Which Is More Polar: Methyl Benzoate or Methyl m-Nitrobenzoate?

In summary, polarity in aromatic compounds refers to the unequal distribution of electric charge within a molecule, determined by the presence of polar bonds and molecular geometry. The presence of a benzene ring can decrease overall polarity due to electron delocalization, but polar substituents or functional groups can increase polarity. Polarity affects the solubility of aromatic compounds, with nonpolar compounds being more soluble in nonpolar solvents and polar compounds being more soluble in polar solvents. The polarity of an aromatic compound can be altered by modifying polar substituents, molecular structure, or functional groups attached to the benzene ring.
  • #1
Soaring Crane
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Homework Statement



I just wanted to check which is more polar: methyl benzoate or methyl m-nitrobenzoate.

Homework Equations



See below.

The Attempt at a Solution



The nitrobenzoate is more polar because it has more electronegative atoms bonded to a carbon, so there is a greater electronegativity difference?

Thanks.
 
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  • #2
That sounds reasonable.
 
  • #3


I would like to clarify that the polarity of a molecule is determined by the distribution of its electron density. This is influenced by the electronegativity of the atoms within the molecule, as well as the molecular geometry and any polar bonds present.

In the case of methyl benzoate and methyl m-nitrobenzoate, both molecules have a polar C=O bond due to the difference in electronegativity between carbon and oxygen. However, the presence of the nitro group in methyl m-nitrobenzoate increases the overall polarity of the molecule due to the presence of the highly electronegative nitrogen and oxygen atoms.

Therefore, methyl m-nitrobenzoate is more polar than methyl benzoate. This can also be confirmed by calculating the dipole moment of each molecule, which would be higher for methyl m-nitrobenzoate due to the larger difference in electronegativity between the atoms.
 

FAQ: Which Is More Polar: Methyl Benzoate or Methyl m-Nitrobenzoate?

What is the general definition of polarity in aromatic compounds?

Polarity refers to the unequal distribution of electric charge within a molecule. In aromatic compounds, polarity is determined by the presence of polar bonds and the overall molecular geometry.

How does the presence of a benzene ring affect the polarity of a molecule?

The presence of a benzene ring in a molecule can decrease its overall polarity due to the delocalization of electrons in the ring. This results in a more even distribution of charge throughout the molecule.

Are all aromatic compounds nonpolar?

No, not all aromatic compounds are nonpolar. While the presence of a benzene ring can decrease overall polarity, polar substituents or functional groups attached to the ring can increase the polarity of the molecule.

How does polarity impact the solubility of aromatic compounds?

Polarity plays a significant role in the solubility of aromatic compounds. Nonpolar aromatic compounds tend to be more soluble in nonpolar solvents, while polar aromatic compounds are more soluble in polar solvents.

Can the polarity of an aromatic compound be altered?

Yes, the polarity of an aromatic compound can be altered by adding or removing polar substituents, or changing the molecular structure or functional groups attached to the benzene ring.

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