PART 1: Draw the Following Molecules

PART 1: Draw the following molecules

1) butan-2-ol

2) hexan-1-ol

3) heptane-1,2,4-triol

4) octane-2,2,4,6,7-pentol

5) 3-ethyl-5-methyl-4-propylcyclopentane-1,2-diol

6) 2-ethyl-3-methylhexane-1,4,4-triol

7) 6,7-dibromo-5,6-dichlorocyclohept-2-ene-1,1-diol

8) 5-bromo-2-chlorobenzene-1,3-diol

9) octa-3,6-dien-1-yne-1,8-diol

10) 4-tert-butylhept-6-ene-2,4-diol

PART 2: Name the following alkynes

1) 2)

3) 4)

5) 6)

7) a) b) 8)

9) a) b) 10)

PART 3:

1)  Draw structural diagrams showing:

a.  An isomer of butanol that is a secondary alcohol

b.  All pentanols that are isomers

2)  Explain briefly why methanol has a higher boiling point than methane

3)  Arrange the following compounds in order of increasing boiling points, and give reasons for your answer

a.  Butane

b.  Butan-1-ol

c.  Octane

d.  Octan-1-ol

4)  Draw the structural diagrams of the products that are formed when the following reactants are mixed together

a.  But-2-ene + water

b.  2-methylprop-1-ene + water

5)  Draw an unbalanced chemical equation showing the following alcohols mixed with an a sulfuric acid catalyst and high temperature

a.  Propan-1-ol

b.  Butan-2-ol

6)  Explain why the propane that is used as fuel in a barbeque is a gas at room temperature, but propan-2-ol, used as rubbing alcohol, is a liquid a room temperature.

ANSWERS:

PART 1:

1) 2)

3) 4)

5) 6)

7) 8)

9) 10)

PART 2:

1) pentan-3-ol

2) 3,4-dimethylpentan-2-ol

3) 6,7,7-trimethyloctane-2,3,4-triol

4) 2,2-dichloro-4-iodoheptane-3,5-diol

5) 4-hydroxyhept-5-enal

6) 7-methylocta-3,5-dien-1-yne-1,3,4,5,6-pentol

7) a) phenol b) benzene-1,2,4-triol

8) cyclohept-5-en-2-yne-1,1-diol

9) a) 5-fluoro-4-propylbenzene-1,3-diol b) 3-fluoro-4-propylphenol

10) 2-propylpentan-1-ol

PART 3:

1 a) b)

2) The presence of a hydroxyl group in methanol makes the molecule more polar than methane and allows hydrogen bonding between molecules. This increases its intermolecular forces and results in a higher boiling point

3) lowest to highest: butane, butan-1-ol, octane, octan-1-ol

4)a b)

5)a

b)

6) Propane is a hydrocarbon, nonpolar, with weak intermolecular forces; thus, it has a low boiling point and is a gas at room temperature. 2-propanol is an alcohol, with a polar hydroxyl group, with strong intermolecular hydrogen bonds; thus, it has a higher boiling point than propane and is a liquid at room temperature.