Font size
WorksheetsUnit 9 Chirality
Total questions: 25
Worksheet time: 14mins
Isomers that differ in how their atoms are arranged in
chains; different connectivity of the atoms
Stereoisomers
Constitutional Isomer
These are isomers that have the same
molecular formula, but different carbon skeleton.
Skeletal Isomers
Stereoisomers
Constitutional Isomers
These are isomers that have the
same molecular formula, but different position of the
substituents / functional group
Positional Isomers
Skeletal Isomers
Functional Isomers
Ex. 1
pentanol vs. 2 pentanol vs. 3 pentanol
1
heptene vs. 2 heptene vs. 3 heptene
Skeletal Isomers
Positional Isomers
Functional Isomers
These are isomers that have the
same molecular formula, but the arrangement of
molecules lead to a different functional group
Functional Isomers
Positional Isomers
Skeletal Isomers
Ex. 1 hexene vs. cyclohexane
1 Methoxybutane vs. pentanol
Functional Isomers
Positional Isomers
Skeletal Isomers
Isomers that have the same molecular formula and
connectivity of the atoms (constitution), but differ in the
three dimensional orientations of their atoms in space.
Constitutional isomers
Stereoisomers
An atom with three or more different attachments,
interchanging of two of these attachments leads to another
stereoisomer.
Stereocenter
Chiral Center
Achiral Center
is an atom,
typically carbon, with four different groups bonded to it.
Stereocenter
Chiral Center
Achiral Center
•
All chiral centers are
stereocenters , however, not all stereocenters
are chiral centers.
True
False
Achiral molecules
have plane of symmetry.
true
false
any
plane cutting through the
molecule such that one side
is a perfect reflection of the
other
(a)
Which of the following are chiral?
methanol
coniine
Light waves vibrating in all planes perpendicular to its
direction of propagation.
Ordinary light
Plane
polarized light
Light waves vibrating only in parallel planes.
Ordinary Light
Plane
polarized light
An instrument for measuring the ability of a compound
to rotate the plane of plane polarized light.
(a)
Showing that a compound is capable rotating the
plane of plane polarized light.
Optically Inactive
Optically Active
Counterclockwise rotation of the plane
of plane polarized light. Indicated by (-)
Dextrorotatory
Levorotatory
Clockwise rotation of the plane of
plane polarized light. Indicated by (+)
Dextrorotatory
Levorotatory
is specified by the relative positions of all
the groups with respect to each other at the chirality
center.
(a)
(Cahn Ingold Prelog rules) is used to
determine configuration of the chiral center.
Configuration
The R,S System
The higher the atomic number, the lower the priority. (The R,S system)
true
false
Stereoisomers that have 2 or more chiral
centers that are not mirror images of each other
Enantiomers
Diastereomers
Molecules that have a plane of
symmetry within itself
Meso compound
Para compound
Ortho compound
Meso compounds have multiple stereocenters that is superimposable on its mirror image
true
false
