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Acidity depends on the concentration of H+. Due to higher electronegativity of sp2 hybridised carbon of phenol, the electron density on the oxygen decreases and hence increases the polarity O-H making the phenol unstable compared to phenolate, so it is more acidic. The C6H5-group is a fully sp2-hybridised electron pulling group.
If you have electron providing groups (sp3) in CH3-CH2-O-H, it may decrease the polarity of O-H bond and destabilize the negatively charged ethanoate group (CH3CH2O-)
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Why phenol more acidic than aliphatic alcohol and water?
Phenol is more acidic than aliphatic alcohols and water because the benzene ring stabilizes the phenoxide ion formed upon deprotonation, making it more favorable to lose a proton. This stabilization is due to resonance delocalization of the negative charge in the phenoxide ion. In aliphatic alcohols and water, there is no such resonance stabilization, resulting in weaker acidity.
Is water more acidic than phenol?
No, water is neutral with a pH of 7. Phenol is slightly acidic with a pH range between 5 and 6.
Why phenol is more acidic than ethanol?
phenol is more acidic because of the benzene ring present in the molecule,when you lose the H form the OH group it is possible to delocalise the charge around the aromatic system due to the pi electron cloud,straight chain alcohols cannot do this so it is less favourable to deprotonate them hance it is easier to deprotonate a phenol,hence we say it is more acidic
Which is more acidic phenol or para-chloro phenol?
Phenol. Anisole doesn't have any acidic protons.
Phenol are acidic in nature but alcohol not yet?
Phenol is more acidic than alcohols since the negative charge that is acquired by removal of a hydrogen atom can be delocalised into the molecules ring structure. acyclic alcohols cannot "spread" this charge as well as conjugated systems and thus will less readily lose their hydrogen atom.
Why is phenol soluble in sodium hydroxide while alcohol isn't?
The electron withdrawing ability of the aromatic ring and its subsequent ability to delocalize the charge around the pi electron cloud of the ring, make the phenol Hydrogen fairly acidic. This reacts well with the alkaline sodium hydroxide. The H on the alcohol is not acidic.
Which is more acidic p-chloro phenol or p-fluoro phenol?
p-chloro phenol is more acidic thisi is because in p-fluoro phenol as fluorine and carbon have identical 2p orbitals, the overlapping is perfect Hence the +r effect and -I effect cancels thus making it less acidic
Is 1-hexanol more acidic or less acidic than phenol?
Phenol is more acidic than 1-hexanol because the hydroxyl group in phenol is directly attached to the aromatic ring, which stabilizes the resulting phenoxide ion through resonance. In contrast, the hydroxyl group in 1-hexanol is attached to an aliphatic chain, making it less acidic.
Why are phenols acidic in nature?
Phenol can act as an acid due to it's stability as phenoxide ion. By releasing H+ ion it will form stable C6H5O- ion. The groups having +I, -I , +M , -M efffects present on phenol will effect acidic nature of phenol. As +I or +M groups which are present at ortho and at para psitions will decrease the acidic character of phenol. If they are at meta position effect is less than at para or ortho positions.Similar to this -I or -M gorups are substituted on phenol they will increase the acidic nature. so, we can say that as the stability of phenoxide ion increases acidic nature of phenol also increases.Phenol can act as an acid due to it's stability as phenoxide ion. By releasing H+ ion it will form stable C6H5O- ion. The groups having +I, -I , +M , -M efffects present on phenol will effect acidic nature of phenol. As +I or +M groups which are present at ortho and at para psitions will decrease the acidic character of phenol. If they are at meta position effect is less than at para or ortho positions.Similar to this -I or -M gorups are substituted on phenol they will increase the acidic nature. so, we can say that as the stability of phenoxide ion increases acidic nature of phenol also increases.Phenol is a weak acid because of the presence of the hydrogen ions.
What are the key differences between phenol and benzene in terms of their chemical properties and reactivity?
Phenol and benzene are both aromatic compounds, but phenol has a hydroxyl group (-OH) attached to the benzene ring, making it more reactive than benzene. Phenol can undergo reactions such as oxidation and substitution more readily than benzene. Additionally, phenol is more acidic than benzene due to the presence of the hydroxyl group.
Why aromatic alcohols are more acidic than aliphatic alcohols?
aromatic alcohols undergo resonance which stabilizes the conjugate base, in aliphatic alcohols +I effect of alkyl group increase the -ve charge in the conjugate base thus make it unstable
Which one have higher boiling point alcohol or phenol?
Phenol has a higher boiling point than alcohols. This is because phenol molecules can form intermolecular hydrogen bonds due to the presence of the hydroxyl group attached to the aromatic ring, leading to stronger attractive forces between molecules compared to alcohols.
