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Gust Midterm III

Gust Midterm III - NAME A N over Keg Midterm Examination...

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Unformatted text preview: NAME A N over Keg Midterm Examination III CHM 231 Spring, 2007 Dr. Gust Time limit: 50 minutes Total points = 100 Answer on Pearson machine-grading sheets by marking response A, B, C, D or E. BE SURE TO ENTER YOUR LAST AND FIRST NAMES, AND YOUR 10-DIGIT ASU ID NUMBER ON THE FORM. DO NOT SUPPLY YOUR BIRTH DATE. ‘ THE QUESTIONS BELOW ARE EACH WORTH 3 POINTS 1. Which of the following is not a major resonance structure for naphthalene? a®®® From the group of structures below, choose the major organic product of each of the reactions in problems 2 -— 8. No2 NH2 CI 0 CH3 OCH3 803H i) :1 i) I) i) gm 1 2 3 4 5 2 CH3 CH3 6 o 803H N02 N02 if” E: Q Q 8 NH2 7 303H 9 10 11 CH3 CH3 0 OH CH3 CH2N02 12 N02 C\ 14 15 16 10. 5 NAME No2 1)Fe,‘HCI 2) NaOH, H20 CH3 A B @D D E 7 8 2 5 15 NH2 _ 1)NaN02,HCI 2) H3P02 CH3 A B @ D E 11 9 15 6 16 Which of the following compounds has the highest boiling point? 1* ,H ,CHa 'fle CHaCHZCHz—N CHaCHz-N\ HaC-N\ Hao—rg—CH3 Cel H CH3 CH3 CH3 A B c @ Which compound below has the smallest pKB value? 9H3 e [H ,CHa HaC-ITIQCHa 0H CHaCHZCHz-N Hac—N\ Q—NHZ H— CH3 H CH3 Q49 B C D NAME 1 1. Which‘ compound is a ketone? fi? CH3CH2-O-CH20H3 CH3CH2CH2C00H CH3CHZCHZCH A B C S? CH3CCI-12CH3 CH3CH2CH2CH3 (:9 E 12. What is the product of the following reaction? 0 h CH3'CCH2CH2—© + CH3CH2MgBr E» Q o 9 CH3CHZC|ICHZCH3 CHacCHchz‘Q—CHcha A CH3 B CH2CH3 o CH3CCH2CH3 CH35CH2CH2© c [email protected] @ 13. Which compound below could be converted to a Grignard reagent (for use in a subsequent reaction with an ester) by reaction with magnesium metal in ether? CICHZCHZCHZOH CICHchZCOOH CICHZCHZCHZOCH3 A B © 9 CICHZCHZCH None of the above D E NAME 14. Acetophenone (methyl phenyl ketone) forms an acetal when treated with methanol and acid. What is the structure of this acetal? OCH3 CH OCH3 H 3 CH3 ©—>_OCH C I 3 A OCH3 c H3CO OH @0H 0 < HOCgHs E ”30 ooH3 3 15. What reagent would be used to carry out the following reaction? 0 ? CH —-» ow \CHZCHa CHZCH3 A HZCrO4 B AgN03+2NH2 @LiAIH4 D 02 E THF, NaOH 16. Which of the following carboxylic acids is most easily decarboxylated by heating? 0 C=C—COOH QH H No.4 MCOOH A B c o o WOH QCOOH 17. What is (are) the major organic product(s) of the following reaction? 0 1)LiAIH4 —> 6(00H2CH3 2) H20 OH OH 0 d». CH30H20H d OCH2CH3 OCHcha OH + CH30H20H A c o NAME Consider the following molecules for questions 18-23: l8. 19. 20. 21. 22. 23. 24. 25. O O CH3-5—o-5-CH3 A Which is an amide? A C D O // CH3-C\ B Which is most reactive with water? A B C Q?) Which is most difficult to hydrolyze? A C D NH2 0 CHa-é: OCHZCH3 0 Which could be prepared by Fischer esterification? A B @ D O / CH3-C D Which could be prepared from methyl acetate by transesterification? A B (C) D Which is most likely to have a pleasant, fruity odor? A B (CD D A lactam is a cyclic ester. A True False Soaps are salts of certain carboxylic acids with long chain lengths. @True B False / \ Cl NAME 26. Acid catalyzed hydrolysis of an ester is called saponification. A True .False 27. In general, phenols have larger pKA values than carboxylic acids. .True B False 28. In electrophilic aromatic substitution, halogens are the only class of ortho, para directors that are less reactive than benzene. @True B False 29. In electrophilic aromatic substitution, the nitro group is moderately activating. A True alse ' 30. Aromatic compounds must have 4n+2 electrons capable of forming n-bonds in one or more rings. @True B False 31. The formation of an ester from a carboxylic acid and an alcohol may be either acid catalyzed or base catalyzed. A True alse 32. It is not possible to hydrolyze acid anhydrides to carboxylic acids. A True alse 33. (4 points) Guanidine is a very strong nitrogen-containing organic base. @True B False ...
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