Question

3) Which of the following compounds is the most reactive dienophile in a Diels-Alder reaction with 1,3-butadiene?

A) CH2CHOCH3

B) CH2CHCHO

C) CH3CHCHCH3

D) (CH3)2CCH2

E) CH2CH2

5) Which of the following fails to form benzoic acid when heated with chromic acid?

A) 1-phenylethanol

B) 2-phenylethanol

C) 2-phenylheptane

D) 2-methyl-2-phenylheptane

E) 1-phenylheptanol

11) How can the following synthesis be carried out?

A) HCOOH; HNO3/H2SO4

B) CH3Cl/AlCl3; HNO3/H2SO4; H2CrO4, heat

C) CH3Cl/AlCl3; H2CrO4, heat; HNO3/H2SO4

D) HNO3/H2SO4; CH3Cl/AlCl3; H2CrO4, heat

E) HNO3/H2SO4; HCOOH

12) How can m-chloroaniline be synthesized from benzene?

A) NH3; Cl2/AlCl3

B) Cl2/AlCl3; NH3

C) Cl2/AlCl3; HNO3/H2SO4; H2, Pd/C

D) HNO3/H2SO4; Cl2/AlCl3; Fe/HCl; HO^-

E) HNO3/H2SO4; Sn/HCl; HO-; Cl2/AlCl3

19) Which of the following amines will react with cyclopentanone to form an enamine?

A) CH3CH2CH2CH2NH2

B) (CH3)3N

C) pyridine

D) (CH3)3CNH2

E) none of the above

24) Which of the following reagents should be used to form 4-octene?

A) CH3CH2CH2CH=P(C6H5)3 + CH3CH2CH2CHO

B) 4-bromooctane + NaOCH3

C) 4-bromooctane + KOC(CH3)3

D) CH3CH2CH2CH2MgBr + CH3CH2CH2CHO

E) CH3CH2CH=P(C6H5)3 + CH3CH2CH2CH2CHO