Exam_1-Chem35-2006-key

Exam_1-Chem35-2006-key - Name_ SISD_ Chemistry 35 Exam 1-...

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Name____________________________ SISD________________________ 1 Chemistry 35 Exam 1- KEY February 27, 2006 Print your name and SISD number on EVERY PAGE of the exam. Write all answers on the exam. There are two blank pages at the end of the exam for you to use as scratch paper. 1. (20 points)__________ 2. (15 points)__________ 3. (12 points)__________ 4. (8 points)__________ 5. (16 points)__________ 6. (14 points)__________ 7. (18 points)__________ Total (103 points)_________________
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Name____________________________ SISD________________________ 2 1) (20 points) Part A (i) Draw a Newman Projection along the indicated bond (C1-C2) for the conformation of the molecule shown at the right( Æ ). (Use the template at the right to draw the Newman Projection 4 points total: 1-eclipsed 1-Br/Cl/H front Carbon 1-Br Æ Cl Æ H CCW 1-I Æ F Æ CH 3 CCW (ii) Provide the IUPAC (systematic name) of the structure in part A(i). (iii) If this is an eclipsed conformer , identify the pairs of eclipsing groups (or atoms) along the C-1 - C-2 bond. If this is a staggered conformer , identify the pairs of anti-periplanar groups (or atoms) along the C-1 - C-2 bond. Part B . (i) Provide the IUPAC (systematic name) of the structure to the right (ii) Draw a Newman Projection along the Carbon-2 -- Carbon 3 bond for the specific conformation of the molecule in Part B(i). (your eye should be closer to carbon 2. Use the template (right) to draw the Newman projection.) 4 points total: 1 pt - staggered, 1 pt - Me, H-C=O, H front Carbon 1 pt - Cl Æ F Æ Et CCW, 1 pt- Me Æ H-C=O Æ H (iii) If this is an eclipsed conformer , identify the pairs of eclipsing groups (atoms) along the C-2 - C-3 bond (use the conformation of the molecule shown above). If this is a staggered conformer , identify the pairs of anti-periplanar groups (atoms) along the C-2 - C-3. H 3 C Br Cl H I F View along the C-C bond from here O H Me Cl F H (i) F I Me Br Cl H (ii) 3 points total proper name: 1-bromo-1-chloro-2-fluoro-2-iodopropane partial points: 1-for propane, 1-proper group name & numbering, 1-for alphabetic (iii) 3 points total 1-for Cl/I 1-for Br/CH 3 1-for H/F (i) 3 points total 3-chloro-3-fluoro-2-methylpentanal 1-for pentan 1-for suffix (al) 1-for proper numbers (ii) Et FC l Me H O H (iii) 3 points total 1-for F / Me 1-for H / Cl 1-for Et / H-C=O
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Name____________________________
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Exam_1-Chem35-2006-key - Name_ SISD_ Chemistry 35 Exam 1-...

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