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Chapter 3: Q.3-3-17P (page 60)

Question: Sight along the C2-C3 bond of 2,3-dimethylbutane, and draw a Newman projection of the most stable conformation.

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01

Newman Projection

The conformation of a particular molecule can be visualized using structures termed Newman projection. The carbon is rotated around a specific bond to produce several conformers in Newman projection.

02

Newman projection of the most stable conformer

The most stable conformer of 2,3-dimethylbutane can be given as shown below.

Stable conformer of 2,3-dimethylbutane

This conformer is the most stable of all the conformers as the two methyl groups in this conformer are situated opposite to each other. So there is no repulsion among the bulky, methyl groups. The above conformation is the staggered conformation of 2,3-dimethylbutane.

This stable conformer is generated due to the rotation of C2 and C3.

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Most popular questions from this chapter

Give IUPAC names for the following compounds:

(a)The three isomers of C5H12

Draw structures of the nine isomers of C7H16

Consider 2-methylbutane (isopentane) sighting along C-2, C-3 bond:

  1. Draw a Newman Projection of the most stable conformer.
  2. Draw a Newman Projection of the most stable conformer.
  3. If aCH3-CH3 eclipsing interaction costs 11kJ/mol (2.5 kcal/mol) and arole="math" localid="1663392343646" CH3-CH3 gauche interaction costs 3.8kJ/mol (0.9 kcal/mol), make a quantitative plot of energy versus rotation about the C-2 C-3 bond.

Draw structures that meet the following descriptions (there are many

Possibilities):

(a) Three isomers with the formulaC8H18

In each of the following sets, which structures represent the same compoundand which represent different compounds?

(c)
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