Alcohols, Phenols and Ethers - Questions with Answers | CH 313N, Exams of Organic Chemistry

Download Alcohols, Phenols and Ethers - Questions with Answers | CH 313N and more Exams Organic Chemistry in PDF only on Docsity! CH 313 N ALCOHOLS, PHENOLS & ETHERS 1 CHAPTER 13 Alcohols, Phenols and Ethers EXAM QUESTIONS Multiple Choice 1. What is the group that distinguishes alcohols from other classes of compounds? a. carboxyl b. carbonyl c. hydroxy d. amide Answer: C 2. Identify the correct statement with respect to the oxygen found in an alcohol as compared to the oxygen found in an ether. a. Oxygen is identical in both these compounds; the difference between them is determined by another factor. b. Oxygen in an alcohol is directly associated with a hydrogen; the oxygen in an ether is not chemically bound to a hydrogen. c. Oxygen is similar in both compounds as it is always found on a terminal carbon. d. The oxygen in an ether is found on a side chain and that of the alcohol is not. Answer: B 3. To which class of compounds does cholesterol belong? a. an aromatic compound c. a multiple chain cyclic compound b. an ether d. an alcohol Answer: D 4. Compare glycerol with ethanol. a. They both contain 3 carbons in the skeleton. b. They both have the hydroxy on an interior carbon. c. Glycerol is a long chain alcohol; ethanol is a short chain alcohol. d. Glycerol is a triol; ethanol is not a triol. Answer: C 5. What is the correct IUPAC name for ? a. 3-methylpentanol c. 2-ethylbutanol b. 2-ethyl-1-butanol d. 1-ethyl-2-butanol Answer: B 6. What is the correct IUPAC name for ? a. 2-ethyl-1-pentanol c. 1-ethylcyclopentanol b. 1-ethylpentanol d. 2-methyl-1-cyclopentanol Answer: D CH 313 N ALCOHOLS, PHENOLS & ETHERS 2 7. What is the correct IUPAC name for ? a. 1,3-cyclopentadiol c. 1,3-cyclopentanediol b. 1,4-cyclopentanediol d. 1,4-cyclopentadiol Answer: C 8. What is this compound named? a. 1,3-dibromophenol c. 2,4-dibromophenol b. 3,5-dibromophenol d. 1,5-dibromophenol Answer: B 9. What is the correct classification for this alcohol? a. primary b. secondary c. tertiary d. quaternary Answer: B 10. Which of the following compounds is correctly classified as a tertiary alcohol? a. 3-methyl-1-butanol c. 3-methyl-2-butanol b. 2-methyl-1-butanol d. 2-methyl-2-butanol Answer: D 11. Which of the following is a secondary alcohol? a. CH3CH2OH b. (CH3)2CHOH c. (CH3)2CHCH2OH d. (CH3)3COH Answer: B 12. The hydroxyl groups in a. both are primary c. both are tertiary b. both are secondary d. one is primary and one is tertiary Answer: A CH 313 N ALCOHOLS, PHENOLS & ETHERS 5 28. Ethers generally have boiling points _____ those of comparable alcohols. a. above c. below b. about the same as d. unable to predict Answer: C 29. The degree of reactivity of ethers is closest to that of the a. alcohols b. alkenes c. aromatics d. alkanes Answer: D 30. Which compound would be the least soluble in water? a. CH3—O—CH2—CH2—CH3 c. CH3—CH2—O—CH2—CH3 b. CH3—CH2—CH2—CH2—CH3 d. CH3—CH2—CH2—CH2—OH Answer: B 31. Which of the following is a tertiary alcohol? a. CH3CH2OH b. c. d. Answer: D 32. Dehydration of an alcohol will produce? a. an alcohol b. an ether c. either an alcohol or ether depending on the reaction conditions d. a ketone Answer: C 33. Oxidation of a tertiary alcohol will produce? a. a ketone b. an aldehyde c. no reaction d. either a ketone or aldehyde depending on reaction conditions Answer: C 34. Which of the following is the most soluble in water a. 1-heptanol c. 1-pentanol b. heptane d. pentane Answer: C CH 313 N ALCOHOLS, PHENOLS & ETHERS 6 35. Complete the following reaction. a. c. b. d. Answer: D CH 313 N ALCOHOLS, PHENOLS & ETHERS 7 True/False 1. All alcohols are produced by the processes of fermentation. Answer: F 2. Tertiary alcohols are the most easily oxidized. Answer: F 3. Secondary alcohols are usually oxidized to aldehydes. Answer: F 4. Primary alcohols can be oxidized either to aldehydes or carboxylic acids. Answer: T 5. Alcohols can form either alkenes or ethers upon dehydration. Answer: T 6. Methyl alcohol can be dehydrated to form an alkene. Answer: F 7. Because phenol contains a hydroxy, it is referred to as an alcohol, but the presence of the benzene ring takes phenol out of the alcohol class. The reason is that phenol is remarkably stable and is not able to react chemically as an alcohol. Answer: F 8. The solubility of long chain alcohols possessing one hydroxy is poor due to the hydrophobic nature of the alkyl portion of the molecule. Answer: T 9. The products of the complete oxidation of an alcohol are carbon dioxide and water. Answer: T 10. Mercaptan is another name for a thiol. Answer: T 11. Thiols are more easily oxidized than alcohols. Answer: T 12. Disulfides are easily oxidized to thiols. Answer: F 13. Thiols are not found in nature. Answer: F 14. Heavy metal ions can bind to thiol groups. Answer: T 15. Functional groups are usually the center of reactivity in an organic compound. Answer: T