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1aa3-2010-tut4-answerkey-1

1aa3-2010-tut4-answerkey-1 - CHEMISTRY 1AA3 Feb 1 5 2010...

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CHEMISTRY 1AA3 Feb. 1 – 5, 2010 TUTORIAL PROBLEM SET 4 Solutions __________________________________________________________________________ Page 1 of 4 1. Label the sp and sp 2 hybridized carbon atoms and any sp 3 hybridized heteroatoms in the following molecule. SOLUTION: The alkyne C-atoms are sp hybridized while the atoms in the benzene ring are sp 2 hybridized. The oxygen atoms in the alcohol and phenol functional groups are sp 3 hybridized. The ketone oxygen atom is sp 2 hybridized. 2. Fill in the missing products for the following reactions. 3. How many degrees of unsaturation are present in each of the following molecules? (a) C 6 H 10 O (b) C 4 H 8 (c) C 5 H 12 O (d) C 5 H 9 Br
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CHEMISTRY 1AA3 Feb. 1 – 5, 2010 TUTORIAL PROBLEM SET 4 Solutions __________________________________________________________________________ Page 2 of 4 SOLUTION: A saturated formula is based on the alkane formula, C n H 2n+2 . (a) C 6 H 10 O formula matches C n H 2n-2 , thus 2 degrees of unsaturation (b) C 4 H 8 formula is matches C n H 2n , thus 1 degree of unsaturation (c) C 5 H 12 O formula matches C n H 2n+2 , thus no unsaturation (d) C 5 H 9 Br Br replaces one H 1 degree of unsaturation 4
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