anhydride

[recyrb]

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how do you tell which side of the anhydride will be a better leaving group... when you split it in half which side leaves and which side gets substituted

thanks

 

[invictusx]

how do you tell which side of the anhydride will be a better leaving group... when you split it in half which side leaves and which side gets substituted

thanks

the more resonance stabilized

 

[recyrb]

the more resonance stabilized

so whenever we are adding water or alcohol across the double bond of a ketone/aldehyde... making diols or hemi/ketals how do we know that it will dehydrate?? is the dehydration a second step?

i know that if the nuc that we are adding has an H the double bond forms to the nuc and if the nuc doesn't have a H the double bond forms with the alpha carbon, but what actually determines if will dehydrate period?


like why doesnt the hemi acetal/ketal dehydrate with an alpha Hydrogen

 

[HannibalLecter]

How about this recyrb, whenever you see 2 hydroxyl groups on the same carbon, then automatically think you are going to dehydrate because those OH groups are so close together, its just favorable to form a carbonyl group again.