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Chemistry 130 Final Exam Spring 2006 June 13, 2006 Oregon State University Dr. Richard Nafshun Fill in the front page of the Scantron answer sheet with your last name, first name, middle initial, and student identification number. Leave the class section number and the test form number blank. This exam consists of 22 multiple-choice questions. Each multiple-choice question has five points associated with it. Select the best multiple-choice answer by filling in the corresponding circle on the rear page of the answer sheet. 1. What is the name of the following structure? (A) (B) (C) (D) (E) 2. 2,4-diethylheptane 4,6-diethylheptane 2,4-dimethylheptane 4,6-dimethylheptane 5-ethyl-3-methyloctane The molecular formula of (A) (B) (C) (D) (E) is C6H13. is C6H5. is C7H12. is C7H14. is C7H8. 3. An isomer of 2-butanol is: (A) (B) (C) (D) (E) 4. 1-butanol 2-butane 2-methylbutane 1-methylbutane cyclobutane Identify the products of the following substitution reaction: NO 2 + Br2 (A) (B) Br NO 2 NO 2 + HBr + HBr Br Br (C) Br (D) Br Br + NO2- (E) Br NH + H2O NO 2 + HBr 5. CH4 (A) (B) (C) (D) (E) [O] → CH3CH3 CH3OH an acetal a hemiacetal an alkene 6. HCOOH (A) (B) (C) (D) (E) 7. [O] → CH2CH2 CH3OH CH3CH3 CO2 CH4 Complete the following heated elimination reaction: 8. Drugs A and B below (Sertraline, the active ingredient in Zoloft) were synthesized in a lab. The amine group in compound A was neutralized with HCl to produce structure B, an ammonium salt. Cl NH Cl and Cl N + - +Cl Cl A B Which of the following are most likely to be actually employed as medicines and for which correct reason? (A) Structure A because it has a higher boiling point (B) Structure A because structure B has been treated with hydrochloric acid which is toxic (C) Structure B because it is more soluble (D) Structure B because the amine group has been denatured (E) Both structure A and B have the same properties so it doesn’t matter. 9. When a carboxylic acid and an amine react in a condensation reaction: (A) (B) (C) (D) (E) an ether is produced. a hemiacetal is produced. an acetal is produced. an amide is produced. an ester is produced. 10. Consider the formation of hemiacetals, acetals, hemiketals and ketals. The molecule below can be formed from: O O O and (A) HO (B) O and HO CH3 (C) O and HO OH (D) O and O (E) OH O and C H 11. Complete the following addition reaction: 12. Identify the functional groups in the following molecule: O H2N O OH (A) aldehyde, alcohol, ester, amine (B) aldehyde, ketone, alcohol, amine (C) carboxylic acid, amine, alkene, alcohol (D) ketone, alcohol, ester, amine (E) aldehyde, carboxylic acid, amine, ketone 13. Asp-Gly-Pro-Ala-Pro-Phe is an example of (A) (B) (C) (D) (E) 14. Beta sheet is an example of (A) (B) (C) (D) (E) 15. primary structure quaternary structure secondary structure tertiary structure viscosity The pH of an automatic dishwasher detergent is found to be 13.2. Therefore, the detergent is: (A) (B) (C) 16. primary structure quaternary structure secondary structure tertiary structure viscosity basic neutral acidic Identify the number of chiral carbons in the molecule below. (A) (B) (C) (D) (E) 1 2 3 4 5 17. A scientist accidentally left a vial with some enzymes in the sun and realized that the enzymes did not work as anticipated after being exposed to the heat. The enzymes were: (A) (B) (C) (D) (E) 18. burned denatured catalyzed evaporated liquefied Which of the following statements is false? (A) Alanine (Ala) and Glycine (Gly) are amino acids both of which have 1 chiral carbon (B) a chiral molecule is not superimposable on its mirror image (C) the following molecule is chiral: O OH HO (D) a chiral carbon has 3 different groups bound to it (E) m-chlorotoluene is not chiral 19. The following is the structure of a carbohydrate. Which of the following statements is false: (A) (B) (C) (D) The carbohydrate is “D.” The carbohydrate has 5 chiral carbons It can form hemiacetals with alcohols It is an aldehyde 20. Consider the fat molecule below. Which of the following is false? O H O H O C O H C O H C H (A) (B) (C) (D) (E) 21. It is an omega-3 fat it is unsaturated it contains cis bonds it contains trans bonds it cannot be naturally produced because the top chain has only one carbon, carbon double bond. In DNA, the base pairs are G and C; A and T. It can be said that this selective pairing is due to: (A) (B) (C) (D) (E) 22. O the aldohexose. omega-3 fats. enzyme liquidizing. carbon monoxide. hydrogen bonding. The structure of DNA is: (A) (B) (C) (D) (E) cyclic. a beta sheet. an alpha helix. a double helix. tetrahedral.