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Question: What is the most stable conformer for 3-methylpentane, viewed along the \({{\text{C}}_{2}}-{{\text{C...

What is the most stable conformer for 3-methylpentane, viewed along the C2C3{{\text{C}}_{2}}-{{\text{C}}_{3}} bond using the Newman projections?

Explanation

Solution

In Newman's projection, any particular carbon-carbon bond is viewed along its longitudinal axis. The carbon having a lower number is placed at the front and denoted as a point. While the other carbon is placed at the back and denoted as a circle. The most stable conformer is the one having two bulky groups placed at opposite ends and having minimum steric strain.

Complete answer:
3-methylpentane is a structural isomer of hexane having the chemical formula - CH3CH2CH(CH3)CH2CH3\text{C}{{\text{H}}_{3}}\text{C}{{\text{H}}_{2}}\text{CH}\left( \text{C}{{\text{H}}_{3}} \right)\text{C}{{\text{H}}_{2}}\text{C}{{\text{H}}_{3}}.
Its molecular structure is –

To find the most stable conformer of 3-methylpentane, we need to convert the molecular structure to Newman projection viewed along the C2C3{{\text{C}}_{2}}-{{\text{C}}_{3}} bond.
So, the carbon at the front will be C2{{\text{C}}_{2}} (point) and carbon at the back will be C3{{\text{C}}_{3}} (circle).
Now, there are many possible conformers of 3-methylpentane, but only a few of them will be stable under the normal set of conditions. The possible stable conformers are drawn below:

Out of these conformers, the most stable one is that having the bulkier groups far apart from each other. Thus, conformer (I) will be the most stable.

Note:
All the conformers are not very stable at room temperature and are rapidly interconverting to each other. The most stable conformer is said to be the one having bulkier groups away from each other due to the less steric hindrance between such groups.