why is this a bad leaving group

[jd399]

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Why r och3 and oh and cn and oc2h5 bad leaving groups

 

[dfymarine]

-ROCH3 belongs to electron donating group that destabilize the the structure of the molecule.

you should know that a good leaving group is the conjugated base of strong acid, which means it has to be a weak base.

thus, electron donating group has the properties to destabilize the structure of the molecule, making it unstable, in other words, it is a strong base.

 

[jd399]

is cn a poor leaving group or a good one since it is a meta deactivator

 

[prsndwg]

CN is a strong nucleophile, b/c of its size and polarizability. Strong Bases and Nucleophiles are poor leaving groups.

 

[sixkiller]

For a question like this your textbook will have a better answer than any answer you find on SDN.....

 

[Emmie]

For a question like this your textbook will have a better answer than any answer you find on SDN.....

disagree!

 

[sixkiller]

disagree!

Really? So, you think the explanations thus far are good? Better than the one in your textbook?

What textbook are you using? If your serious about a killer ochem or gchem score you'll use the textbook extensively...

 

[Emmie]

also disagree!

 

[sixkiller]

also disagree!

So, how did you do on the gchem and ochem sections?

 

[Emmie]

So, how did you do on the gchem and ochem sections?

I did ok, TS 21 first time I took it.