Tutorial 3 - 3 2 CH 3 CHCH(CH 3 2 CH 3 CH 3 CH 2 CH 2 4...

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CHEMISTRY 1AA3 2010 TUTORIAL PROBLEM SET 3 __________________________________________________________________________ Page 1 of 2 1. Use the E/Z nomenclature to identify the configuration of each alkene. 2. In the following molecule, circle the following features: (a) an alcohol (b) an amine (c) a chloro group attached to a tertiary carbon atom (d) a quaternary carbon 3. Carbocations (R + ) have different stabilities depending on the nature of the substituents on the carbon atom bearing the positive charge. The order of stability is tertiary> secondary>primary> methyl. With this information, arrange the following cations in the order of increasing stability or increasing ease of formation: (i) (ii) (iii) (iv) + + + + (CH 3 ) 2 CCH(CH 3 ) 2
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Unformatted text preview: 3 ) 2 CH 3 CHCH(CH 3 ) 2 CH 3 CH 3 CH 2 CH 2 4. Name all of the functional groups in the antiglaucoma agent Levobunolol and circle the tert-butyl group. 5. Draw the Newman projection from carbon-A to carbon-B as indicated in Levobunolol. 6. Label the atoms in allyl bromide as being sp 2 or sp 3 hybridized. 7. Stinker. The pKa of butane is 50. What are the products of the reaction of BuMgBr (a Grignard reagent) with water? CHEMISTRY 1AA3 2010 TUTORIAL PROBLEM SET 3 __________________________________________________________________________ Page 2 of 2 8. Old exam question. Which of the following structures correctly represent(s) the molecule trans-2-methyl-cyclohexanol? (A) i, iii (B) ii, iv (C) ii (D) i (E) iii, iv...
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