Under conditions B, the mono-methylated product 16 is formed. What does the position of methylation tell you?

1. Under conditions C, the decomposition product 17 is formed. Why does the change in reaction conditions (relative to A) open this alternative pathway?
2. 

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Transcribed Image Text:

Ph. O-g-Ar N. 14 H A i. 2 x CHILI, -78 °C ii. D₂O B 1.2xCHL, -78C i. 1xCHy iii. H₂O (work-up) с i. 2 x CHILI, 25 °C ii. D₂O Ph. Ph. Ph. O-g-Ar N. N D 15 16 0-g-Ar N. N H 17 00 D D Ph. O-g-Ar N. 14 H A i. 2 x CHILI, -78 °C ii. D₂O B 1.2xCHL, -78C i. 1xCHy iii. H₂O (work-up) с i. 2 x CHILI, 25 °C ii. D₂O Ph. Ph. Ph. O-g-Ar N. N D 15 16 0-g-Ar N. N H 17 00 D D

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DNA methylation which most commonly occurs at the C5 position of cytosines within CpG dinucleotides ... View the full answer