ANSWER ALL MULTIPLE CHOICE!!

IV. MULTIPLE CHOICE. Complete all questions in this section. [3 points each; 30 total] 1. Which reaction would not result in a racemic product? (A) Substitution of (R)-2-bromopentane by NaCN (B) Addition of HBr to 1 -methyleyclopentene (C) Reaction of NBS with cyclohexene (D) Acid-catalyzed hydration of I-ethylcyclohexene 2. Which of the following reactions would best conform to the Green Chemistry principle of atom economy? (A) Synthesis of 1-butanal (a four-carbon aldehyde) by ozonolysis cleavage of trans-2-hexene. (3) Synthesis of cyclohexene by dehydrohalogenation of 1-bromocyclohexane (G) Addition of HBr to cyclohexene (B) Radical substitution of methane by Cl2 to synthesize chloromethane 3. Which of the following reactions does not involve a carbocation intermediate? (A) Acid-catalyzed addition of water to trans-2-butene (B) Solvolysis of t-butyl bromide in methanol (C) Addition of HBr to 1-propene in the presence of a dialkyl peroxide. (D) E1 elimination of 2-iodo-2-methylpentane to form 2-methyl-2-pentene 4. Which of the following reaction conditions is most consistent with the goals of Green Chemistry? (A) High temperatures, high concentrations of strong acids, highly flammable solvents (B) Low temperatures, catalyst, aqueous solvent (C) Low temperatures, carcinogenic reagent, environmentally petsistent solvent (D) Low temperatures, high concentrations of reagents, high pressure, long reaction time 5. Which sequence of reagents would successfully carry out the following conversion? 3-hexyne propanal (A) Na4NH3 (liq), followed by reaction with ozone (B) H2O,H2SO4 (cat) followed by treatment with NaOH and heat (C) H2 and Pd followed by reaction with ozone (D) Reaction with m-chloroperoxybenzoic acid (MCPBA) followed by acidic hydrolysis