T Problem Set 1: Introduction to Organic Chemistry 1. Identify the hybridization of each colored atom in the following molecules. Fill in the missing lone pairs of electrons and assign the missing charges (5 marks) a) ) CH,CCH2 Allene b) CH,N, Dlazomethane ) ; HyC=C=CH2 H2C-NEN c) d) e) HO OCH 2. Draw the hybrid orbitals of all atoms in allene.(2 marks) H,C=C=CH2 3. Write all resonance structures of aniline. (2 marks) -NH2 SCCH172 Organic Chemistry Due: 20 January 2022, 8.00 AM 4. Show electron pushing in the following compounds. Identify whether the process results in bond forming or bond breaking. (2 marks) a) H-CEN bond forming bond breaking HC-08 9 CH3 b) bond forming bond breaking 5. Draw the missing hydrogen atoms from bond-line structures of these molecules (4 marks) a) b) c) d) 6. Identify the expected hybridisation state and geometry for the central atom in each of the following compounds (Draw a diagram to show bonding and hybridisation) (2 marks) a) b) H. H NH ' H HH B H 1 c) d) HEH I H . SCCH172 Organic Chemistry Due: 20 January 2022, 8.00 AM 7. Propose at least two different structures for a compound with six carbon atoms that exhibits the following features: (4 marks) () ) (a) All six carbon atoms are sp hybridized. (b) Only one carbon atom is sp hybridized, and the remaining five carbon atoms are all sphybridized (remember that your compound can have elements other than carbon and hydrogen). (c) There is a ring, and all of the carbon atoms are sp3 hybridized. (d) All six carbon atoms are sp hybridized, and the compound contains no hydrogen atoms (remember that a triple bond is linear and therefore cannot be incorporated into a ring of six carbon