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27 Cards in this Set
- Front
- Back
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What two kinds of substituents must you have on the aromatic compound in order for SNAr to proceed?
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A leaving group (halogen) and an EWG
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Why must the aromatic compound have an EWG?
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The ring must be e- deficient in order to stabilize the extra charge
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How is the rate of displacement impacted by halogen?
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Fluorine is far faster than everything else.
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Where should the EWG be placed in relation to the halogen, ideally?
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o/p
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What is the rate limiting step of SNAr?
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Addition of the nucleophile
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Draw the overall scheme of SNAr
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What is the SNAr intermediate called?
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Meisenheimer
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N.R.
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OH is a bad nucleophile, so NaOMe is there to deprotonate it
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How do you smile?
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What is the hybridization of the triple bonded carbon in benzyne?
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sp2
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How do you make a benzyne?
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Require a super strong base
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Through benzyne
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benzyne
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Mechanism?
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A 1:1 ratio is obtained for both paths: a & b
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N.R.
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