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Lecture by
S.Mathivanan., M.Pharm
Asst professor
Pharmacy.
Reactions of chiral molecules
Chiral molecules
 Chiral molecule has non super imposable
mirror image
 Example : Enantiomers
 It generally has chiral carbon (4 diff groups
attached to a carbon atom)
 It do not have elements of symmetry
 If n = no. Of chiral atom, then number of isomers
= 2n
Achiral molecules
 It has superimposable mirror images.
 Example : Meso compounds
 It has one or more elements of symmetry such as
plane of symmetry.
Reactions of chiral molecules
 Chiral molecules undergoes Three major
reactions :
1) Retention
2) Inversion
3) Racemisation
1. Retention : Bond at chiral carbon do not break :
Configuration of substrate and product remains same
R isomer  R isomer
S isomer S isomer
2.Inversion : Follows SN2 Mechanism. Isomer gets converted to other
form.
R isomer  S isomer
S isomer R isomer
3.) Racemisation : Second chiral center forms Diasteromer (SS ,
RS)
R isomer  RR, RS isomer
S isomer  RS , SS isomer
Syllabus
Thank you my dear
students...!!!!!!

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Reactions of chiral molecules

  • 1. Lecture by S.Mathivanan., M.Pharm Asst professor Pharmacy. Reactions of chiral molecules
  • 2. Chiral molecules  Chiral molecule has non super imposable mirror image  Example : Enantiomers  It generally has chiral carbon (4 diff groups attached to a carbon atom)  It do not have elements of symmetry  If n = no. Of chiral atom, then number of isomers = 2n
  • 3. Achiral molecules  It has superimposable mirror images.  Example : Meso compounds  It has one or more elements of symmetry such as plane of symmetry.
  • 4. Reactions of chiral molecules  Chiral molecules undergoes Three major reactions : 1) Retention 2) Inversion 3) Racemisation
  • 5. 1. Retention : Bond at chiral carbon do not break : Configuration of substrate and product remains same R isomer  R isomer S isomer S isomer
  • 6. 2.Inversion : Follows SN2 Mechanism. Isomer gets converted to other form. R isomer  S isomer S isomer R isomer
  • 7. 3.) Racemisation : Second chiral center forms Diasteromer (SS , RS) R isomer  RR, RS isomer S isomer  RS , SS isomer
  • 9. Thank you my dear students...!!!!!!