CIP rule

CIP rule

source : Chemistry Libre Texts

   CIP rule-

 The Cahn- Ingold – Prelog (CIP) sequence rules, named for Robert Sidney Cahn, Crystopher Kelk Ingold & Vladimir Prelog -alternatively known as CIP Rule. The purpose of  CIP priority  rule is to name a specific stereoisomer of a molecule. Stereoisomers are compounds having same molecular formula and same connectivity of atoms but differ in their three dimentional orientation.

The configuration of the chiral carbon is decided as follow-

The four atoms or groups attached to the chiral carbon are ranked in order of priority , priority is decided by following sequence rules.

(a)      Atom of higher atomic number gets priority. Atom of higher priority is assigned no.1 & atom of least priority is assigned no.4.

I>Br>Cl>O>N>C>H

decreasing priority

source : wikipedia

(b)      If the first atom is the two groups have same atomic number then relative priority of the group is decided by a comparison of the atomic number of the next atom in the two groups.

Ex.1—-    In CH₃  & –CH₂–CH3

In both first atom is Carbon but next atom in –– CH ₃     is H , while in ––CH₂––CH₃ , next atom is ‘C’. So ethyl group is given higher priority than methyl group.

Ex.2 —   –CHO is given higher priority than –CN because in group  , C is directly attached to oxygen while in –CN group C is directly attached to N. (at. no. of oxygen is greater than N).

(c)       Multiple bonds are treated as separate single bonds.

Ex.1—-   –CH=O is given priority over –CH₂OH

I>Br>Cl, OH>NO₂>NH₂>COOH>CHO>CH₂OH

Examples Of  CIP rule –

source : Study.com

source : schoolbag.info

source : OChemPal

source : Chemistry for everyone-wordpress.com