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Topic: Decreasing order of basicity of these nitrogens  (Read 2306 times)

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Offline ashish

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Decreasing order of basicity of these nitrogens
« on: July 21, 2017, 02:24:56 PM »
i have to arrange these nitrogens in decreasing order of basicity

here is the question

https://postimg.org/image/6xatjxrb3/

and here is my answer

https://postimg.org/image/qigsalk9x/

please help
« Last Edit: July 21, 2017, 05:57:10 PM by Arkcon »

Offline Arkcon

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Re: Decreasing order of basicity of these nitrogens
« Reply #1 on: July 21, 2017, 05:58:14 PM »
Hi there.  I've attached the first image for everyone to see at once.  As for the photograph of your writing, why not simply type it for us to read right here in the forums.
Hey, I'm not judging.  I just like to shoot straight.  I'm a man of science.

Offline ashish

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Re: Decreasing order of basicity of these nitrogens
« Reply #2 on: July 21, 2017, 08:43:16 PM »
Hi there.  I've attached the first image for everyone to see at once.  As for the photograph of your writing, why not simply type it for us to read right here in the forums.

hi...thanks for replying ....N5 will be most basic as it is attached to three alkyl groups having +I effect....

in between N4 and N3 ...N4 will be more basic as it is sp2 hybridized while N3 is sp hybridized

in between N2 and N1...lone pair on N1 is delocalized in ring while  in N2 there is some +I effect apart from delocalization ...so N2 will be more basic than N1

so order of basicity = N5 > N4 > N3 > N2 > N1

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