HW4_Fall07_ key

HW4_Fall07_ key - going to take place. If starting material...

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Chemistry 223 Name ______ Key ______________ HW 4 (3) 1. What is the IUPAC name of the following compound? OCH 2 CH 3 O Cl NHCH 3 O Br Ethyl-2-chlorohexanoate 2-bromo-N-methylpentanamide (5) 2. Which one of the following would not give butyl acetate when reacted with 1-butanol? CH 3 COCH 2 CH 2 CH 2 CH 3 O butyl acetate 1) CH 3 CCl (with pyridine) 3) CH 3 CO 2 H (with H 2 SO 4 ) 2) CH 3 COCCH 3 (with pyridine) 4) CH 3 CH (with H 2 SO 4 ) O O O O H 3 C O H 4) (with H 2 SO 4 ) Number 4 is an aldehyde will not give a butylacetate when reacted with 1-butanol (5) 3. Which of the following is the product of the reaction shown below? H 3 C C Cl O + OH H pyridine 1) 3) 2) 4) O O H HO O O H H 3 C O O OH H O O CH 3 H Number 4 is the right answer. This is not an SN2 mechanism, therefore no inversion of configuration is
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Unformatted text preview: going to take place. If starting material has (S) configuration then the product will be (S). You can use your molecular Kit to figure out the product. (4) 4. Which of the following best represents a mechanistic step in the acid-catalyzed hydrolysis of 1 acetonitrile? Number 2 is the only structure that has an acid, if you have a lone pair of e- in presence of H+ then protonation of the atom that bears the e- will happen. (2) 5. The compound shown below is classified as a(an): O O O Carboxylic acid anhydride (9) 6. Rank the compounds in each set in order of increasing acid strength, 1 is the least acidic 3 or 4 is the most acidic: (a) CH 3 CH 2 COOH CH 3 CHBrCOOH CH 3 CBr 2 COOH 1 2 3 (b) CH 3 CH 2 CH 2 CHBrCOOH CH 3 CH 2 CHBrCH 2 COOH CH 3 CHBrCH 2 CH 2 COOH 3 2 1 (c) CH 3 CHCOOH CH=CH 2 CH 3 CHCOOH Cl CH 3 CH 2 COOH CH3CHCOOH CN 2 3 1 4 2...
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This homework help was uploaded on 04/08/2008 for the course CHEM 223 taught by Professor Chahoua during the Fall '07 term at Wake Forest.

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HW4_Fall07_ key - going to take place. If starting material...

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