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Organic Chemistry Polymers -- Chapter 21 (and 12.9)
1. Introductory Topics
Bonding and Structure Concepts
Review Chapters 9 and 10
(especially Lewis dot formulas, VSEPR, and Valence Bond Theory)
Types of Chemical Formulas
e.g., 2-propanol (iso-propanol)
expanded
formula
condensed
formula
fully condensed
formula
(missing Cs and Hs are understood)
! ! ! Always FOUR BONDS to Carbon ! ! !
Structural Isomers - same chemical formula, but different
arrangement (connectivity) of atoms
e.g., C3H8O - 3 isomers (2 alcohols, 1 ether)
1-propanol 2-propanol
ethyl methyl ether
number of possible isomers can be very large, e.g.:
C3H8 C4H10 C5H12 C6H14 C8H18 C10H22 C20H42 1 2 3 5 18 75 105 Optical Isomers (aka enantiomers)
non-superimposable mirror images
occur when four different groups are attached to a tetrahedral (sp3) carbon center, i.e., a chiral center
all physical and most chemical properties are the same but enantiomers interact differently with other chiral molecules
e.g., CH3CH(Br)Cl is chiral and exhibits enantiomers because its mirror images are not superimposable.
In contrast, CH3CHCl2 is not chiral because it is superimposable on its mirror image.
2. Organic Functional Groups
Tremendous Variety of organic molecular structures and
properties are possible, e.g.:
fortunately, the subject is very systematic !
and is readily classified by organic functional groups
Organic Functional Groups
Family Characteristic Structural Feature
Examples
Hydrocarbons
Alkanes
Alkenes
Alkynes
Aromatic
only single bonds
C=C
C(C
benzene ring
CH3CH3
CH2=CH2
HC(CH
Alcohols
R-OH
CH3CH2OH
Ethers
R-O-R
CH3OCH3
Aldehydes
Ketones
Carboxylic Acids
Esters
Amines: 1(
2(
3(
RNH2
RNHR
RNRR
CH3NH2
(CH3)2NH
(CH3)3N
Amides 3. Hydrocarbons
(a) Alkanes CnH2n+2
CH4 methane C5H12 pentane
C2H6 ethane C6H14 h
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