allylic vs. benzylic in overall stability

[Versati1ity]

Where would you place benzylic in the relative stability of a radical or carbocation.

My textbook say;s that relative stability is like this

substituted allylic > 3* > allyl > 2* > 1* > vinyl.

Text also says that benzylic approx as stable as allylic. Organic chem professor say;s benzylic at least as stable as allylic. So where does allylic and benzylic fit in regards to relative stability ?

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[doc3232]

Benzylic isn't as stable as allylic...it is much more stable.

RESONANCE...as my old prof would say.
Count the number of resonance structures. Benzylic will have 2 more. So it must be more stable.

 

[utdent20]

so the order is still correct?

 

[doc3232]

Why do you have allylic and this thing I have never heard of "allyl" ?

To the previous poster, there are always exceptions when the order isn't true, but this is true. I looked up allyl and it is a CH2CHCH2, you wouldn't need to know this for the test...its stability is impossible to predict.