Question
Question: Which of these statements are correct? (A) \( 1,3,5 \) -cycloheptatriene is not acidic while \( 1,...
Which of these statements are correct?
(A) 1,3,5 -cycloheptatriene is not acidic while 1,3 -cyclopentadiene is acidic in nature
(B) P-chlorophenol is less acidic than p-fluorophenol
(C) Dipole moment of azulene is greater than naphthalene
(D) Mesomeric effect is temporary effect
Solution
The compounds which can release a proton easily can be known as more acidic. 1,3 -cyclopentadiene on losing a proton from 1,3 -cyclopentadienyl anion which is aromatic and stable. Thus, 1,3 -cyclopentadiene is more acidic compared to 1,3,5 -cycloheptatriene. Due to the presence of d-orbitals in P-chlorophenol is more acidic compared to p-fluorophenol. Naphthalene is a symmetric molecule and does not have a dipole moment. Mesomeric effect is a permanent effect.
Complete answer:
1,3,5 -cycloheptatriene is an aromatic compound and stable but 1,3 -cyclopentadiene upon losing a proton from 1,3 -cyclopentadienyl anion which is an aromatic compound and stable. Thus, the given statement is correct.
p-chlorophenol has a chlorine atom and d-orbital extent is possible which makes it more acidic than p-fluorophenol. Thus, the given statement is not correct.
Azulene is the fused system of cycloheptatriene and cyclopentadiene. It has a dipole moment of 1.08δ whereas naphthalene is a symmetric molecule and does not have a dipole moment. Thus, the given statement is correct.
Mesomeric effect is the permanent delocalization of pi-electrons. The two pi-bonds were converted into a new pi-bond. Thus, the given statement is not correct.
Note:
Aromatic compounds are stable compounds that are cyclic, planar, conjugation of pi-electrons, obeying Huckel’s rule. Huckel’s rule is given by (4n+2)π electron, where n is any whole number. Benzene and its derivatives are aromatic compounds.