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What base can be used to completely deprotonate the o-proton of a ketone? B. CH,

ID: 705275 • Letter: W

Question

What base can be used to completely deprotonate the o-proton of a ketone? B. CH,ONa C LDA D, NaOH 2. What is the major product of the reaction helow? (CH,NH TsOH (cat.) 2) CH:Br 3) HC1H,0 Br 3. Which functional group has the mast acidic a-proton? A. 1,3-diester B. Amide C Ketane D Aldehyde 4. In asymmetric ketones, the enolate that forms with LDA/DMF/-78 C is A. 8. C. D The thermodynamic enolate The kinetic enplate A 50/50 mixture of the thermodynamic enolate and the kinetic enolate Neither th because the base is nat strong enough e thermodynamic enolate or the kinetic enolate forms under these conditions s. What type of behavior do enols, enolate ions, and enamines exhibit? philes from the heteroatom joxygen in enols and enolate ions, nitrogen in enamines B. Nucleophiles from the carbon atom hiles from the heteroatom (oxygen in enols and enolate ions, nitrogen in enamines) D. Electrophiles from the carbon atom

Explanation / Answer

Ans 1 : C) LDA

LDA is Lithium diisopropyl amide . It is the base that is used to deprotonate the alpha proton of ketone completely. So this is usually used to prepare enolates. It has good solubility in non polar organic solvents.

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