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Volumn 29, Issue 11, 2008, Pages 2145-2151

Evaluation of methylthio and phenylthio group effects in the solvolyses of 2-chloro-2-(methylthio)acetone and 2-chloro-2-(phenylthio)acetophenone using extended Grunwald-Winstein equations

(2) Zoon, Ha Ryu a Bentley, T William b

a Dong Eui University (South Korea)

b SWANSEA UNIVERSITY (United Kingdom)

Author keywords

Grunwald Winstein (GW) parameter treatment; Kinetic solvent isotope effect; Kinetics; Solvolysis

Indexed keywords

ACETONE; CARRIER MOBILITY; ENZYME KINETICS; ETHANOL; ISOTOPES; KETONES; KINETICS; POSITIVE IONS; SOLVENTS; SULFUR;

2 ,2 ,2-TRIFLUOROETHANOL; EXTENDED GRUNWALD-WINSTEIN EQUATIONS; GRUNWALD-WINSTEIN (GW) PARAMETER TREATMENT; IONIZATION PATHWAYS; SOLVENT ISOTOPE EFFECTS; SOLVOLYSIS; SOLVOLYTIC REACTIONS; STRUCTURAL EFFECT;

ORGANIC SOLVENTS;

EID: 57349195772 PISSN: 02532964 EISSN: 12295949 Source Type: Journal
DOI: 10.5012/bkcs.2008.29.11.2145 Document Type: Article

Times cited : (7)

References (49)

1
- 57349163258
- Swain, C. G.; Mosely, R. B. J. Am. Chem. Soc. 1955, 77, 327.
- (1955) J. Am. Chem. Soc , vol.77 , pp. 327
- Swain, C.G.¹ Mosely, R.B.²

2
- 0348224196
- Ryu, Z. H.; Lim, G. T.; Bentley, T. W. Bull. Korean Chem. Soc. 2003, 24, 1293.
- (2003) Bull. Korean Chem. Soc , vol.24 , pp. 1293
- Ryu, Z.H.¹ Lim, G.T.² Bentley, T.W.³

3
- 0037143864
- (a) Oh, Y. H.; Jang, G. G.; Lim, G. T.; Ryu, Z. H. Bull. Korean Chem. Soc. 2002, 23, 1089.
- (2002) Bull. Korean Chem. Soc , vol.23 , pp. 1089
- Oh, Y.H.¹ Jang, G.G.² Lim, G.T.³ Ryu, Z.H.⁴

4
- 52749095136
- (b) Lee, H. S.; Rhu, C. J.; Kyong, J. B.; Kim, D. K.; Kevill, D. N. Bull. Korean Chem. Soc. 2007, 28(4), 657.
- (2007) Bull. Korean Chem. Soc , vol.28 , Issue.4 , pp. 657
- Lee, H.S.¹ Rhu, C.J.² Kyong, J.B.³ Kim, D.K.⁴ Kevill, D.N.⁵

5
- 27444447650
- Bentley, T. W.; Harris, H. C.; Ryu, Z. H.; Lim, G. T.; Sung, D. D.; Szajda, S. R. J. Org. Chem. 2005, 70, 8963.
- (2005) J. Org. Chem , vol.70 , pp. 8963
- Bentley, T.W.¹ Harris, H.C.² Ryu, Z.H.³ Lim, G.T.⁴ Sung, D.D.⁵ Szajda, S.R.⁶

6
- 43949088480
- D'Souza, M. J.; Ryu, Z. H.; Park, B.-C.; Kevill, D. N. Can. J. Chem. 2008, 86, 359.
- (2008) Can. J. Chem , vol.86 , pp. 359
- D'Souza, M.J.¹ Ryu, Z.H.² Park, B.-C.³ Kevill, D.N.⁴

7
- 27444432020
- Kevill, D. N.; Park, B.-C.; Kyong, J. B. J. Org. Chem. 2005, 70, 9032.
- (2005) J. Org. Chem , vol.70 , pp. 9032
- Kevill, D.N.¹ Park, B.-C.² Kyong, J.B.³

8
- 0001201304
- Kevill, D. N.; D'Souza, M. J. J. Chem. Soc. Perkin Trans. 2 1997, 1721.
- (1997) J. Chem. Soc. Perkin Trans. 2 , pp. 1721
- Kevill, D.N.¹ D'Souza, M.J.²

