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Cananyone help me how to differentiate b/w nucleophile & base during rxn with halo – compounds?I know that nucleophile do substitution & base do elimination. But, when such rxn is given, I get confuses that whether to use that as a nucleophile(substitution) or a base(elimination).Please help me.

Shivam Chopra , 10 Years ago
Grade 12
anser 5 Answers
viswanath

Last Activity: 10 Years ago

In some cases  a nucleophile can act as a good base also
When a 10 alkyl halide (20 also in most cases) is involved in the reaction substitution happens.
Elimination reactions occur for 30 alkyl halides.

Shivam Chopra

Last Activity: 10 Years ago

Please tell me how would I know that I would use it as nucleophile for substitution or base for elimination. Talking to the point, I want to know the major difference b/w nucleophile & base (except for that nucleophile attack on carbon & base on hydrogen ) .

viswanath

Last Activity: 10 Years ago

All nucleophiles are lewis bases(both are e- rich).
When it attacks hydrogen we call it a base and when it attacks any other atom we call it a nucleophile.
Nucleophlic reactions involving carbon are mostly irreversible and attack of a base is normally reversible.
Steric hinderance against a base will normally decrease its nucleophlicity and nature of the medium(protic or aprotic)
also counts.

viswanath

Last Activity: 10 Years ago

Well...I think I really didn’t understand your query...sorry! 

Shivam Chopra

Last Activity: 10 Years ago

Thanks for trying. I just want a major difference b/w nucleophile & a base except for that nucleophile attack on carbon & base on hydrogen.

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