825-99-0Relevant articles and documents
Kinetics and mechanism of the oxidation of substituted benzaldehydes with bis(pyridine)silver permanganate
Purohit, Trupti,Banerji, Jayshree,Kotai, Laszlo,Sajo,Banerji,Sharma, Pradeep K.
, p. 1045 - 1052 (2013/01/14)
The oxidation of thirty-six ortho-, meta- and para-substituted benzaldehydes by bis(pyridine)silver permanganate (BPSP) resulted in the formation of the corresponding benzoic acids. The reaction is first order with respect to both BPSP and aldehydes. The reaction is catalyzed by hydrogen ions. The rate of reaction increases with an increase in the amount of acetic acid in the solvent. The correlation analyses of the rate of oxidation of thirty-six aldehydes were performed in terms of Charton's LDR and LDRS equations. The rate of oxidation of meta- and para-substituted benzaldehydes showed excellent correlation with Charton's LDR equation. The rates of ortho-compounds showed excellent correlation with LDRS equation. The oxidation para-compounds is more susceptible to the delocalization effect. The oxidation of ortho- and meta-compounds exhibited a greater dependence on the field effect. The polar reaction constants are negative indicating an electron-deficient centre in the rate-determining step. A mechanism involving a nucleophilic attack on the carbonyl group by a permanganate-oxygen and a subsequent hydride transfer has been proposed.
Structure-Reactivity correlation in the oxidation of substituted benzaldehydes by tetraethylammonium chlorochromate
Gehlot,Prasadrao,Sharma
experimental part, p. 1173 - 1178 (2012/01/05)
Oxidation of 36 monosubstituted benzaldehydes by tetraethylammonium chlorochromate in dimethyl sulphoxide, leads to the formation of corresponding benzoic acids. The reaction is of first order with respect to chlorochromate and aldehydes. The reaction is promoted by H+; the H+ dependence has the form kobs = a + b[H+]. The oxidation of duteriated benzaldehyde exhibits substantial primary kinetic isotope effect. The reaction was studied in 19 different organic solvents and the effect of solvent was analyzed using Taft's and Swain's multiparametric equations. The rates of the oxidation of para- and meta-substituted benzaldehydes showed excellent correlation in terms of Charton's triparametric LDR equation, whereas the oxidation of ortho-substituted benzaldehydes were correlated well with tetraperametric LDRS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalized effect than is the oxidation of ortho- and meta- substituted compounds, which display a greater dependence on the field effect. The positive value of h suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the orthosubstituents. A suitable mechanism has been proposed.
Correlation analysis of reactivity in the oxidation of substituted benzaldehydes by morpholinium chlorochromate
Choudhary, Anurag,Malani,Agarwal,Sharma,Sharma, Vinita
experimental part, p. 927 - 935 (2010/07/16)
Oxidation of thirty six monosubstituted benzaldehydes by morpholinium chlorochromate (MCC) in dimethylsulphoxide (DMSO), leads to the formation of corresponding benzoic acids. The reaction is of first order with respect to MCC. A Michaelis-Menten type kinetics is observed with respect to benzaldehydes. The reaction is promoted by hydrogen ions; the hydrogen-ion dependence has the form kobs = a + b [H+]. The oxidation of [2H] benzaidehyde (PhCDO) exhibited a substantial primary kinetic isotope effect. The reaction was studied in nineteen organic solvents and the effect of solvent was analysed using Taft's and Swain's multi-parametric equations. The rates of the oxidation of para- and meta-substituted benzaldehydes showed excellent correlation in terms of Charton's triparametric LDR equation, whereas the oxidation of ortho-substituted benzaldehydes were correlated well with tetraparametric LDRS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalized effect than is the oxidation of ortho- and meta-substituted compounds, which display a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the ortho-substituents. A suitable mechanism has been proposed.
Structure-reactivity correlation in the oxidation of substituted benzaldehydes by 2,2-bipyridinium chlorochromate
Sharma, Pradeep K.
experimental part, p. 1281 - 1288 (2009/12/31)
Oxidation of thirty six monosubstituted benzaldchydes by 2,2′-bipyridiniuin chlorochromate (BPCC) in diniethylsulphoxide (DMSO), leads to the formation of corresponding benzoic acids. The reaction is of first order with respect to both BPCC and aldehydes. The reaction is promoted by hydrogen ions; the hydrogen ion dependence has the form kobs= a + b[H+]. The oxidation of [2H]benzaldehyde (PhCDO) exhibited a substantial primary kinetic isotope effect. The reaction was studied in nineteen different organic solvents and the effect of solvent was analysed using Taft's and Swain's multi-parametric equations. The rates of the oxidation of para- and mete-substituted benzaldehydes showed excellent correlation in terms of Charton's triparametric LDR equation, whereas the oxidation of orfAo-substituted benzaldehydes were correlated well with tetraparametric LDRS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalized effect than is the oxidation of ortho- and mem-substituted compounds, which display a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the ortho-substituents. A suitable mechanism has been proposed.
Kinetics and mechanism of the oxidation of substituted benzaldehydes by tetrabutylammonium tribromide
Chouhan,Sharma, Monica,Sharma, Vinita
, p. 582 - 587 (2008/09/21)
The oxidation of thirty-six monosubstituted benzaldehydes by tetrabutylammonium tribromide (TBATB), in aqueous acetic acid solution, leads to the formation of the corresponding benzoic acids. The reaction is first order with respect to both TBATB and aldehydes. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of tetrabutylammonium chloride ions on the reaction rate. The oxidation of [2H]benzaldehyde (PhCDO) indicated the presence of a substantial kinetic isotope effect. The effect of solvent composition indicated that the reaction rate increases with an increase in the polarity of the medium. The rates of oxidation of meta- and para-substituted benzaldehydes showed excellent correlations in terms of Charton's triparametric LDR equation whereas the oxidation of ortho-substituted benzaldehydes correlated well with tetraparametric LDS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalization effect but the oxidation of ortho- and meta-substituted compounds displayed a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction center in the rate-determining step. The reaction is subjected to steric acceleration when ortho-substituents are present.
