Chemistry 11: Organic Chemistry Test Review Package Notes and practice sheets you should have:             

An Introduction to Organic Chemistry Notes Classifying Organic Compounds Notes Drawing Alkanes, Alkenes, and Alkynes Practice Problems Drawing Hydrocarbon Derivatives Practice Problems Classifying Organic Compounds Practice Problems Naming and Writing Hydrocarbons Notes Naming and Writing Hydrocarbon Derivatives Notes Hydrocarbons Practice Problems Set Hydrocarbon Derivatives Practice Problems Set Writing and Balancing Chemical Equations Notes Combustion and Incomplete Combustion Practice Problems Writing and Balancing Chemical Equations Practice Problems Isomers in Organic Chemistry and Polymerization Notes

Other good sources for practice:   

Your three quizzes Your lab Advanced Assignment (for advanced students only)

Part 1: Introduction to Organic Chemistry 1. What are the three properties of a carbon atom that make it unique and ideal for organic structures? 2. Label the following structures as either an organic compound or a non-organic compound. If it is an organic compound, label whether or not it is a hydrocarbon.

Part 2: Classifying Organic Compounds 1. Describe an alkane, alkene, and alkyne in terms of their bonds between carbon atoms, boiling points, polarity, and intermolecular forces. 2. Describe the two properties of benzene that make it such a stable compound. What is the term that is used to describe the electrons in a benzene ring? 3. What substance is more polar, a ketone or an alcohol? Give one piece of evidence of how you know. 4. Explain why an alcohol is soluble in water and a hydrocarbon chain such as octane is not. 5. For the following compounds, list their similarities and differences: a. Alcohol and ester b. Aldehyde and ketone c. Carboxylic acid and ester d. Ester and amide e. Amine and amide 6. Classify the following compounds:

7. For the following compounds, draw a complete structural diagram. An alkene that contains an ether and an aldehyde.

An alkane that contains an amine and an ester.

8. For the following compounds, draw a condensed structural diagram. An alkane that contains a ketone and an alcohol.

An alkyne that contains a carboxylic acid and an amide.

9. For the following compounds, draw a line structural diagram. A cyclopentene ring that contains a side chain with an alkene and an alcohol.

An alkane with an ether, ketone, and an aldehyde.

10. Identify and label as many functional groups in the following compound.

Part 3: Naming and Writing Organic Compounds 1. For the following structures, circle the parent chain and number the carbon atoms in the correct order.

2. Name the following hydrocarbon compounds.

3. Draw the following hydrocarbon compounds. 2,2-dimethylpropane

4-methyl-2-pentene

1,3-ethylmethylbenzene

3,5-dimethyl-2-hexyne

2-methylcyclopentene

4. Name the following organic compounds.

2,3-dimethylcyclohexene

5. Draw the following organic compounds. 4-ethylhexanol

Ethylbutyl ether

2,4-dimethylpentanal

3,3-dimethyl-2-pentanone

2,4-ethylmethylhexanoate

Propyl butanoate

Methyl hexanoate

propylamine

ethylamide

Part 4: Writing and Balancing Chemical Reactions 1. Write the products and balance the equation for the following complete combustion reactions. a. Ethane + oxygen 

b. Butane + oxygen 

c. Heptane + oxygen 

d. Nonane + oxygen 

2. Write the products and balance the equation for the following incomplete combustion reactions. a. Methane + oxygen 

b. Propane + oxygen 

c. Hexane + oxygen 

d. Octane + oxygen 

3. Label the following reactions as combustion, incomplete combustion, substitution, addition, cracking, or reforming.

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__________________________________________ 4. What is the difference between complete and incomplete combustion? 5. Draw the products for the following reactions and label the type of reaction.

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___________________________________ 6. For the following hydrocarbon, drawing three different sets of products for a cracking reaction.

7. For the following hydrocarbon, draw three different products for a reforming reaction.

Part 5: Isomers in Organic Chemistry 1. Name and define the three types of structural isomers. 2. Why are the structures on the left considered structural isomers and the structures on the right are not?

3. 4. 5. 6. 7.

Draw and name all of the structural isomers of pentane. Draw an alcohol and ether with the molecular formula C6H14O. Draw an aldehyde and ketone with the molecular formula C6H12O. Draw an aldehyde, ketone, alcohol, and ether with the molecular formula C4H8O. Draw two different compounds with the molecular formula C8H16O3 and label the functional groups you used. 8. What is the difference between a “cis” geometric isomer and a “trans” geometric isomer? Give an example of each. 9. Draw a set of geometric isomers for butane and label them as “cis” or “trans”. 10. For the following geometric isomers, label them as “cis” or “trans” and circle why.

11. Draw all of the possible stereoisomers for the following molecules.

Part 6: Polymerization 1. Define a polymer and a monomer. 2. What is the difference between an addition polymerization reaction and a condensation polymerization reaction? 3. What are the two types of condensation polymerization reactions? What is the difference between these two? 4. Label the following reactions as an addition or condensation polymerization reaction. If it is a condensation polymerization, label the product as a nylon or polyester and circle why.

Good luck on the test. If you have any questions, don’t hesitate to ask!