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Material Type: Exam; Class: Organic Chemistry; Subject: Chemistry; University: University of Texas - El Paso; Term: Fall 2008;
Typology: Exams
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CHEM 2325 Exam 1 Name: September 25, 2008 UTEP ID #: You can separate these two sheets to use front and back as your scratch paper. For each reaction assume the appropriate workup. 1.-5. Match each numbered step of the following synthesis to a mechanism type below. Answers may be repeated. Br 2 OH (^) 1. Cl H 2 SO 4 , heat HCl
NaOH, heat Br Br+ - Br Br O OH OH
H 2 O
NaOH
HBr a. E1 b. E2 c. SN 1 d. SN 2 e. not a.-d. 6.-10. Match each set of reagents on the left, reacting with I , to its major product on the right. Answers may be repeated.
11.-15. Match each set of reagents on the left, reacting with , to its major product on the right. For chiral products assume racemic mixtures. means a mixture of diastereomers. Keep in mind that any deuterium on oxygen (OD) is easily exchange for hydrogen on hydronium workup. Answers may be repeated.