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Test problems for Chapter 19

Test problems for Chapter 19 - 1 Which would be the best...

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Page 1 1. Which would be the best name of the following compound? CO 2 H Br H 3 C (CH 3 ) 2 CH A) 2-bromo-3-isopropylbutenoic acid B) ( E )-2-bromo-3,4-dimethyl-2-pentenoic acid C) ( E )-2-bromo-3-methyl-2-hexenoic acid D) ( E )-2-bromo-3-methyl-2-pentenoic acid E) ( Z )-2-bromo-3-methyl-2-pentenoic acid 2. Rank the following in decreasing order of acidity (most acidic on left): H 3 C CH 2 CO 2 H H 3 C CH CO 2 H Br H 3 C CH 2 CH 2 OH Z Y X A) X > Z > Y B) Y > X > Z C) Z > X > Y D) Z > Y > X E) X > Y > Z
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Page 2 3. What would be the major organic product of the following reaction? C O OH ? heat SOCl 2 C O Cl C O O C O OH Cl C O Cl Cl C O O C O 4. The reaction of propanoic acid with lithium aluminum hydride, followed by water, would result in what product? H 3 C CH 2 C O H
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Page 3 5. What would the common name of the following di-acid be? CO 2 H HO 2 C CH 2 CH 2 6. Which of the following sets of reagents would convert benzyl bromide to phenylethanoic acid? CH 2 Br CH 2 CO 2 H ? A) H 2 CrO 4 H 2 O B) 1. Mg, ether 2. CO 2 3. H 3 O + C) HCO 2 - K + D) 1. NaCN 2. H + , H 2 O, heat E) both B and D
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