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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: ACIDITY
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ashish040191 (142)

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definitely, rings have UF of 1. but that doesn't mean that their C r like sp2 hyb..


if this is  so then will u tell me , is ther no diff. between C of benzene and that of cyclohexane??????????????


 


definitely ,,,,


C of benzene are sp2 hyb. but that of cyclohexane is sp3 hyb.......................

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sandeepramesh (1247)

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Who said that there isnt any difference between them? I said that these carbons have a sp2 like characteristic! They arent sp2 hybridised! I mean, that they are partly like sp2!They may be sp3 hybridised but doesnt mean that they shdnt have sp2 chars!

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riku (99)

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Here we are talking about acidity and basicity,, which can be judged on the basis of +I effect. Here it is cyclic ring, and mind it ,, it is not sp2 hybridised . In such cases, ring is more symmetric +I effect causing group, since all are sp3 hybridised, but but in comp. (1), NH2 is joined to carbon, which in turn is joined to two more carbons,,unlike comp. (2) . Thus it decreases acidity and increases basicity. So (1) is more basic and (2) more acidic.
No confusions in case now.


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ashish040191 (142)

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niku .....


this is what i wrote yaar (in my first post)

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x4 (302)

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im pretty sure of the answer it is 2 is more basic than 1


im not sure of the reason .


neway does the bulky cyclohexyl group have anything to do with the less basicity of 1 ?


 


guys please go to my earlier post named tautomerism 3 . please noones answered that .


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sandeepramesh (1247)

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and im pretty sure that i have cited the right reason even though people are stubborn and not agreeing!


So be it !

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anandghegde (1712)

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 the first compound has pKb = 3.6


the second compound has pKb = 3.25


Hence second one is more basic Razz Rotfl RazzRazz


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