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322b_07spring_sample_exem3_blank

322b_07spring_sample_exem3_blank - Sample exam 3(blank)

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CHEMISTRY 322bL/325bL Please______________________ EXAM NO. 3 Print Last Name MARCH 21, 2007 ______________________ First Name First four digits of USC ID _ _ _ _ -XXXX-XX TA's Name_____________________ Grader (1) (15) _____ ______ Lab Day & Time ______________ (2) (15) _____ ______ (3) (15) _____ ______ (4) (20) _____ ______ (5) (10) _____ ______ (6) (10) _____ ______ (7) (15) _____ ______ (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. 2 (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 or minor products of the reactions. "Workup" means treatment with water and bringing the reaction mixture to neutral pH. (A) CH O = CH 3 OH H + C 9 H 12 O 2 (B) CCH 3 O = + C 6 H 5 NHNH 3 + Cl - CH 3 CO 2 - Na + (C) CH 3 CHCH 2 CCH 3 C 6 H 5 O = H + (D) O OCH 3 H 3 C H 2 O H + C 5 H 10 O 2 (E) CH 3 CH 2 CH 2 P(C 6 H 5 ) 3 + Br - (i) BuLi/ether (ii) cyclohexanone + HOCH 2 CH 2 OH no strong band in ir near 1700 cm -1 C 14 H 14 N 2
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Chemistry 322bL, 325bL -3- Name__________________ Exam No. 2 (2) (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 or minor products of the reactions. "Workup" means treatment with water and bringing the reaction mixture to neutral pH. (A) C 6 H 5 CH 2 CHCC 6 H 5 CH 3 O = + Br 2 + KOH H 2 O, THF (B) CH O = OCH 3 + CH 3 CCH 3 O = + KOH H 2 O, THF slow addition C 11 H 12 O 2 (C) (D) O = + (CH 3 CH 2 ) 2 CuLi THF workup C 7 H 12 O (E) CH 3 CH 2 CH 2 CH 2 Li (i) 1.0 eq [(CH 3 ) 2 CH] 2 NH/THF -78 o C (ii) O = /THF -78 o C O + HC CCH 2 CH 2 OH C 9 H 14 O 2 H + 100% ee (S) 1.0 eq product contains O
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Chemistry 322bL, 325bL -4- Name__________________ Exam No. 2 (3) (15) Answer the questions below.
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