtained for a series of substituted N-methylcarbamate whose decomposition in aqueous media was established to follow an E1cB mechanism.
The synthesis of 1,2-ethanediylbis(triphenylphosphonium) ditribromide as a new brominating agent in the presence of solvents and under solvent-free conditions
Salmasi, Reihaneh,Gholizadeh, Mostafa,Salimi, Alireza,Garrison, Jered C.
, p. 2019 - 2028 (2016/09/16)
Abstract: 1,2-Ethanediylbis(triphenylphosphonium) ditribromide was quantitatively prepared and used for the bromination of anilines and phenols in the presence of a mixed solvent system (DCM/MeOH 2:1) and also under solvent-free conditions. This new ionic liquid has advantages over similar brominating agents in terms of short reaction time, simple workup, regioselectivity and high yields. Single-crystal X-ray analysis of title salt revealed that the bistriphenylphosphonium cation is organized around an inversion center located at the center of the –CH2–CH2– bridge and the two triphenylphosphine segments are anti with respect to one another. All the tribromide anions adopt a linear geometry with different Br–Br–Br bond angles for each anion. Graphical Abstract: [Figure not available: see fulltext.]
IPSO-hydroxylation of boronic acid via ozonolysis: A metal-, ligand-, and base-free method
Bommegowda, Yadaganahalli K.,Mallesha, Ningegowda,Vinayaka, Ajjampura C.,Sadashiva, Maralinganadoddi P.
supporting information, p. 268 - 270 (2016/05/02)
Here, we have developed a simple, efficient, and metal-, ligand-, and base-free method for the synthesis of functionalized aryl and alicyclic alcohols via ozonolysis of corresponding boronic acids in aqueous ethanol. The procedure is compatible with a variety of functional groups and can be utilized as an alternative method for the synthesis of hydroxy arenes and alicyclic alcohols.