322b_07spring_sample_exem1_blank

322b_07spring_sample_exem1_blank - Sample exam 1(blank)

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CHEMISTRY 322bL/325bL Please______________________ EXAM NO. 1 Print Last Name JANUARY 31, 2007 ____________________ First Name First four digits of USC ID _ _ _ _ -XXXX-XX TA's Name_____________________ Grader (1) (15) _____ ______ Lab Day & Time______________ (2) (15) _____ ______ (3) (10) _____ ______ (4) (20) _____ ______ (5) (10) _____ ______ (6) (10) _____ ______ (7) (20) _____ ______ (100) first letter of last name I will observe all the rules of Academic Integrity while taking this exam. _______________________________
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Chemistry 322bL, 325bL -2- Name__________________ Exam No. 1 (1) (15) Complete the reactions below by providing the missing products inside the boxes. Be careful to give all the important organic products , as requested. It is not necessary to give the byproducts of the reactions. Stereochemical details in the products must be indicated, wherever they are important. "Workup" means treatment with water and bringing the reaction mixture to neutral pH. (A) O = (i) LiAlH 4 /ether (ii) workup (B) HCCH 2 CHCH 2 COCH 3 O = O = CH 3 + NaBH 4 H 2 O, CH 3 OH (C) CH 2 OH CH 3 + N . CrO 3 . HCl (PCC) CH 2 Cl 2 C 8 H 8 O (D) H OH HO CH 3 (i) CrO 3 /H 2 O, acetone (ii) workup C 7 H 12 O 2 (E) CH 3 CH 2 CH 2 CH 2 Br (i) Mg/dry ether (ii) CH 3 CCH 3 O = (iii) workup C 7 H 16 O
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Chemistry 322bL, 325bL -3- Name__________________ Exam No. 1 (2) (15) Complete the reactions below by providing the missing products inside the boxes. Be careful to give all important organic products , as requested. It is not necessary to give the byproducts of the reactions. Stereochemical details in the products must be indicated, wherever they are important. "Workup" means treatment with water and bringing the reaction mixture to neutral pH. (A) CH 3 CHCH 2 CH 2 Br CH 3 (i) Mg/dry ether (ii) CH 2 CH 2 O (iii) workup (B) CH 3 CH 2 COCH 2 CH 3 O = (i) excess CH 3 CH 2 MgBr/dry ether (ii) workup C 7 H 16 O (C) + O O N-Br (one equivalent) h ! CCl 4 + two products C 6 H 9 Br C 4 H 5 NO 2 (D) (E) CH 3 CH 2 C CH (i) NaNH 2 (ii) CH 3 CH 2 CCH 3 O = (iii) workup C 8 H 14 O C 6 H 5 Br (i) Mg/dry ether (ii) (iii) workup CH 3 CH 2 CH O = C 9 H 12 O (peroxides)
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Chemistry 322bL, 325bL -4- Name__________________ Exam 1 (3)(10) In ethylbenzene (C 6 H 5 CH 2 CH 3 ), there are three types of C-H bonds: aryl, benzyl and primary. The homolytic bond dissociation energies (BDE's) for these three types of C-H
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