Below are images of HOMOs generated by Spartan for several different acids. Whic

Question

Below are images of HOMOs generated by Spartan for several different acids. Which of these acids do you think is most acidic, and why? The chemical structure of the acid is shown below for clarity.

Below are images of HOMOs generated by Spartan for several different acids. Which of these acids do you think is most acidic, and why? The chemical structure of the acid is shown below for clarity. HO OH H2N OH CH OH OH H2C Acid 2 is the most acidic. Looking at the HOMO diagram from Spartan, we can see a clear separation between the orbitals of the OH group and the rest of the molecule. This indicates that the hydrogen will be easily removed from the molecule, making the molecule very acidic. O A Acid 3 is the most acidic. Looking at the HOMO diagram from Spartan, we can see a clear separation between the orbitals of the OH group and the rest of the molecule. This indicates that the hydrogen will be easily removed from the molecule. Additionally, this acid has alternating double bonds, which mean it has contributing resonance structures, which are characteristic of a strong acid. Acid 4 is the most acidic. Looking at the HOMO diagram from Spartan, we can see a clear separation between the orbitals of the OH group and the rest of the molecule. This indicates that the hydrogen will be easily removed from the molecule. Additionally, this acid has an alternating double bond with a triple bond, which also allows it to have contributing resonance structures. Because this molecule has a triple bond, there are more delocalized electrons in the system than with a double bond, making it a stronger acid. O C Acid 1 is the most acidic. Looking at the HOMO diagrams, we see that there are two possible hydrogens that can dissociate in this molecule, making it a diprotic acid. Diprotic acids are always more acidic than monoprotic acids, and all of the other acids shown above are monoprotic. O D Acid 1 is the most acidic. Looking at the HOMO diagram from Spartan, we can see that the majority of the electron density on the orbital is centralized over the oxygen in the OH group. This allows the hydrogen to easily dissociate from the oxygen. O E

Explanation / Answer

Option C,

As we know that EWG (CN) increases the acidity of carboxylic acid while EDGs decreases the acidity.

Here CN pulls the electrons and stabilize the carboxylate anion after deprotonation.

Related Questions

Navigate

• Browse (All)
• Browse B
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.