Benzoxazines for use in the treatment of parkinson's disease
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Page/Page column 3; 5, (2008/06/13)
Benzoxazines of Formula (I) wherein R1 is C1-C6 alkyl, C2-C6 alkenyl, or (CH2)n phenyl, R2 is C3-C6 alkyl, R3 is hydrogen, halo, hydro
Correlation analysis of reactivity in the oxidation of substituted benzaldehydes by benzyltrimethylammonium tribromide
Mehla, Satish K.,Kothari, Seema,Banerji, Kalyan K.
, p. 832 - 838 (2007/10/03)
The oxidation of benzaldehyde and thirty-five monosubstituted benzaldehydes by benzyltrimethylammonium tribromide (BTMAB) in aqueous acetic acid leads to the formation of the corresponding benzoic acids, The reaction is first order with respect to each the benzaldehyde and BTMAB. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of benzyltrimethylammonium chloride on the reaction rate. The oxidation of [2H]benzaldehyde (PhCDO) indicated the presence of a substantial kinetic isotope effect. The effect of solvent composition indicated that the reaction rate increases with an increase in the polarity of the solvent. The rates of oxidation of meta- and para-substituted benzaldehydes are correlated in terms of Charton's triparametric LDR equation whereas the oxidation of ortho-substituted benzaldehydes are correlated with tetraparametric LDRS equation. The oxidation of para- substituted benzaldehydes is more susceptible to the delocalization effect than is the oxidation of ortho-and meta-substituted compounds, which display a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric hindrance by the ortho-substituents.
Correlation analysis of reactivity in the oxidation of substituted benzaldehydes by pyridinium hydrobromide perbromide
Aneja, Meenakshi,Kothari, Seema,Banerji, Kalyan K.
, p. 650 - 656 (2007/10/03)
The oxidation of benzaldehyde and 35 monosubstituted benzaldehydes by pyridinium hydrobromide perbromide (PHPB) in aqueous acetic acid leads to the formation of the corresponding benzoic acids. The reaction is first order with respect to each of the benzaldehydes and PHPB. Addition of pyridinium bromide has no effect on the rate of oxidation. The oxidation of [2H]benzaldehyde (PhCDO) indicated the presence of a substantial kinetic isotope effect. The effect of solvent composition indicated that the reaction rate increases with increase in the polarity of the solvent. The rates of oxidation of meta- and para-substituted benzaldehydes were correlated in terms of Charton's triparametric LDR equation whereas those of ortho-substituted benzaldehydes were correlated with a tetraparametric LDRS equation. The oxidations of para- and ortho-substituted benzaldehydes are more susceptible to the delocalization effect while the oxidation of meta-substituted compounds displays a greater dependence on the fi eld effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric hindrance by the ortho substituents.
Kinetics and mechanism of the oxidation of substituted benzaldehydes by hexamethylenetetramine-bromine
Gangwani,Sharma,Banerji
, p. 615 - 622 (2007/10/03)
The oxidation of thirty-six monosubstituted benzaldehydes by hexa-methylenetetramine-bromine (HABR), in aqueous acetic acid solution, leads to the formation of the corresponding benzoic acids. The reaction is first order with respect to HABR. Michaelis-Menten-type kinetics were observed with respect to aldehyde. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of hexamethylenetetramine on the reaction rate. The oxidation of [2H]benzaldehyde (PhCDO) indicated the presence of a substantial kinetic isotope effect. The effect of solvent composition indicated that the reaction rate increases with an increase in the polarity of the solvent. The rates of oxidation of meta- and para-substituted benzaldehydes showed excellent correlations in terms of Charton's triparametric LDR equation, whereas the oxidation of ortho-substituted benzaldehydes correlated well with tetraparametric LDRS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalization effect but the oxidation of ortho- and meta-substituted compounds displayed a greater dependence on the field effect. The positive value of γ suggests the presence of an electron-deficient reaction center in the rate-determining step. The reaction is subjected to steric acceleration when ortho-substituents are present.
Kinetics and mechanism of the oxidation of substituted benzaldehydes by benzyltrimethylammonium chlorobromate
Raju, V. Sitarama,Sharma, Pradeep K.,Banerji, Kalyan K.
, p. 3322 - 3325 (2007/10/03)
The oxidation of 35 monosubstituted benzaldehydes by benzyltrimethylammonium chlorobromate (BTMACB) in aqueous acetic acid leads to the formation of the corresponding benzoic acids. The reaction is first order with respect to both benzaldehyde and BTMACB. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of benzyltrimethylammonium chloride or potassium bromide on the reaction rate. The oxidation of [2H]benzaldehyde (PhCDO) indicated the presence of a substantial kinetic isotope effect. The effect of solvent composition indicated that the reaction rate increases with an increase in the polarity of the solvent. The rates of oxidation of meta- and para-substituted benzaldehydes were correlated in terms of Charton's triparametric LDR equation, whereas the oxidation of ortho-substituted benzaldehydes was correlated with the tetraparametric LDRS equation. The oxidation of para- substituted benzaldehydes is more susceptible to the delocalization effect, whereas the oxidation of ortho-and meta-substituted compounds displayed a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction center in the rate-determining step. The reaction is subjected to steric hindrance by the ortho substituents.
