2023 F CH202-4-6 - M1 Review Lecture Worksheet

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Toronto Metropolitan University *

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CHEM010

Subject

Chemistry

Date

Jan 9, 2024

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pdf

Pages

12

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Page 1 of 12 1. Nicotine is an addictive substance found in tobacco. Identify (1) the hybridization state and (2) the geometry of each of the two nitrogen atoms in nicotine. 2. Does the following compound have a net dipole moment? 3. Indicate the formal charge on the nitrogen atom in the following Lewis structure: 4. What intermolecular forces are operative between molecules of methanol and water? A. London dispersion forces B. Dipole-dipole forces C. Hydrogen bonding D. All of the above
Page 2 of 12 5. Predict whether vitamin C is water soluble or not. The structure of vitamin C is shown below. 6. All of the following are representations of cis-1,2-dimethylcyclohexane, EXCEPT: A B C D 7. Draw the bond-line structure for vitamin C. 8. How many hydrogen atoms are connected to the carbon atom that bears the negative charge in the structure below?
Page 3 of 12 9. Draw all lone pairs in the following compound (add lone pairs to the following structure): 10. Draw the resonance structure that results from the arrow pushing scheme below: 11. Which of the following has the correct curved arrow(s) placement? A B C D 12. Which of the resonance structures below is least significant or invalid?
Page 4 of 12 13. Which of the following best represents the resonance hybrid of the given anion? A B C D 14. Consider the nitrogen atoms (labeled A, B and C) in the molecule of vitamin B1 shown below. Which of these nitrogen atoms possess a delocalized lone pair of electrons? A. Nitrogen A B. Nitrogen B C. Nitrogen C D. None of the indicated lone pairs are delocalized
Page 5 of 12 15. Which mechanism below represents the correct curved arrow(s) for a nucleophilic attack? A. B. C. 16. Predict which side of the reaction is favored under equilibrium conditions, and provide a brief explanation. A. Forward direction is favored, because resonance stabilization makes a stronger base than . B. Forward direction is favored, because resonance stabilization makes a weaker base than . C. Reverse direction is favored, because resonance stabilization makes a stronger base than . D. Reverse direction is favored, because resonance stabilization makes a weaker base than .
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