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Organic Chemistry

Cool goIITian

Joined: 30 Nov 2008
Post: 86
11 Jan 2009 11:24:49 IST
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In the series for species showing "- I effect" why does -NR3 show more I effect than -NH3?
None

When we arrange various species in decreasing order of   -I effect ,  - NR3, shows more "-I Effect" than -NH3


though -R attatched to "N" atom shall diminish its electron attracting capacity and not "H".


Why is it so?


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RockOn.....'s Avatar

Hot goIITian

Joined: 3 Dec 2008
Posts: 176
11 Jan 2009 12:20:47 IST
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Yaa.. It is right but in -NR3,due to stearic hiderance nature of -NR3 i.e.nature of bulky group..Other electrophiles cannot attack on it hence +I effect decrease and due to lone pair of electron on N both causes this effect...

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abhishek's Avatar

Cool goIITian

Joined: 10 May 2008
Posts: 83
11 Jan 2009 14:23:37 IST
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-NR3 group also has a positive charge developed on the nitrogen atom which is stronger than mere electronegativity of the other I- groups.



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