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7
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0343157000
-
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note
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4
-
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8
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37049073393
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9
-
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0343592490
-
-
note
-
4 is recalculated by using the equilibrium constants, the concentration of the pure solvent, and eq 5.
-
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-
-
10
-
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0343592489
-
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Manuscript in preparation
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Snelgrove, D. W.; Banks, J. T.; Lusztyk, J.; Mulder, P.; Ingold, K. U. Manuscript in preparation.
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Snelgrove, D.W.1
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Ingold, K.U.5
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11
-
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0343592488
-
-
note
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12
-
-
-
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12
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33845556970
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-
13
-
-
0343156999
-
-
note
-
2-PhOH equals 1:31:2.6.
-
-
-
-
14
-
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0021729803
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Bors, W.; Michel, C.; Saran, M. Biochim. Biophys. Acta 1984, 796, 312-9.
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15
-
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0342287444
-
-
note
-
b is caused by the effect of the position of methyl substituent.
-
-
-
-
16
-
-
0343156998
-
-
note
-
17 computed transition states for hydrogen atom abstraction from several para-substituted phenols by hydroperoxyl and methylperoxyl radicals at the HF/STO-3G level, finding O-H-O angles of 180̊, in contrast to our results for o- and p-methoxyphenol.
-
-
-
-
17
-
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0001412680
-
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Tanaka, K.; Sakai, S.; Tomiyama, S.; Nishiyama, T.; Yamada, F. Bull. Chem. Soc. Jpn. 1991, 64, 2677-80.
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18
-
-
0342722548
-
-
note
-
The DFT calculations on 2-methoxyphenol show that on formation of the intramolecular hydrogen bond the positive (Mulliken) charge on this hydrogen increases slightly, from 0.315 to 0.331, consequently the rate for reaction with the electrophilic alkoxyl radical may decrease.
-
-
-
-
19
-
-
0342287442
-
-
note
-
+ values from ref 21.
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-
-
20
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4243664295
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Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165-95.
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0342722545
-
-
note
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-1.
-
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23
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37049084407
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24
-
-
0343156992
-
-
note
-
+ values from ref 21.
-
-
-
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26
-
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0001402559
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(b) Stomberg, R.; Hauteville, M.; Lundquist, K. Acta Chem. Scand. 1988, B42, 697-707.
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0000120771
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(c) Velavan, R.; Sureshkumar, P.; Sivakumar, K.; Natarajan, S. Acta Crystallogr. 1995, C51, 1131-3.
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0033522603
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29
-
-
0343156991
-
-
note
-
The observed rate constant for 2,6-dimethoxyphenol in tert-butyl alcohol is higher than could be expected from the hydrogen bond accepting properties of the solvent. This may be caused by steric hindrance to the formation of the intermolecular hydrogen bond.
-
-
-
-
30
-
-
0343156989
-
-
Data from refs 3 and 4
-
Data from refs 3 and 4.
-
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31
-
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0029680920
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Banks, J. T.; Ingold, K. U.; Lusztyk, J. J. Am. Chem. Soc. 1996, 118, 8, 6790-1. Correction: Banks, J. T.; Ingold, K. U.; Lusztyk, J. J. Am. Chem. Soc. 1996, 118, 12485.
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0030475398
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Banks, J. T.; Ingold, K. U.; Lusztyk, J. J. Am. Chem. Soc. 1996, 118, 8, 6790-1. Correction: Banks, J. T.; Ingold, K. U.; Lusztyk, J. J. Am. Chem. Soc. 1996, 118, 12485.
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-
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0343156988
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note
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-1 from the kinetic results.
-
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-
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35
-
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0343156984
-
-
note
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1 for the experimental intermolecular hydrogen bond enthalpies of 2-methoxyphenol and 4-methoxyphenol with ethyl acetate.
-
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36
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