SCH4U Final Exam Review UNIT 1 – Organic Chemistry 1. What is organic chemistry? 2. List 3 natural carbon containing compounds and 3 synthetic carbon containing compounds 3. Answer the following questions referring to the properties of most organic compounds: a) b) c) d) e) Type of bonding? Polar? High/low melting/boiling point? High/low flammability? Soluble in water? 4. Draw the structures of the following molecules a) 2,2,4-trimethylhexane b) 1,1-dichlorocycloheptane d) 3-methyl-3-propyl pentanal e) butoxy pentane g) 2-methyl (N) butyl (N,N) dimethyl amine c) 1,3-hexandiol f) 4-phenyl non-1,7-diene h) 2-chloro-2-fluoro-3,3-dimethylhexane i) 1,3-diethyl-2-methylbenzene l) 1,2-cyclohexandiol o) 2,2,2-trifluoroethanoic acid j) N,N-dimethylpropanamide m) 4-ethoxy-2-methylhexane p) methyl ethanoate k) methylbenzene n) 3,4-dibromobutan-2-one q) diethylamine 5. Name the following molecules and state whether they are the identical, structural isomers, or different molecules. 6. Name and draw the 5 structural isomers of hexane 7. Name the following molecules and state the type of hydrocarbon and/or functional group (ex. alkene, ketone, carboxylic acid, etc) 8. Write the products for this complete combustion reaction and then balance the equation H H H H C C C H H H H + O 2 ? 9. Draw all possible products for this halogenation reaction (there are two) It will be helpful to first draw the full structural formula of the alkane. CH3CH2CH3 + Br2 (uv light) ? 10. Predict the product for each reaction below: H H C H H C H a) C C H H C C H H Pd H2 CH2CH3 CH3 C b) + H + C CH3 I2 CH2CH2CH3 (Show major and minor products for the next reaction:) Br H C c) CH3 + C HCl H (Show major and minor products for the next reaction:) d) CH3CH2CH2CH=CH2 + H2 O H+ 11. Determine the starting compound (reactant) that would produce the following product: Cl Cl + 2 Cl2 CHCH Cl Cl 12. Draw and label the major and minor products of this hydration reaction: H+ CH2=CHCH3 + H2O 13. Draw and label the major and minor products of this dehydration reaction: H+, heat CH3CHCHCH3 CH3 OH 14. Show the product of each oxidation reaction (if possible): OH a) [O] CH3CHCH2CH3 CH3 b) [O] CH3CHCH2 OH CH3 CH3CH2CH2CCH3 [O] OH c) [O] CH3CH2CH2CHCH3 OH d) e) [O] CH3CH2 OH CH3 CH3C OH [O] CH3 f) O g) H C CH2CH2CH3 OH h) CH3CHCH2CH3 [O] [O] O i) [O] C CH 3 CH3 15. Show the product of each of the following oxidation reactions: O CH3CH2CH2 a) C [O] H O H b) O C CH2CH2CH2 [O] C H 16. Show the products of this neutralization reaction: O C OH + NaOH 17. Show the products of the following esterification reaction: CH3 CH3CCH2 O C CH3 OH + HO H+, heat CH2CHCH3 CH3 18. Draw the structures of the carboxylic acid and alcohol you would use to make this ester: 19. Show the two products of each hydrolysis reaction: O CH3O C H+, heat CH2CH3 + H2O O C OCH3 + H2O NaOH, heat ? ? O CH3CH2O C CH2CH2CH3