Midterm 2006 - Chemistry 213a Midterm Fall 2006 Code 111...

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Chemistry 213a Midterm Fall 2006 Code 111 Page 1 Please ensure that you have entered code 111 on your answer sheet. 1. Which one of the following molecules is the most polar? A) F B) Cl C) NH 2 D) OH E) O O 2. Which one of A ± E correctly assigns formal charges to the atoms indicated? Assume all atoms have a full valence shell. NH 3 N O O C N I II III I II III A) 1 +1 1 B) 1 1 1 C) 0 0 0 D) +1 0 +1 E) +1 0 0
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Chemistry 213a Midterm Fall 2006 Code 111 Page 2 3. Which one of the following ions is NOT stabilized by resonance? A) O O B) C) CH 3 O D) OCH 3 E) 4. What is the correct Lewis structure for the compound CH 3 CHCHCOSCH 3 ? (Electrons and non-bonding pairs are not present if they are not shown) A) C H H H C H C H C O S C H H H B) C H H H C H C H C O S C H H H C) C H H H C H C H C S O C H H H H D) C H H H C H C H C O S C H H H E) C H H H C H C H C O S C H H H H
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Chemistry 213a Midterm Fall 2006 Code 111 Page 3 5. What are the hybridizations and approximate bond angles of the indicated carbon and oxygen atoms in salicylate , a product formed when aspirin is metabolized? OH O O I II III I II III A) sp sp 2 sp 3 B) 120° sp 2 sp 3 C) sp 2 120° sp 2 D) sp 109° sp 2 E) 109° 120° sp 3 6. Which one of statements A ± E is NOT correct about azidothymidine (AZT), an antiviral drug? NH N O O O HOCH 2 N N N A) The molecule contains a sigma bond formed by the overlap of a nitrogen sp orbital with a nitrogen sp 2 orbital B) It contains two sp 3 -hybridized nitrogen atoms C) It contains a primary (1°) alcohol D) The functional groups alkene, amide, and ether are in the molecule E) It contains one atom with a +1 formal charge and one with a 1 formal charge.
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Chemistry 213a Midterm Fall 2006 Code 111 Page 4 H 3 CO O OH N CH 3 I II III IV V H 7. Arrange the following ions from the most stable to the least stable. O O O N CH 2 I II III IV most stable least stable A) IV III I II B) II I IV III C) II I III IV D) I II III IV E) IV III II I 8. Codeine is a narcotic found in Tylenol 3 . When codeine is treated with a strong acid, such as the acid in the stomach, which indicated atom is protonated first?
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Midterm 2006 - Chemistry 213a Midterm Fall 2006 Code 111...

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