Download Organic Chemistry 1 WS Resonance and more Exercises Chemistry in PDF only on Docsity! C341 S2016 Chapter 1 Page 1 of 5 1. For the condensed formula below, perform the following functions: a. Draw the correct Lewis structures and fill in the correct number of lone pairs and/or double bonds. b. Determine the molecular SHAPE around each non‐hydrogen atom. (tetrahedral, bent, etc.) c. Determine ideal bond angles and identify any distortions from ideal bond angles. d. be able to provide an orbital hybridization description for all central atoms and be able to describe the bonds in terms of overlapping atomic orbitals (sigma, pi, etc.). In what types of orbitals do lone pairs reside? f. Which molecules are polar? Which molecules would be soluble in polar solvents? Draw in the δ+ and δ‐ signs for the polar bonds. g. Finally, draw the correct lines structures for these compounds and identify the functional groups in each. CH3NHCH3 CH3COCH3 C C O C H H HH H H sp3, tetrahedral 109.5o sp2, trigonal planar >120o around double bond C C O C H H HH H H C(sp3) ‐‐ H(s) overlap : C(sp2) ‐‐ O(sp2) overlap : C(2p) ‐‐ O(2p) overlap O C(sp3) ‐‐ C(sp2) overlap CH3CONHCH2CH3 C341 S2016 Chapter 1 Page 2 of 5 CH2CHCOCH3 (CH3)CHC(CH3)2 (no polar bonds below) CHCCH2CH2COOCH3 (not all bonds are described because they are SO similar to previous molecules) O O C C C C H H H C H O O H C H H H C C C C H H H C H O O H C H H H sp2, trigonal planar, 120o sp3, tetrahedral, 109.5o sp2, bent, <120o sp, linear, 180o C(sp3) ‐‐ H(s) overlap : C(sp) ‐‐ C(sp) overlap (x): C(2px) ‐‐ C(2px) overlap y): C(2py) ‐‐ C(2py) overlap C(sp) ‐‐ C(sp3) overlap C(sp2) ‐‐ O(sp2)