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Organic Chemistry> Can anyone help me how to differentiate b...

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Can anyone 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 , 11 Years ago

Grade 12

5 Answers

viswanath

In some cases a nucleophile can act as a good base also

When a 1⁰ alkyl halide (2⁰also in most cases) is involved in the reaction substitution happens.

Elimination reactions occur for 3⁰ alkyl halides.

Approved

Last Activity: 11 Years ago

Shivam Chopra

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 ) .

Last Activity: 11 Years ago

viswanath

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.

Last Activity: 11 Years ago

viswanath

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

Last Activity: 11 Years ago

Shivam Chopra

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

Last Activity: 11 Years ago

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