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0345329074
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note
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16c,30b
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24
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0000721822
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28
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0344898024
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note
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16c
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29
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Darbeau, R.W.1
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0344466229
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note
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16b
-
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34
-
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0345329072
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-
note
-
17b Deaminations via N-nitro- and N-nitrosoamides circumvent these drawbacks and are more useful for the clean generation of IMSIPs.
-
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35
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0344035102
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36
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0344035101
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note
-
13
-
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37
-
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0344035100
-
-
note
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3, while that of N-benzyl-N-nitrosoacetamide is ∼45 days under the same conditions.
-
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43
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0000632482
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49
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0344035097
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note
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16c Thus the extent of denitrosation depends, at least in part, on the acid moiety in the starting nitrosoamide. The stronger the acid in the catalytic step, the larger is the degree of denitrosation.
-
-
-
-
50
-
-
0344898022
-
-
note
-
24d The absence of benzylpyridines is consistent with the low mole fraction of pyridine in the medium.
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51
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0345329069
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It has been suggested from a comparison of the decomposition of the 4-octyl analogues of the nitrosoamide 1a and the diazoalkane 5 in acetic acid that the diazoalkane approach produces a larger relative yield of esters than the nitrosoamide route. However, this conclusion must be treated with reserve because (1) the diazooctane route led to low product recoveries (29.5%), relative to the nitrosoamide yield reported (87.8%), (2) information on the purity of the diazoalkane was not provided, and (3) details of the techniques used to introduce the diazoalkane into the acetic acid were not given (high local concentrations of the diazoalkane could lead to side reactions): Southam, R. M.; Whiting, M. C. J. Chem. Soc., Perkin 2, 1982, 597-603.
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0000003828
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0 is the corresponding rate constant with a standard nucleophile (chosen by Swain and Scott to be water). The term "s" is a parameter which gauges the sensitivity of the substrate toward variation in the nucleophiles: Swain, C. G.; Scott, C. B. J. Am. Chem. Soc. 1953, 75, 141.
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Interestingly, the acidification of 1-phenyl-3-(1-phenylethyl)-triazene yields N-(1-phenylethyl)aniline in addition to the o-, m-, and p-(1-phenylethyl)anilines (White, E. H.; Maskill, H.; Woodcock, D. J.; Schroeder, M. A. Tetrahedron Lett. 1969, 21, 1713).
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0344898020
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note
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2/benzene-toluene). No signal in the region δ 4-7 was observed (except for that due to ester) so the other pathways leading to compounds containing the benzyl group also appear to be noncompetitive.
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60
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0021755810
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15O, respectively; thus the relative response factors, which depend partially upon carbon number, (Schomburg. G. Gas Chromatography: A Practical Course, 1st ed., VCH: Weinheim, Germany, 1990; p 116) are not likely to be very different from each other.
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1H NMR spectroscopy.
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