. Author manuscript; available in PMC: 2013 Feb 1.

Published in final edited form as: J Am Chem Soc. 2012 Jan 18;134(4):2085–2093. doi: 10.1021/ja207899j

Table 5.

Results (Errors Are Standard Deviations) Obtained Upon HPLC/MS Analysis of the Reaction Mixtures of 4-Iodopyridine in Methanol/Water

		Unreacted 4-Iodopyridine	Pyridine	Sum of Pyridine and 4-Iodopyridine
pH 1.0	Dark Control	(11.0 ± 0.4) mM	0.0 mM	-
	Sample	(5.7 ± 0.1) mM	(4.5 ± 0.1) mM	(10.2 ± 0.1) mM
	Yield		(44 ± 1)%
pH 1.7	Dark Control	(10.3 ± 0.3) mM	0.0 mM	-
	Sample	(6.5 ± 0.8) mM	(4.4 ± 0.3) mM	(10.9 ± 0.8) mM
	Yield		(40 ± 2)%
pH 2.2	Dark Control	(9.8 ± 0.3) mM	0.0 mM	-
	Sample	(6.2 ± 0.2) mM	(4.2 ± 0.1) mM	(10.4 ± 0.2) mM
	Yield		(40 ± 1)%
pH 3.1	Dark Control	(10.2 ± 0.1) mM	0.0 mM	-
	Sample	(6.6 ± 0.5) mM	(4.0 ± 0.1) mM	(10.6 ±0.5) mM
	Yield		(38 ± 2)%