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Substitution/Elimination Rxns Question


Guest kanayo101

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Guest kanayo101

Hi Everybody!

 

I'm sort of at brain block trying to recall my organic chemistry stuff. Would someone mind explaining what makes a good nucleophile and/or/versus a good base? I know it has something to do with periodic trends and size something or another.

 

Like I have a chart here that says tert-butoxide, OH- are strong bases and Cl- is a weak base but both are good nucleophiles but H20 and HOR are weak nucleophiles...I dunny get it lad!

 

Thank you so so much to anybody who answers and good luck Saturday!!

 

 

 

Edit: Sorry I didn't read some of the other posts in the forum...my bad

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Guest kanayo101

Okay I'm going to try to answer part of my own question (good learning process, eh?)

 

the higher the electronegativity of an element, the better it can handle a negative charge (F>O>N etc) and also the larger the radius of an element (I>Br>Cl>F) the better it can redistribute and handle electrons and negative charge = good bases.

 

?? right

 

so how does that translate to good nucleophiles and poor leaving groups?

 

Thanks again

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