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Title:             Organic Chemistry Model Building

Purpose:

  • To determine 3-dimensional structure of carbon compounds
  • To identify and distinguish among structural and geometric isomers and Enantiomers
  • To determine how functional groups affect shape

Materials:

            Molecular model building kit

Black =

Carbon

White =

Hydrogen

Red =

Oxygen

Green =

Halogen

Orange =

Nitrogen

Yellow =

Sulfur

             

 Procedure:

Part I:  Hydrocarbons

1.      Using figures 4.2,  4.4, and 4.6 (pp. 50~51 in text) build and draw the following structures

  • methane
  • ethane
  • ethene
  • propane
  • propene
  • n-butane
  • isobutane (2-methyl-propane)
  • 1-butene
  • cis-2-butene
  • trans-2-butene
  • isobutene (2-methyl-1-propene)
  • n-pentene
  • cis-isomer of pentene (determine the correct name)
  • trans-isomer of pentene (determine the correct name)
  • cyclohexane
  • benzene
  • a substituted cyclohexane (determine the correct name)
  • a substituted benzene (determine the correct name)

2.      Comment on similarities and differences and orientation in space of

    • alkanes and alkenes
    • cis- and trans- isomers
    • cyclohexane and benzene
Part II: Functional Groups
  1. Using table 4.1 (page 54 of text) and figures 5.3,  5.4, 5.5, 5.7, and 5.10, 5.15,  5.16 (pp. 60~69) and 5.27 (p. 78),  build and draw the following structures
  • methanol
  • methanal
  • methanoic acid
  • ethanol
  • ethanal
  • ethanoic acid (acetic acid or hydrogen acetate)
  • 1-propanol
  • 2-propanol (isopropyl alcohol)
  • propanal
  • propanone  (acetone)
  • propanoic acid
  • glyceraldehyde
  • glycerol
  • ribose
  • deoxyribose
  • glucose (straight chain)
  • fructose (straight chain)
  • glucose (ring, "-configuration)
  • glucose (ring, $-configuration)
  • fructose (ring)
  • sucrose (you need the  "-configuration for glucose)
  • starch….3 glucose units
  •   cellulose…..3 glucose units
  • a dipeptide of alanine and cysteine
  • a dipeptide of alanine and leucine

2.      Number the carbons on the sugar drawings!

3.      Comment on similarities and differences among

  • The methyl-derivatives
  • The ethyl-derivatives
  • The propyl-derivatives
  •  Aldose and ketose sugars
  • Ribose and deoxyribose
  • Straight chain fructose and glucose
  • "- and $- configurations of glucose
  • glycosidic linkages in sucrose, starch, and celluose
  • ala-cys dipetide and ala-leu dipeptide

Results: 

These will be your drawings

Discussion:

            This will be your commentaries

Conclusion:

            1 sentence about shape of molecules…try not to be vague!

Reflection:

Commentary on what you learned from this activity (everything you wanted to write in the conclusion but were unable to because you only had 1 sentence!