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Chirality in the nature
ORGANIC CHEMISTRY
PRESENTED BY:
PESHAWA MOHAMMED IBRAHIM
What is chirality
 A molecule that is not identical to its mirror image is said
to be chiral.
 “Handedness”: right glove doesn’t fit the left hand.
 Mirror-image object is different from the original object
A molecule that can’t be a chiral
 You can’t take a chiral molecule and its enantiomer and place
one on the other so that all atoms coincide
 A molecule is not chiral if it has a plane of symmetry.
 A plane of symmetry is a plane that cuts through the middle
of a molecule in such a way that one half of the molecule or
object is a mirror image of the other half.
A plane of symmetry
 A laboratory flask, has a plane of symmetry.
If you were to cut the flask in half, one half
would be a mirror image of the other half
Chirality of an organic compound
 The most common, cause of chirality in an organic molecule is
the presence of a tetrahedral carbon atom bonded to four
different groups—for example, the central carbon atom in
lactic acid. Such carbons are referred to as chirality centers,
although other terms such as stereocenter, asymmetric center,
and stereogenic center have also been used. Note that
chirality is a property of the entire molecule, whereas a
chirality center is the cause of chirality
Tetrahedral carbon
Chirality in the chemistry
 A chiral molecule is a type of molecule that has a non-
superposable mirror image. The feature that is most often the
cause of chirality in molecules is the presence of
an asymmetric carbon atom.
 The term chiral in general is used to describe the object that
is non-Superposable on its mirror image.
What is chiral atom
 is atom that is attached to four different types of atoms or
groups of atoms.
Examples of chiral and achiral
S and R configuration
Using Cahn Ingold Prelog Priority
Rules.
 Look at the four atoms directly attached to the chirality
center, and rank them according to atomic number. The
atom with the highest atomic number has the highest ranking
(first), and the atom with the lowest atomic number (usually
hydrogen) has the lowest ranking (fourth).
S and R configuration
 clockwise, we say that the chirality center has the R configuration
 counterclockwise, the chirality center has the S configuration
Examples of S and R configuration
Resources
 1.Organic Chemistry 8th edition by J. McMurry. 2012, pp.142-158
 2.https://www.google.ge/#q=examples+of+chiral+and+achiral+molecules
 3.https://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/chapt11.htm
 4. https://www.youtube.com/watch?v=WW6oAqVNBR8
 5. http://www.ochempal.org/index.php/alphabetical/q-r/rs-convention/
Thank you for your attention
Peshawa mangury

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Chirality in the nature

  • 1. Chirality in the nature ORGANIC CHEMISTRY PRESENTED BY: PESHAWA MOHAMMED IBRAHIM
  • 2. What is chirality  A molecule that is not identical to its mirror image is said to be chiral.  “Handedness”: right glove doesn’t fit the left hand.  Mirror-image object is different from the original object
  • 3. A molecule that can’t be a chiral  You can’t take a chiral molecule and its enantiomer and place one on the other so that all atoms coincide  A molecule is not chiral if it has a plane of symmetry.  A plane of symmetry is a plane that cuts through the middle of a molecule in such a way that one half of the molecule or object is a mirror image of the other half.
  • 4. A plane of symmetry  A laboratory flask, has a plane of symmetry. If you were to cut the flask in half, one half would be a mirror image of the other half
  • 5. Chirality of an organic compound  The most common, cause of chirality in an organic molecule is the presence of a tetrahedral carbon atom bonded to four different groups—for example, the central carbon atom in lactic acid. Such carbons are referred to as chirality centers, although other terms such as stereocenter, asymmetric center, and stereogenic center have also been used. Note that chirality is a property of the entire molecule, whereas a chirality center is the cause of chirality
  • 7. Chirality in the chemistry  A chiral molecule is a type of molecule that has a non- superposable mirror image. The feature that is most often the cause of chirality in molecules is the presence of an asymmetric carbon atom.  The term chiral in general is used to describe the object that is non-Superposable on its mirror image.
  • 8. What is chiral atom  is atom that is attached to four different types of atoms or groups of atoms.
  • 9. Examples of chiral and achiral
  • 10. S and R configuration
  • 11. Using Cahn Ingold Prelog Priority Rules.  Look at the four atoms directly attached to the chirality center, and rank them according to atomic number. The atom with the highest atomic number has the highest ranking (first), and the atom with the lowest atomic number (usually hydrogen) has the lowest ranking (fourth).
  • 12. S and R configuration  clockwise, we say that the chirality center has the R configuration  counterclockwise, the chirality center has the S configuration
  • 13. Examples of S and R configuration
  • 14.
  • 15. Resources  1.Organic Chemistry 8th edition by J. McMurry. 2012, pp.142-158  2.https://www.google.ge/#q=examples+of+chiral+and+achiral+molecules  3.https://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/chapt11.htm  4. https://www.youtube.com/watch?v=WW6oAqVNBR8  5. http://www.ochempal.org/index.php/alphabetical/q-r/rs-convention/
  • 16. Thank you for your attention Peshawa mangury