While reading about the basic character of amines, I came across a note which said that $\ce{CH3-CH2-NH2}$ was more stable than $\ce{CH3-NH2}$ as $\ce{C2H5}$ was a stronger +I group than $\ce{CH3}$.

However, according to what I know, isn't $\ce{CH3}$ a stronger +I group as in a longer chain the +I effect dies out?

  • $\begingroup$ C2H5 is stronger than CH3 for the same reason why CH3 is stronger than H. True, the effect should die out along the chain, but what is it that produces the effect in the first place? What is it sitting at the far end of the chain? Nothing. The effect is produced by the chain itself. $\endgroup$ – Ivan Neretin Dec 29 '18 at 5:51
  • $\begingroup$ @IvanNeretin Thanks! I guess that works. So C3H7 would be an even stronger +I group? $\endgroup$ – viktor nikiforov Jan 1 '19 at 11:27
  • $\begingroup$ Yeah, a little. $\endgroup$ – Ivan Neretin Jan 2 '19 at 5:39

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