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Chapter 2: Carbon Compounds

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1 Chapter 2: Carbon Compounds
Hydrocarbons Consist of only Carbon and Hydrogen Atoms Alkanes—Contain the Maximum # of H Atoms Alkenes—Hydrocarbons w/ Double Bond(s)

2 Hydrocarbons Continued
Alkynes—Hydrocarbons w/ Triple Bond(s) Alkanes: Referred to as Saturated Compounds (Contain Maximum # of Hydrogen Atoms) Alkenes/Alkynes: Unsaturated Compounds; Can React w/ H2 (Hydrogenation Reactions)

3 Aromatic Compounds: Benzene
Benzene/Aromatics are Special Class Understood in Terms of Kekulé Structures or MOs

4 Polar Covalent Bonds Electronegativity Difference Pulls Electron
Density Toward More Electronegative Atom This Creates What is Called a Dipole Unit of Dipole Moment Measure: Debye H—Cl H—Br C═O For Bonds, Dipole Moment is Indicated w/ Arrow From Least to Most Electronegative; What About Molecular Dipoles?

5 Polar and Nonpolar Molecules
NH3 CO2 H2O BH3 CH3Cl CH4 CH2Cl2 CCl4 CH3CH2OH Benzene H3C-O-CH3 Diatomics (Cl2, Br2, etc.) Look at Individual Dipole Moments; Check for Net

6 Polar and Nonpolar Molecules (2)

7 Functional Groups 1. Alkyl Groups (R) Parent HC Alkyl Group
Abbreviation Methane methyl Me Ethane ethyl Et Propane propyl Pr isopropyl iPr Alkanes can be Generally Represented as R-H

8 Functional Groups 2. Alkyl Halides Look at Carbon w/ Halide attached
1 C Attached—Primary; 2 C Attached—Secondary 3 C Attached--Tertiary

9 Functional Groups 3. Alcohols Look at Carbon w/ Alcohol attached
1 C Attached—Primary; 2 C Attached—Secondary 3 C Attached—Tertiary Replace O with S; now have a Thiol

10 Functional Groups 4. Ethers
Name “sides” of ether in alphabetical order

11 Functional Groups 5. Amines
Note: amines are utile as bases in organic reactions

12 Functional Groups 6. Hydrazines
Note: hydrazines react with aldehydes/ketones

13 Functional Groups 7. Carbonyls: Aldehydes and Ketones
Note: C=O common link between aldehydes/ketones

14 Functional Groups 8. Carboxylic Acids
Question: What helps makes this functionality acidic?

15 Functional Groups 9. Esters
Note: CYCLIC esters are a special case called LACTONES

16 Functional Groups 10. Amides
Note: CYCLIC amides are a special case called LACTAMS Amides have restricted rotation about the C-N bond. Why?

17 Functional Groups 11. Nitriles (Cyano)
See Table 2.3 for a Good Summary of Functional Groups

18 Multiple Functional Groups; 1 Molecule

19 Intermolecular Forces
Van der Waals Interactions Dipole-Dipole Interactions Consider how molecules with permanent dipoles align Hydrogen Bonding Very strong electron delocalizations Ionic Very strong electrostatic interactions

20 Hydrogen Bonding H-Bonds nearly linear (O-H-O)
Electrons from an O lone pair  s*(OH)


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