Using resonance, select the most acidic protons in the hexane-2,4-dione molecule. The most acidic proton is the one that, upon r
emoval, will yield the most stable conjugate base.
Check all that apply.
[Hexane-2,4-dione molecule with protons numbered as follows according to IUPAC nomenclature: protons on C1 are numbered 1 through 3, protons on C3 are numbered 4 and 5, protons on C5 are numbered 6 and 7, protons on C6 are numbered 8 through 10.]
Check all that apply.
a.Protons 1, 2, or 3
b.Protons 4 or 5
c.Protons 6 or 7
d.Protons 8, 9, or 10
Check all that apply.
[Hexane-2,4-dione molecule with protons numbered as follows according to IUPAC nomenclature: protons on C1 are numbered 1 through 3, protons on C3 are numbered 4 and 5, protons on C5 are numbered 6 and 7, protons on C6 are numbered 8 through 10.]
Check all that apply.
a.Protons 1, 2, or 3
b.Protons 4 or 5
c.Protons 6 or 7
d.Protons 8, 9, or 10
1 answer:
Answer:
The most acidic Protons are 4 or 5 .
Explanation:
The four types of hydrogen with numbering are shown in the given figure.
In order that a proton is acidic the conjugate base formed by removal of protons must be stable.
In case of given Hexane-2,4-dione molecule , the stability will be due to resonance. If we abstract a proton from the third carbon (between the two carbonyl carbons) it will result in formation of a carbanion, which is stabilized by resonance. The near by oxygen will give stability to the conjugate base by -I effect (negative inductive effect).
You might be interested in