Q5Pd - Organic Chemistry (Mcmurry)

Question

Draw structures corresponding to the following IUPAC names:

1. 3,4-diisopropyl-2,5-dimethyl-3-hexene

Step-by-Step Solution

Answer

     

                           

Step 1: IUPAC (International Union for Pure and applied Chemistry)

IUPAC system is a method of naming various chemical compounds systematically. It is constituted by 4 parts,

IUPAC name=  $\mathbf{=}\mathbf{Locant} \mathbf{+}\mathbf{Prefix}\mathbf{+}\mathbf{Parent}\mathbf{+}\mathbf{Suffix}$

Locant tells us the position of the substituent, prefix tell us what the substituent is, parent suggest the length of the carbon chain (2,3,4 and so on) and the primary functional group is identified by the suffix part.

Step 2: General rules to draw structures

While writing the structure from the IUPAC names, we write the parent chain first, then according the numbering indicated in the name, we place principal functional groups if present and other substituent’s on carbon atoms and then add hydrogen to satisfy the valency of each carbon atom

Step 3: Structure of 2,3,3-trimethyl-1,4,6-octatriene

First of all, as the name suggests, make a parent chain is of 6 carbons (hex), 

                               

As the name suggests, place two isopropyl substituent at position3 and 4, two Methyl substituent at position 2 and 5, and a double bond (for which suffix –ene is used) at positions 3. 

                                 

Rest of the valencies of carbon are satisfied by hydrogens.

Therefore, the structure with the name 2,3,3-trimethyl-1,4,6-octatriene is