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Unformatted text preview: Name___________________________________ (Last) (First) CHEM 61 HOUR EXAM I September 20, 2002 Please answer all questions succinctly in the space provided . (12) 1. Draw a bondline formula for ( S )3methylhexane, showing stereochemistry. H 3 C H or CH 3 Draw a Newman projection for gauche 1bromopropane. H H CH 3 Br H H (20) 2. Using the two cyclohexane formulas below, indicate the structure of cis 2 tert butylcyclohexan1ol. OH H H (CH 3 ) 3 C C(CH 3 ) 3 OH Draw a chair conformation of the above alcohol. Draw the alternate (flip) chair form. Circle the more stable conformation. OH C(CH 3 ) 3 C(CH 3 ) 3 OH (24) 3. Rank each of the following series according to the indicated property by writing highest and lowest under the appropriate members. bond polarity C Br C I C Cl highest lowest steric energy lowest highest acidity OH O OH O OH O Cl F lowest highest basicity CH 3 NH CH 3 O CH 3 S lowest highest size of bond angle NH 3 BH 3 CO 2...
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- Fall '09