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CHEM 332.041 Exam 2 summer, 2003 (Dr. Amah) (100 pts) Name __________________________________________________________ Last First 1. Draw structures...

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CHEM 332.041 Exam 2 summer, 2003 (Dr. Amah) ( 100 pts ) Name __________________________________________________________ Last First 1. Draw structures corresponding to the following names or IUPAC names for the following structures as appropriate. (12 points) ( a ). trans- 3-isopropylcyclohexanecarbaldehyde ( b ) 5,5-dimethyl-1,3-cyclohexanedione O NO 2 O H ( c ) ( d ) 1
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2. Give the major organic product(s) for the reactions or sequence of reactions. Show all relevant stereochemistry.(30 points) C CH 3 O N H pH 4.5 + CH 2 OH PCC CH 2 Cl 2 ? ? (C 6 H 5 ) 3 P CHCH 3 ? THF, heat O O H 3 O + ? O H 2 NNH 2 KOH, THF ? 1. O 3 2. Zn, H 3 O + ? H 3 C O H MgBr 1. 2. H 3 O + ? H 2 CrO 4 HOCH 2 CH 2 OH PTSA 1. 2. ? NH 2 HNO 2 H 2 SO 4 ? NaI ? (a) (b) (c) (d) (e) (f) 2
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