2423PracticeFinal

2423PracticeFinal - FinalExamination OrganicChemistryI...

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Final Examination Organic Chemistry I CHEM 2423 O H HO H HO OH OH H H H OH Practice Exam A Name ___________________________________________
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CHEMISTRY 2423 Practice FINAL EXAM A DIRECTIONS: A periodic table is attached at the end of this exam. Please answer all questions as completely and clearly as possible, showing all your work. Part I. Nomenclature and Structures (2 pts each) 1. Give the correct IUPAC name for the following structures (2 pts each): (a) (b) (c) Br Br Br C = C H H CH 3 CH(CH 3 ) 2 (a) _____________________________________ (b) _____________________________________ (c) _____________________________________ 2 . Draw the structure that corresponds to the following name (2 pts each): (a) (S)-2-bromobutane (b) (E)-3-iodo-2-pentene (c) 2,2-dimethyl-3-hexyne Part II. Multiple choice. Circle the one best answer. (2 pts each) 3 . What is the correct hybridization for the indicated carbon atoms. CH 3 CH CH C C CH 3 1 2 (A) sp 2 , sp (B) sp 3 , sp (C) sp 3 , sp 2 (D) sp, sp 2 4 . What functional groups are present in the following molecule? CH 3 - CH - CH 2 - C- OH O OH (A) alcohol and carboxylic acid (B) ketone and ether (C) alcohol and ester (D) ketone and aldehyde 2
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5 . Which one of the following structures is the most stable conformation for 2-bromo butane (viewing down the C 2 -C 3 bond axis) Br H CH 3 H H CH 3 Br Br H CH 3 CH 3 CH 3 CH 3 CH 3 CH 3 CH 3 H H H H H H Br H H (A) (B) (C) (D) 6 . Identify the number of primary, secondary, and tertiary carbons, respectively, in the following molecule: (A) 1, 3, 1 (B) 4, 1, 1 (C) 2, 4, 2 (D) 2, 2, 4 7 . What is the conjugate Acid for CH 3 OH? (A) CH 3 O - (B) CH 2 OH - (C) CH 3 - (D) CH 3 OH 2 + 8 . Describe the indicated C-H bond indicated below in terms of orbital overlap: CH 3 - CH= CH 2 (A) sp 3 -sp 3 (B) sp 3 -sp 2 (C) sp 2 -1s (D) sp-1s 9 . Which one of the following groups has the highest priority? C O O CH 3 C O H C O OH C CH 2 OH (A) (B) (C) (D) 10 . Rank the following according to the most acidic to least acidic. I) H-COOH II) CH 3 -COOH III) CH 3 CH 2 COOH (A) I>II>III (B) II>I>III (C) III>II>I (D) II>III>I 11 . What is the relationship between the two compounds: and (A) enantiomers (B) diastereomers (C) same molecule (D) none of these 12 . Which reaction intermediate is formed by the following reaction? Br 2 / CCl 4 3
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Br Br Br Br Br (A) (B) (C) (D) 13 . Which one of the following alkenes is the least stable? (A) (B) (C) (D) CH 2 C C H 3 CH 2 CH 3 C H 3 C C CH 3 CH 3 C H 3 C H 3 C C CH 3 H C H 3 H C C CH 2 H C H 3 CH 3 14 . Which one of the following carbocation intermediates is the least stable? A B C D 15 . Which one of the following substances is referred to as a Gilman reagent? (A) CH 3 I (B) (CH 3 ) 2 CuLi (C) CH 3 MgBr (D) CH 3 Li 16 . An allylic hydrogen is indicated at which position in the structure below? CH 3 - HC = CH – C C - H (A) 1 (B) 2 (C) 3 1 2 3 4 (D) 4 17 . Which one of the following diagrams correctly illustrates the displacement of bromine by hydroxide via SN 2 reaction? (A) (B) (C) (D) Br CH 3 HO - C H 3 Br HO - C H 3 Br HO - HO - Br CH 3 18 . Inversion of configuration results from which one of the following mechanisms?
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This note was uploaded on 09/24/2011 for the course CHEM 1411-12 taught by Professor Pahlavan during the Spring '10 term at HCCS.

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2423PracticeFinal - FinalExamination OrganicChemistryI...

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