Kinetic and thermodynamic studies of the oxidation of some industrially important secondary cyclic alcohols using K2S2O8 in acidic medium

Volume 4, Issue 3, June 2019     |     PP. 52-60      |     PDF (230 K)    |     Pub. Date: April 9, 2019
DOI:    338 Downloads     7172 Views  

Author(s)

CHETANA RANA, Department of Chemistry,N.B.Mehta Science College,Bordi 401701, Maharashtra,India
D.V.PRABHU, Department of Chemistry, Wilson College,Mumbai 400007,India

Abstract
Inorganic oxidants have rarely been used for the oxidation of alcohls to the corresponding carbonyl compounds.This paper deals with the kinetics of oxidation of industrially important secondary cyclic alcohols,Cyclopentanol,Cyclohexanol and Cyclooctanol by K2S2O8 in acidic medium,under first order kinetic conditions with respect to the inorganic oxidant.The sequence of oxidation rates viz.Cyclooctanol > Cyclopentanol > Cyclohexanol has been explained on the basis of the effect of ring size of the cyclic alcohols on their oxidation rates.From the effect of temperature on the oxidation rate of alcohols,the thermodynamic activation parameters have been evaluated,

Keywords
secondary cyclic alcohols,inorganic oxidant,kinetics,ring size,thermodynamic activation parameters,energy of activation,entropy of activation.

Cite this paper
CHETANA RANA, D.V.PRABHU, Kinetic and thermodynamic studies of the oxidation of some industrially important secondary cyclic alcohols using K2S2O8 in acidic medium , SCIREA Journal of Clinical Medicine. Volume 4, Issue 3, June 2019 | PP. 52-60.

References

[ 1 ] a.E.J.Corey and J.W.Suggs,Tetrahedron Letts.,16,2647(1975) b. E.J.Corey and D.L.Boyer, Tetrahedron Letts.,19,240(1978) c. E.J.Corey and G.Schmidt, Tetrahedron Letts.,20,399 (1978)
[ 2 ] J.C.Collins and W.W.Hess,Org.Synth.5,42(1972)
[ 3 ] F.S.Guizec and F.A.Luzziv,Synthesis,691(1980)
[ 4 ] G.Piancatelli, A.Scettri and M.D’Auria,Synthesis,245 (1982)
[ 5 ] V.M.Deshpande,N.B.Laxmeshwar and D.V.Prabhu,Proceedingsof the InternationalConference of Chemistry (Indian Chemical Society),Kolkata, India B-14 (1999)
[ 6 ] D.V.Prabhu, J.Ind.Chem.Soc.,84,1135(2007)
[ 7 ] D.V.Prabhu, Oriental J.Chemistry,24(1),163(2008)
[ 8 ] D.V.Prabhu, H.A.Parbat and M.A.Tandel, Asian J.Chemistry,23(12),5495(2011)
[ 9 ] D.V.Prabhu, H.A.Parbat and M.A.Tandel,Asian J.Chemistry,24(12),5687(2012)
[ 10 ] D.V.Prabhu,M.A.Tandel and H.A.Parbat,Asian J.Chemistry,26(19),6669(2014)
[ 11 ] D.V.Prabhu and ChetanaRana,Rasayan J.Chemistry,8(4),459(2015)
[ 12 ] I.M.Kolthoff and I.L.Miller,J.Am.Chem.Soc.,73,3055(1957)
[ 13 ] B.L.Hiran,S.L.Jain and S.N.Joshi,Asian J.Chemistry,6(4),830(1994)
[ 14 ] H.C.Brown and H.Herstein,J.Am.Chem.Soc.,74,2929(1952)
[ 15 ] H.G.Kuivila and B.T.Becker,J.Am.Chem.Soc.,74,5329(1952)
[ 16 ] H.C.Brown,R.S.FletcherandR.B.Johannesen,J.Am.Chem.Soc.,79,212 (1957)
[ 17 ] G.L.Eichhorn and I.M.Trachtenberg,J.Am.Chem.Soc.,76,5184(1954)
[ 18 ] E.S.Amiss,Kinetics of chemical change in solution,The Macmillan Co., New York, pp 108,110 (1948)