christian brothers high school department of chemistry organic chemistry ii
TRANSCRIPT
Christian BrothersHigh School
Department of Chemistry
Organic Chemistry II
Organic Reactions
• Much slower than inorganic reactions• Organic compounds can be toxic, but
effects are usually cumulative, i.,e., there must be long-term exposure
• Substitution • Addition• Formation of radicals and functional
groups
Organic ChemistrySubstitution Reactions I• Knock off one or more hydrogens• Substitute another radical or an oxygen, halogen,
sulfur, etc• Methane subst. 1 Cl for H= Chloromethane• Subst. One more Cl for H= dichloromethane
or methylene chloride• Subst. One more Cl for H= trichloromethane
or chloroform• Subst. One more Cl for H= tetrachloromethane or
carbon tetrachloride
Organic ChemistryFormation of Free
Radicals• Whenever a hydrogen atom is knocked off • Formation of a free radical• Always uses the –yl suffix to indicate the
radical• Functional group radicals also use the –yl suffix• In generic formulae use R ROH means any
alcohol• Bonds with other molecules and radicals to
form new compounds• Examples methyl- CH3 ethyl- C2H5
propyl- C3H7 butyl- C4H9
Organic ChemistryFunctional Groups
• Way of organizing different classes of compounds
• Identify by structure• -OH hydroxyl group Alcohols• -OOH carboxyl group
Organic Acids
Organic ChemistryAlcohols
• Generic formula ROH• Characterized by the hydroxyl group -OH• Industrial solvent, cleaner, intermediary in
reactions, beverages, miscible in water• Properties of alcohols are determined by where
the hydroxyl groups attached• Primary alcohol- hydroxyl group on the end• Secondary alcohol- hydroxyl group attached to
a carbon which is attached to one hydrogen• Tertiary alcohols- hydroxyl group attached to a
carbon which is in the middle of the chain
Organic ChemistryOrganic Acids
• Also known as carboxylic acids• Characterized by the carboxyl group –OOH• Examples Acetic Acid CH3COOH• A 3% aqueous solution of acetic acid is
vinegar• Butyric acid 4 carbons is produced by
the spoiling of milk• Longer chain acids (primarily C18 with one or
more double bonds are called polyunsaturated fatty acids)
Organic ChemistryOrganic Bases
• Organic bases are known as amines• Primary amines have radicals substituted
for the hydrogens on the ammonia molecule
• Methylamine 1 methyl group• Dimethylamine 2 methyl groups• Triethylamine 3 ethyl groups
• Other amines have the nitro group (NH2) substituted on other radicals
Organic ChemistryOther Functional Groups
• Aldehydes and Ketones both contain the carbonyl group -C=O
• Aldehydes have the group attached to a hydrogen at the end of a chain H-C=O
• Ketones have the group attached to two carbons (See board)
• Ethers R-O-R
• Diethyl ether once used as a surgical anesthetic
Organic ChemistrySugars/Carbohydrates
• Energy source in animal metabolism
• Always end in –ose• Simple sugars
• Fructose• Glucose• Sucrose• Lactose
• Complex Carbohydrates
• Increasing stacking of rings
• Long stacks of rings
• Cellulose (plant fiber)
• Wood
Organic ChemistryProteins
• Enzymes• Structural Building Blocks• Amino Acids• Peptide backbone• Biomacromolecules (DNA)
Organic ChemistryPlastics (polymers)
• Built from simple compounds (monomers)
• Ethylene + initiator = polyethylene• Propylene + initiator = polypropylene• Butylene + initiator = polybutylene• Styrene + initiator = polystyrene• Vinyl chloride + initiator = polyvinyl
chloride