Organic Structures Shapes and Isomerism Part 2

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Organic Structures Shapes and Isomerism Part 2

Kathy Carrigan

Version 42-0185-00-01

Lab Report Assistant

This document is not meant to be a substitute for a formal laboratory report. The Lab Report Assistant is simply a summary of the experiment’s questions, diagrams if needed, and data tables that should be addressed in a formal lab report. The intent is to facilitate students’ writing of lab reports by providing this information in an editable file which can be sent to an instructor.

Questions

Part I Section 1

A. Would the structures you have produced in step 1 be considered isomers of one another? Explain the basis for your answer.

B. What are the bond angles and molecular geometry around the carbon atoms?

Part I Section 2

A. Is this possible with the double bond? Describe what you see.

B. What is the bond angle and molecular geometry around the 2 middle carbon atoms?

Part I Section 3

A. What are the bond angles and molecular geometry around the double bonded carbons?

B. Can your cis-2-butene model be converted into the trans-2-butene model without breaking bonds?

C. The cis- and trans-2-butenes are called geometric isomers. Why are they given this name?

D. Define the term structural isomer (see Organic Structures Part 1) and explain how it differs

from a geometric isomer.

Experiment

Organic Structures Shapes and Isomerism Part 2

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Part I Challenge Questions (required)

Indicate whether each of the following compound pairs are geometric isomers, structural isomers, or not isomers at all. Write the names for the compounds under each formula.

Names

Are these structures isomers? If so what type?

CH3

CH3

CH

CH3

CH3

CH2 CH2

CH3

Names

Are these structures isomers? If so what type?

Cl Cl Cl

CH3 CH

Cl

CH2

and

CH3 CH

CH2

Names

Are these structures isomers? If so what type?

Part II: Aromatic Hydrocarbons and Resonance

A. What is the geometry of each of the carbons in benzene?

B. Draw the structural formula for methylbenzene. (Note: draw the structure using the drawing program and paste it in here. We do not want you to scan in this as a pdf file. If you are unable to draw the structure skip it and answer the rest of the question.)

Part III: Alkynes

A. Construct a model of 1-propyne and draw its structural formula.

Part IV: Functional Groups

Part IV Section 1

A. Construct a model, using the red atom with two prongs for oxygen, then draw the structural formula for 1-propanol, C3H7OH. (The common name is propanol, or propyl alcohol) Why is oxygen represented by the “bent” structure?

B. Construct a model, then draw the structural formula for 2-propanol, C3H7OH. (The common name is isopropanol, or isopropyl alcohol).

Part IV Section 2

A. Construct a model, then draw the structural formula for dimethyl ether, C2H6O.

B. What relationship exists between ethanol, C2H6O, and dimethyl ether? You may need to

draw/construct a model of ethanol to see this.