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Chemistry 226H Organic Chemistry Worksheet 3 Oregon State University Dr. Richard Nafshun 1. Give the systematic name of 2. Give the molecular formula of 3. Give the systematic name of 4. Which of the following is an isomer of methylcyclopentane? (A) (B) (C) (D) (E) 5. methylcyclohexane cyclohexane 2-methylpentane 1-methylpentane 2-methylhexane Complete the following substitution reaction (chlorine is an ortho-/para- director): 6. Complete the following substitution reaction (nitro is a meta director): 7. Complete the following heated elimination reaction: 8. Consider 1-propanol, ethyl methyl ether, butane, 2-methylpropane, and 2-methyl-1-propene. The compound with the highest boiling point is 1-propanol because: (A) (B) (C) (D) (E) 1-propanol has the greatest mass. 1-propanol is an ortho/para director. 1-propanol is a meta director. 1-propanol can only be combusted. 1-propanol exhibits hydrogen bonding. 9. Complete the following condensation reaction: 10. Give the name of CH3 F 11. Complete the following addition reaction: 12. Which of the following structures is a primary alcohol? HO OH OH (B) (A) (C) OH OH (E) (D) 13. Identify the functional groups in the following molecule: Cl HO O O O N C H O 14. What is the product produced from the addition of H2 to 3-hexene? (A) 2-hexene (B) 4-hexane (C) heptane (D) 3-methylpentane (E) hexane 15. Consider the amine functional group. Which of the following statements is TRUE? (A) an acid (B) unreactive (C) a base 16. Which of the following statements is true? (A) a chiral molecule is not superimposable on its mirror image (B) glycine (Gly) is an amino acid which only has 1 chiral carbon (C) all amino acids are chiral (D) a chiral carbon has 3 identical groups bound to it (E) the following molecule is chiral: Cl Br C Br Cl 17. The following is the structure of galactose. Which of the following statements is false: (A) (B) (C) (D) (E) The structure shows L- galactose Galactose is an aldohexose Galactose has 4 chiral carbons It can form hemiacetals with alcohols It is an aldehyde 18. When a carboxylic acid and an amine react in a condensation reaction: (A) (B) (C) (D) (E) 19. Which of the following is an example of primary structure? (A) (B) (C) (D) (E) 20. an amine is produced. an alkene is produced. an amide is produced. an ether is produced. an ester is produced. Phe-Phe-Tyr-Tyr-Ser-Ser alpha helix asparagine aldohexose CH3CH2COOH The lock and key model is often used to describe: (A) (B) (C) (D) (E) primary structure beta sheet enzymes reduction and oxidation (redox) pH 21. Methyl salicylate (the compound that smells like wintergreen) contains: (A) (B) (C) (D) (E) an alcohol and a ketone. an alcohol and an ether. an alcohol and an ester. an alcohol and an amide. an alcohol and an aldehyde. 22. Considering amino acids, which of the following statements is FALSE? (A) (B) (C) (D) Amino acids have the ability to link together and form proteins. Amino acids have carboxylic acid groups Amino acids have a base and an acid in the same molecule There are about 20 amino acids each of which has a different sidechain that yield different properties. All of the amino acids are nonpolar. (E) 23. 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) 24. It is an omega-3 fat it is saturated it contains cis bonds it contains trans bonds could undergo hydrogenation 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) 25. 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 26. A compound having the chemical formula C250H502 is: (A) (B) (C) (D) (E) an alkane. a cyclic alkane. an alkene. a cyclic alkene. a cyclic alkyne.