OXIDATION OF SOME ALIPHATIC ALDEHYDES BY IMIDAZOLIUM FLUOROCHROMATE. A KINETIC AND MECHANISTIC STUDY

被引:0
作者
Sharma, D. [1 ]
Pancharia, P. [1 ]
Vyas, S. [1 ]
Sharma, P. K. [1 ]
机构
[1] Jai Narain Vyas Univ, Dept Chem, Jodhpur 342005, Rajasthan, India
来源
OXIDATION COMMUNICATIONS | 2012年 / 35卷 / 04期
关键词
aldehydes; correlation analysis; halochromate; kinetics; mechanism; oxidation; ENTHALPY-ENTROPY-RELATIONSHIP; PYRIDINIUM FLUOROCHROMATE; MORPHOLINIUM CHLOROCHROMATE; QUINOLINIUM FLUOROCHROMATE; SECONDARY ALCOHOLS; EFFICIENT REAGENT; OXALIC ACIDS; BROMOCHROMATE; ALPHA; STOICHIOMETRY;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The oxidation of 6 aliphatic aldehydes by imidazolium fluorochromate (IFC) in dimethyl sulphoxide (DMSO) leads to the formation of corresponding carboxylic acids. The reaction is first order each in IFC. A Michaelis-Menten type of kinetics is observed with respect to the aldehydes. The reaction is catalysed by hydrogen ions, the hydrogen-ion dependence has the form: k(obs) = a + b[H+]. The oxidation of deuteriated acetaldehyde, MeCDO, exhibited a substantial primary kinetic isotope effect (k(H)/k(D) = 5.78 at 298 K). The oxidation of acetaldehyde has been studied in 19 different organic solvents. The solvent effect has been analysed using the Taft and Swain multiparametric equations. The rate constants correlate well with the Taft sigma* values; reaction constants being negative. A mechanism involving transfer of hydride ion has been suggested.
引用
收藏
页码:821 / 831
页数:11
相关论文
共 50 条
[31]   KINETIC-STUDY OF THE OXIDATION OF ALIPHATIC-ALDEHYDES BY BIS(2,2'-BIPYRIDYL) COPPER(II) PERMANGANATE [J].
KOTHARI, S ;
SHARMA, V ;
SHARMA, PK ;
BANERJI, KK .
PROCEEDINGS OF THE INDIAN ACADEMY OF SCIENCES-CHEMICAL SCIENCES, 1992, 104 (05) :583-589
[32]   Kinetics and mechanism of oxidation of some heterocyclic aldehydes by benzimidazolium fluorochromate in aqueous acetic acid medium [J].
Malik, V. Saleent ;
Vannamtithu, I. ;
Shafi, S. Syed ;
Mansoor, S. Sheik .
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2016, 93 (12) :1357-1364
[33]   Correlation analysis of reactivity in the oxidation of some organic sulfides by tetrabutylammonium tribromide : A kinetic and mechanistic study [J].
Sharma, Pradeep K. .
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2014, 91 (08) :1561-1568
[34]   Oxidation of some organic sulfides by benzyltrimethylammonium chlorobromate: a kinetic and mechanistic approach [J].
Tiwari, V. ;
Meena, A. ;
Daiya, A. ;
Prasadrao, Posani T. S. R. K. ;
Sharma, Vinita .
PROGRESS IN REACTION KINETICS AND MECHANISM, 2012, 37 (03) :263-276
[35]   Micellar-Assisted Oxidation of D-Glucose by Imidazolium Fluorochromate in a 50% (v/v) Aqueous Acetic Acid Medium: A Kinetic and Mechanistic Approach [J].
Tomar, Ashish ;
Arora, Unik ;
Singh, Jai Veer .
JOURNAL OF SOLUTION CHEMISTRY, 2025, 54 (07) :881-905
[36]   Kinetic and mechanistic study of the oxidation of carvedilol by peroxodiphosphate [J].
Al-Sa'doni, Haitham H. ;
Ghanem, Raed A. ;
Yousef, Fakhri O. ;
Salameh, Bader A. .
REACTION KINETICS MECHANISMS AND CATALYSIS, 2025, 138 (04) :1977-1992
[37]   Oxidation of aliphatic ketone semicarbazones by acid bromate: A kinetic and mechanistic study [J].
Venkateswaran, V ;
Asaithambi, M ;
Geetha, A ;
Parimaladevi, R .
ASIAN JOURNAL OF CHEMISTRY, 2004, 16 (3-4) :1589-1593
[38]   Oxidation of some unsaturated acids by tetrakis (pyridine) silver dichromate : A kinetic and mechanistic study [J].
Choudhary, A. ;
Yajurvedi, D. ;
Kumbhani, S. ;
Shastri, I. ;
Sharma, Vinita .
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2009, 86 (08) :832-836
[39]   Oxidation of some vicinal and non-vicinal diols by tetrakis(pyridine)silver dichromate: A kinetic and mechanistic study [J].
Meena, A. K. ;
Daiya, A. ;
Sharma, A. ;
Banerji, J. ;
Kotai, L. ;
Sharma, Vinita .
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2011, 88 (12) :1887-1893
[40]   Quinolinium fluorochromate oxidation of benzilic acid in aqueous acetic acid medium: A kinetic study [J].
Meenakshisundaram, S ;
Sathiyendiran, V ;
Mahendran, M .
AFINIDAD, 2001, 58 (495) :341-346