Lecture 10 - Nitration

Lecture 10 - Nitration - O O H H LG H 2 O O N O E This is...

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Next Lab: Nitration Before next lab period, complete: • Esterification post-lab report • Nitration pre-lab quiz • Nitration pre-lab report • Tutorials • Take-Home Assignment (due at the very beginning of lab) - Late policy: handed personally to your TA within 24 hours of when it is due: ½ the number of points earned. - More than 24 hours overdue with no university- sanctioned excuse: Zero points. • There is NO SPECTROSCOPY post-lab quiz
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Electrophile Formation: Nitronium Ion First, consider the mechanism for the formation of the electrophilic species in this reaction, nitronium ion: HO N O O HO S O O O H ON
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Unformatted text preview: O O H H LG H 2 O O N O E This is an acid-base reaction between two very strong acids. Substituents and Benzenes Reactivity How does the functional group already attached to the ring will affect the regiochemistry of the incoming electrophile? R R R E E E ortho meta para o-m-p-(1,2) (1,3) (1,4) CO 2 CH 3 CO 2 CH 3 is EWG or EDG ? R = EDG => o, p directors R = EWG => m directors Nitration of Methyl Benzoate (Para) CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 Nitration of Methyl Benzoate (Meta) Methyl benzoate CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3 CO 2 CH 3...
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Lecture 10 - Nitration - O O H H LG H 2 O O N O E This is...

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