Abstract
The affect of 16 different protic and aprotic solvents on the rate of reaction between allyl bromide and 2-mercapto-1-methylimidazole has been studied. Correlation of the rate constants with different solvent parameters indicates that the polarity, polarisability, electrophilicity and hydrogen bond donor ability of the solvent simultaneously influence the rate. from regression analysis, information about the mode of solvation of the reactants and the transition state is obtained.
Keywords
References
1.
Amis E.S.
, and
Hinton J.F.
(1973 ) Solvent effects on chemical phenomena , Vol. 1 . Academic Press , New York .
2.
Reichardt C.
(1979 ) Angew. Chem. Int. Ed. Engl. , 18 , 98 .
3.
Koppel I.A.
, and
Paju A.I.
(1974 ) Org. React. (Tarter) , 11 , 137 .
4.
Taft R.W.
,
Abboud J.L.M.
,
Kamlet M.J.
, and
Abraham M.H.
(1983 ) J. Org. Chem. , 48 , 2877 .
5.
Aslam M.H.
,
Collier G.
, and
Shorter J.
(1981 ) J. Chem. Soc., Perkin Trans. , 2 , 1582 .
6.
Koppel I.A.
, and
Palm V.A.
(1972 ) In:
Chapman N.Y.
, and
Shorter J.
(eds.), Advances in linear free energy relationships , p. 222 . Plenum Press , New York .
7.
Krygowski T.M.
,
Radomski J.P.
,
Rzeszowiak A.
, and
Wrona P.K.
(1981 ) Tetrahedron , 37 , 119 .
8.
Fernandobanez L.
, and
Santos J.G.
(1984 ) J. Chem. Soc., Perkin Trans. , 2 , 1323 .
9.
Zhuzhong Y.
,
SamCheng E.
, and
Hante K.
(1985 ) J. Chem. Soc., Perkin Trans. , 2 , 929 .
10.
Compino T.
,
Santos J.G.
, and
Ibaniz F.
(1986 ) J. Chem. Soc., Perkin Trans. , 2 , 1021 .
11.
Manikyamba P.
, and
Sundaram E.V.
(1990 ) Int. J. Chem. Kinet. , 22 , 1153 .
12.
Gholami M.R.
, and
Yangjeh A.H.
(1999 ) J. Chem. Res (S) , 226 .
13.
Yangjeh A.M.
,
Gholami M.R.
, and
Mastaghim R.
(2001 ) J. Phys. Org. Chem. , 14 , 884 .
14.
Kalyani P.
, and
Manikyamba P.
(2005 ) Indian J. Chem. , 42A , 75 .
15.
Ranga Reddy S.
, and
Manikyamba P.
(2005 ) Indian J. Chem. , 43A , 76 .
16.
Ranga Reddy S.
,
Kalyani P.
, and
Manikyamba P.
(2005 ) Indian J. Chem. , 44A , 1831 .
17.
Gary Christian D.
(1994 ) Analytical chemisry , 2nd edn. John Wiley and Sons , New York .
18.
Ezekiel M.
, and
Fox K.A.
(1959 ) Methods of correlation and regression analysis , 3rd edn. Wiley , New York .
19.
Shorter J.
(1982 ) Correlation analysis of organic reactivity , pp. 107 . John Wiley and Sons, Research studies Press .
20.
Charles M.S.
, and
Hodgman D.
(1959 ) Standard Mathematical Tables , 12th edn.
21.
Vogel A.I.
(1978 ) Text book of practical organic chemistry , 4th edn. Longmans , New York .
22.Announcement by the International Group for Correlation Analysis in Organic Chemistry. (1985 ) Quant. Struct. Activity Relationships , 4 , 29 .
23.
Nakanishi K.
, and
Solomon P.M.
(1977 ) Infrared absorption spectroscopy , Holden-Day Inc.
24.
Silverstien R.M.
,
Bassler G.C.
, and
Morill T.C.
(1981 ) Spectrometric identification of organic compounds , 4th edn. John Wiley and Sons.
