Chapter 23 Multiple Choice Questions

. Which reaction will not provide a synthesis of the following?

. Which reaction is not appropriate for the synthesis of the following?

. Which of the following (to be converted by functional group interconversion, FGI) is not a good alternative target for the synthesis of pentan-2-ol?

. Which combination of reagents is wrong for disconnections (a)-(d) in the following?

. Which of the protected forms of an alcohol ROH most readily gives back the alcohol by acidic hydrolysis?

. Which of the protected alcohols is unstable to an aqueous base?

. Which compound can be used for the synthesis of the following in a cyclization reaction?

. 4-Hydroxymethylcyclohexanone can be synthesized from a Diels-Alder adduct in the following reactions. Which combination of reagents is appropriate for the second step?

. Which of (a)-(d) is the intermediate compound A in the following transformation?

. An α-amino acid, L-proline, can be used as a catalytic chiral auxiliary for a stereoselective aldol reaction. Which of (a)-(d) is not involved in the following transformation?

. Which reaction will not provide a synthesis of 1,1-diphenylethanol?

. Which reaction is not appropriate for the synthesis of pentan-2-one?

. Which of the following (to be converted by functional group interconversion, FGI) is not a good alternative target for the synthesis of a primary amine, RCH2NH2?

. Which of the following (to be converted by FGI) is not a good alternative target for the synthesis of a carboxylic acid, RCO2H?

. A disconnection of 1,4-diphenylbut-2-yne is given below followed by possible corresponding synthetic reactions. Which of (a)-(d) does not include a suitable first reagent?

Disconnection:

Synthetic steps for the disconnection shown:

. Which of the protected forms of an amine R2NH is relatively stable to an acid or a base in water?

. Which reaction conditions are not appropriate for the following transformation?

. Which combination of reagents is appropriate for the following transformation?

. Which of (a)-(d) is the most suitable starting material for the synthesis of m-ethylaniline?

. A secondary amine 1 (R2NH) can be used as a catalytic chiral auxiliary for the conjugate addition of N-methylindole to but-2-enal. Which of (a)-(d) is unlikely to be involved in the following "one pot" transformation?

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