9
- 0000183370
- (a) Queen, A. Can. J. Chem. 1967, 45, 1619.
- (1967) Can. J. Chem , vol.45 , pp. 1619
- Queen, A.¹

10
- 57349113901
- (b) Kevill, D. N.; D'Souza, M. J. J. Org. Chem. 1998, 63, 1220.
- (1998) J. Org. Chem , vol.63 , pp. 1220
- Kevill, D.N.¹ D'Souza, M.J.²

11
- 0001418510
- Kevill, D. N.; Bond, M. W.; D'Souza, M. J. J. Org. Chem. 1997, 62, 7869.
- (1997) J. Org. Chem , vol.62 , pp. 7869
- Kevill, D.N.¹ Bond, M.W.² D'Souza, M.J.³

12
- 0033306139
- Kevill, D. N.; D'Souza, M. J. Can. J. Chem. 1999, 77, 1118.
- (1999) Can. J. Chem , vol.77 , pp. 1118
- Kevill, D.N.¹ D'Souza, M.J.²

13
- 18844389191
- (a) Kyong, J. B.; Won, H.; Lee, Y. H.; Kevill, D. N. Bull. Korean Chem. Soc. 2005, 26, 661.
- (2005) Bull. Korean Chem. Soc , vol.26 , pp. 661
- Kyong, J.B.¹ Won, H.² Lee, Y.H.³ Kevill, D.N.⁴

14
- 0034680621
- (b) Kyong, J. B.; Park, B. C.; Kim, C. B.; Kevill, D. N. Bull. Korean Chem. Soc. 2000, 65, 8051.
- (2000) Bull. Korean Chem. Soc , vol.65 , pp. 8051
- Kyong, J.B.¹ Park, B.C.² Kim, C.B.³ Kevill, D.N.⁴

15
- 0001036851
- Singh, A.; Andrews, L. J.; Keefer, R. M. J. Am. Chem. Soc. 1968, 84, 1179.
- (1968) J. Am. Chem. Soc , vol.84 , pp. 1179
- Singh, A.¹ Andrews, L.J.² Keefer, R.M.³

16
- 18844448307
- Strauss, M. J.; Andrews, L. J.; Keefer, R. M. J. Am. Chem. Soc. 1968, 90, 3473.
- (1968) J. Am. Chem. Soc , vol.90 , pp. 3473
- Strauss, M.J.¹ Andrews, L.J.² Keefer, R.M.³

17
- 0039795535
- Friedrich, S. S.; Andrews, L. J.; Keefer, R. M. J. Org. Chem. 1972, 37, 3007.
- (1972) J. Org. Chem , vol.37 , pp. 3007
- Friedrich, S.S.¹ Andrews, L.J.² Keefer, R.M.³

18
- 37049066606
- (a) Apeloig, Y.; Karni, M. J. Chem. Soc., Perkin Trans. 2 1988, 625.
- (1988) J. Chem. Soc., Perkin Trans. 2 , pp. 625
- Apeloig, Y.¹ Karni, M.²

19
- 0001659252
- (b) Jagannadham, V.; Amyes, T. L.; Richard, J. P. J. Am. Chem. Soc. 1993, 115, 8465.
- (1993) J. Am. Chem. Soc , vol.115 , pp. 8465
- Jagannadham, V.¹ Amyes, T.L.² Richard, J.P.³

20
- 0041548540
- (c) Brown, H. C.; Okamoto, Y.; Inuki, T. J. Am. Chem. Soc. 1958, 80, 4964.
- (1958) J. Am. Chem. Soc , vol.80 , pp. 4964
- Brown, H.C.¹ Okamoto, Y.² Inuki, T.³

21
- 57349120675
- Hoffman, B. M.; Eames, T. J. Am. Chem. Soc. 1969, 91, 5170.
- (1969) J. Am. Chem. Soc , vol.91 , pp. 5170
- Hoffman, B.M.¹ Eames, T.²

22
- 0242513276
- McManus, S. P.; Sedaghat-Herati, M. R.; Karaman, R. M.; Neamati-Mazraeh, N.; Cowell, S. M.; Harris, J. M. J. Org. Chem. 1989, 54, 1911.
- (1989) J. Org. Chem , vol.54 , pp. 1911
- McManus, S.P.¹ Sedaghat-Herati, M.R.² Karaman, R.M.³ Neamati-Mazraeh, N.⁴ Cowell, S.M.⁵ Harris, J.M.⁶

