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.

Question

viswanath · Answer

In some cases a nucleophile can act as a good base also When a 1 0 alkyl halide (2 0 also in most cases) is involved in the reaction substitution happens. Elimination reactions occur for 3 0 alkyl halides.

Shivam Chopra · Answer

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 · Answer

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 · Answer

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

Shivam Chopra · Answer

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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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.