1Compound having the same
molecular formula and same molecular
weight but different structural formula, thus
differ in physical and chemical properties
Isomers
2Compound which have the same
molecular formula but differ in their structure
are called
structural isomers or Constitutional Isomers
3The simplest hydrocarbons: methane
(CH4), ethane (CH3 CH3), and propane
(CH2CH2CH3)- have
no constitutional isomers
4there are two different butanes,
C4H10, and these two molecules, called
butane and isobutene
5These isomers differ in the chain of the carbon atoms
- Increasing carbon = increased isomerism
Chain Isomers
6These isomers differ in the type of functional group
- Ether and alcohols
- Carboxylic acid and ester
- Aldehyde and ketone
- Propanone and Propanal
Functional Isomers
7These isomers differ in the
attachment of the functional group to
chain at different positions
Positional Isomers
8This type of isomerism arises due to the presence of different alkyl chains on each side of the functional group
It is a rare type of isomerism and is generally limited to molecules that contain a divalent atom (sulfur or oxygen), surrounded by alkyl groups.
- Typically, on ETHERS
- Example: C4H10O can be represented as
ethoxyethane (C2H5OC2H5) and
methoxypropane (CHeOC3H7)
Metamers
9Isomer of the compound which only
differs in the position of protons and
electrons
It occurs via an intramolecular proton
transfer
- Equilibrium
Tautomers
10 An important example of this tauromers is
Ketoenol Tautomerism
11One of the isomers has an open-
chain structure whereas the other has a ring
structure
Ring-Chain Isomers
12Are isomers that have the same
composition (that is, the same parts) but that
differ in the orientation of those parts in
space
- Geometrical
- Optical
Stereoisomers
13It is popularly known as cis-trans
isomerism
Geometrical Isomers
14These isomers have different spatial
arrangements of atoms in three-dimensional
space.
Geometrical Isomers
15 is the one having identical groups on same side of double bond
cis-isomer
16has identical groups on opposite side
trans-isomer
17Compounds having at least one
carbon joined to four different atoms or
groups
Optical Isomers
18Such carbon atoms are called
asymmetric or chiral carbon atom; and
those which are not chiral (do not have four
different groups) are called
achiral
19Optical Isomers =
Chiral Carbon Atom
20no superimposable mirror
image; differ in optical activity (can be
rotated) (polarized light)
Enantiomers
21light rays in particular direction: controllable
Polarized Light
22The rotation of the plane of polarized light
is called
optical activity
23Compound that rotate the plane of plane
polarized light to the right (clockwise) are
said to be
dextrorotary
24is denoted by d or (+)
before the name of the compound
dextrorotary
25Compounds that rotate the plane to the
left (counterclockwise) are called
levorotary
26This is denoted by placing l or (-) before
the name of the compound
levorotary
27A mixture containing equal amounts of d-
and I- isomers us called _________and is optically inactive denoted by dl or ±
racemic mixture
28polarized light to the left
(-) D-Fructose
29When a double bond is attached to 3
or 4 Non-hydrogen substituents, there are
some example where cis-trans
nomenclatures would be rendered ineffective
in describing the substituent’s orientation in
geometric isomers. In this situation, the
rigorous IUPAC system will use
E-Z Notational System
30High ranked substituents on opposite
sides
entgegen
31higher ranked substituents on the same
side
zusammen