23
- 33947441989
- Grunwald, E.; Winstein, S. J. Am. Chem. Soc. 1948, 70, 846.
- (1948) J. Am. Chem. Soc , vol.70 , pp. 846
- Grunwald, E.¹ Winstein, S.²

24
- 0000121091
- Bentley, T. W.; Llewellyn, G. Prog. Phys. Org. Chem. 1990, 17, 121.
- (1990) Prog. Phys. Org. Chem , vol.17 , pp. 121
- Bentley, T.W.¹ Llewellyn, G.²

25
- 84987028523
- Kevill, D. N.; D'Souza, M. J. J. Phys. Org. Chem. 1992, 5, 287.
- (1992) J. Phys. Org. Chem , vol.5 , pp. 287
- Kevill, D.N.¹ D'Souza, M.J.²

26
- 33847797449
- (a) Schadt, F. L.; Bentley, T. W.; Schleyer, P. v. R. J. Am. Chem. Soc. 1976, 98, 7667.
- (1976) J. Am. Chem. Soc , vol.98 , pp. 7667
- Schadt, F.L.¹ Bentley, T.W.² Schleyer, P.V.R.³

27
- 33644610627
- (b) Bentley, T. W.; Schleyer, P. v. R. Adv. Phys. Org. Chem. 1977, 14, 1.
- (1977) Adv. Phys. Org. Chem , vol.14 , pp. 1
- Bentley, T.W.¹ Schleyer, P.V.R.²

28
- 84986533477
- (c) Liu, K.-T. J. Chinese Chem. Soc. 1995, 42, 607.
- (1995) J. Chinese Chem. Soc , vol.42 , pp. 607
- Liu, K.-T.¹

29
- 0000862017
- (a) Kevill, D. N.; Anderson, S. W. J. Org. Chem. 1991, 56, 1845.
- (1991) J. Org. Chem , vol.56 , pp. 1845
- Kevill, D.N.¹ Anderson, S.W.²

30
- 0003104087
- (b) Kevill, D. N.; D'Souza, M. J. J. Chem. Res. (S) 1993, 174.
- (1993) J. Chem. Res. (S) , pp. 174
- Kevill, D.N.¹ D'Souza, M.J.²

31
- 57349151688
- Kevill, D. N. In Advances in Quantitative Structure- Property Relationships; Charton, M, Ed.; JAI Press: Greenwich, CT, 1996; 1, p 81.
- (c) Kevill, D. N. In Advances in Quantitative Structure- Property Relationships; Charton, M, Ed.; JAI Press: Greenwich, CT, 1996; Vol 1, p 81.

32
- 0002439087
- (a) Kevill, D. N.; D'Souza, M. J. J. Chem. Res. (S) 1996, 1649.
- (1996) J. Chem. Res. (S) , pp. 1649
- Kevill, D.N.¹ D'Souza, M.J.²

33
- 44649161083
- (b) Kevill, D. N.; D'Souza, M. J. J. Chem. Res. 2008, 61.
- (2008) J. Chem. Res , pp. 61
- Kevill, D.N.¹ D'Souza, M.J.²

34
- 1842509009
- Ryu, Z. H.; Shin, S. H.; Lim, G. T.; Lee, J. P. Bull. Korean Chem. Soc. 2004, 25, 307.
- (2004) Bull. Korean Chem. Soc , vol.25 , pp. 307
- Ryu, Z.H.¹ Shin, S.H.² Lim, G.T.³ Lee, J.P.⁴

35
- 0036660320
- Ryu, Z. H.; Shin, S. H.; Lee, J. P.; Lim, G. T.; Bentley, T. W. J. Chem. Soc., Perkin Trans. 2 2002, 1283.
- (2002) J. Chem. Soc., Perkin Trans. 2 , pp. 1283
- Ryu, Z.H.¹ Shin, S.H.² Lee, J.P.³ Lim, G.T.⁴ Bentley, T.W.⁵

36
- 33947084937
- da Roza, D. A.; Andrews, L. J.; Keefer, R. M. J. Am. Chem. Soc. 1973, 95, 7003.
- (1973) J. Am. Chem. Soc , vol.95 , pp. 7003
- da Roza, D.A.¹ Andrews, L.J.² Keefer, R.M.³

