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CHM1022 Tutorial Week 2, 2014 1. Draw expanded and line form structures of the following molecules (a) 2-chlorohexane (b) 3-hexyne 2. Write the molecular formula and systematic IUPAC name for the following molecules (a) _________________________ (b) _________________________ (c) __________________________ 3. Examine the structures of the natural products shown below and identify the following functional groups by drawing a line around them: ‘alcohol’ ‘ester’ ‘ketone’ ‘aromatic ring’ ‘amine’, ‘alkene’ ‘ether’ (Did you spot the cyclic ether and cyclic ester groups?) 4. Draw cis and trans isomers for 2,3-dichlorobut-2-ene. Class Discussion: What is the difference between saturated and unsaturated hydrocarbons?

Week 2 Tutorial Questions

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Page 1: Week 2 Tutorial Questions

CHM1022 Tutorial Week 2, 2014

1. Draw expanded and line form structures of the following molecules

(a) 2-chlorohexane (b) 3-hexyne

2. Write the molecular formula and systematic IUPAC name for the following molecules

   

(a) _________________________ (b) _________________________ (c) __________________________

3. Examine the structures of the natural products shown below and identify the following functional groups by drawing a line around them: ‘alcohol’ ‘ester’ ‘ketone’ ‘aromatic ring’ ‘amine’, ‘alkene’ ‘ether’ (Did you spot the cyclic ether and cyclic ester groups?)

4. Draw cis and trans isomers for 2,3-dichlorobut-2-ene.

Class Discussion: What is the difference between saturated and unsaturated hydrocarbons?

Page 2: Week 2 Tutorial Questions

Class Discussion: What is the difference between a stereoisomer and a constitutional isomer? What is the difference between an enantiomer and a diastereomer

5. Does the molecule below have R or S chirality? Draw its stereoisomer.

6. Place an “asterisk on the chiral carbons in the structure shown below:

Extension Questions: These questions will not be covered in the tutorial, unless time permits. You should attempt these in your own time, and check against the answer set that will be posted on Moodle.

1. Draw expanded and line form structures of the following molecules

a) 2-butene b) cyclobutane c) 1-hexanol d) benzene

2. Draw the three different constitutional isomers for C5H12

Page 3: Week 2 Tutorial Questions

3. Write the molecular formula and systematic IUPAC name for the following molecules

(a) (b)         (c)    

 

 

 

 

 

4.  Draw the enantiomer of the following molecules

(a) (b) (c)

5. Assign R or S configuration to the following stereoisomers

(a) (b)

6. Draw cis and trans isomers for 1-ethyl-2-methylcyclobutane