Fall 2005 KEY - A. NOMENCLATURE: (12 points, 3 pts. each)...

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Unformatted text preview: A. NOMENCLATURE: (12 points, 3 pts. each) Give an acceptable IUPAC name for each of the following compounds. Be sure to indicate the stereochemistry where appropriate. ! (3 R)- 3-rntfhyl- ~-h-eptm -- 6-DI ( ~ . 2. CI OH OH CI 4 - ( '3- Dh I D V O bv-h.t ,) 4. CD I I/o B. FACTS: Total = 18 points 1. Place the following compounds in order of increasin~ frequency of the indicated carbon - nitrogen bond stretching vibration. (1 = lowest frequency, 3 = highest requencyj (3 pts.) ~ CH ~ ~ /C~ H 2 C =N / g C H gC H 2 C =_N H gC -N \ CH g OJ' / V 2. Place the following carbocations in order of increasing stability (1=Ieast stable, 3=most stable). (3 pts.)-- -- ~.- .. ~ 0 .OH + 2 ~ OH ~ IT] ;) ( ) 3>L (U , Q~ riM Ch rt\ Place the following carbanions in order of ~ncreasing stabili!y (1=Ieast stable, 3=most stable). (3 pts.) '(JJ 8 8 4. Label the pair of molecules as identical, e.nao1iQlJlers,Elia&tercomers,or structtJral iSOITlers.(2 pts.) CD <f?H r, C I @ . B r + C I H 2 N + B r (i) N H 2 O H ( 1 ) ! ) ~ \$ ') (K) () 5. Place the following compounds in order of increasinq boiling point. (1=Iowest, 3=highest). (3 pts.)5....
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Fall 2005 KEY - A. NOMENCLATURE: (12 points, 3 pts. each)...

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