37
- 33947321426
- Kevill, D. N.; Ryu, Z. H. Int. J. Mol. Sci. 2006, 7, 451.
- (2006) Int. J. Mol. Sci , vol.7 , pp. 451
- Kevill, D.N.¹ Ryu, Z.H.²

38
- 34248228599
- Kevill, D. N.; Koyoshi, F.; D'Souza, M. J. Int. J. Mol. Sci. 2007, 8, 346.
- (2007) Int. J. Mol. Sci , vol.8 , pp. 346
- Kevill, D.N.¹ Koyoshi, F.² D'Souza, M.J.³

39
- 13844312995
- Kevill, D. N.; Kim, C.-B. J. Org. Chem. 2005, 70, 1490.
- (2005) J. Org. Chem , vol.70 , pp. 1490
- Kevill, D.N.¹ Kim, C.-B.²

40
- 57349184204
- Used unpublished kinetic data, performed by Kevill, D. N (Northern Illinois University, USA, Park, Y. H, Sang Ji University, South Korea) and Park, B-C.(Hanyang University, South Korea, k-SCH3(7, k-S-ph(8, 1.30 × 10-4 s -1/4.13 × 10-7 s-1, k -SPh(8)/k-S-Ph-Cl(9, 4.13 × 10-7 s-1/2.78 × 10-6 s -1 for ethanol and k-SCH3(7)/k -S-Ph8, 1.33 × 10-2 s -1/2.95 × 10-4 s-1, 2.95 × 10 -4 s-1/ 4.21 × 10-5 s-1 for 97TFE, respectively, at 0°C. We thank the investigators for permission to use these data
- -1 for 97TFE, respectively, at 0°C. We thank the investigators for permission to use these data.

41
- 1542587019
- Creary, X. Chem. Rev. 1991, 91, 1625.
- (1991) Chem. Rev , vol.91 , pp. 1625
- Creary, X.¹

42
- 33747144106
- Bentley, T. W.; Garley, M. S. J. Phys. Org. Chem. 2006, 19, 341.
- (2006) J. Phys. Org. Chem , vol.19 , pp. 341
- Bentley, T.W.¹ Garley, M.S.²

43
- 0037138229
- Ryu, Z. H.; Ju. C.-K.; Sung, D. D.; Sung, N. C.; Bentley, T. W. Bull. Korean Chem. Soc. 2002, 23, 123.
- (2002) Bull. Korean Chem. Soc , vol.23 , pp. 123
- Ryu, Z.H.¹ Ju, C.-K.² Sung, D.D.³ Sung, N.C.⁴ Bentley, T.W.⁵

44
- 84987013977
- Koo, I. S.; Lee, I.; Oh, J.; Yang, K.; Bentley, T. W. J. Phys. Org. Chem. 1993, 6, 223.
- (1993) J. Phys. Org. Chem , vol.6 , pp. 223
- Koo, I.S.¹ Lee, I.² Oh, J.³ Yang, K.⁴ Bentley, T.W.⁵

45
- 57349087224
- Prepared as previously reported (Choi, H. D.; Seo, P. J.; Son, B. W. J. Korean Chem. Soc. 1999, 43, 494).
- Prepared as previously reported (Choi, H. D.; Seo, P. J.; Son, B. W. J. Korean Chem. Soc. 1999, 43, 494).

46
- 57349099541
- Prepared by the method reported in ref. 24
- Prepared by the method reported in ref. 24.

47
- 37049079968
- Bentley, T. W.; Jones, R. O. J. Chem. Soc. Perkin Trans. 2 1993, 2351-2357.
- (1993) J. Chem. Soc. Perkin Trans. 2 , pp. 2351-2357
- Bentley, T.W.¹ Jones, R.O.²

48
- 38049121647
- Koo, I. S.; Kwon, E.; Choi, H.; Yang, K.; Park, J. K.; Lee, J. P.; Lee, I.; Bentley, T. W. Bull. Korean Chem. Soc. 2007, 28(12), 2377.
- (2007) Bull. Korean Chem. Soc , vol.28 , Issue.12 , pp. 2377
- Koo, I.S.¹ Kwon, E.² Choi, H.³ Yang, K.⁴ Park, J.K.⁵ Lee, J.P.⁶ Lee, I.⁷ Bentley, T.W.⁸

49
- 0000077346
- Guggenheim, E. A. Philos. Mag. 1926, 2, 538.
- (1926) Philos. Mag , vol.2 , pp. 538
- Guggenheim, E.A.¹

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