106thiophenol is definitely more acidic than phenol.
for reason:
If you know the reason behind why HI > HBr > HCl > HF, then the same reason applies here also
If you dunno then ask
Which is a stronger acid....
SH attached to phenyl group or OH attached to phenyl group........Give REASONS.....
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7 Answers
106
1R u talking abt acidic order in this .. HI > HBr > HCl > HF,
Then I feel that the opposite is correct because larger is the atomic orbital of X easier it is for the e to escape from the nuclear charge. Hence HF is highly acidic while HI is basic as it can easily loose e.
106the order is exactly the opposite ..
HI is most acidic as its conjugate base I - is most stable
Why is I - most stable?
because I is greatest in size, so the charge density is least. hence it is most stable (as stability is inversely prop. to charge density)
39Another easy way to look at it is iodine's large size. This causes the H-I bond length to increase considerably from other haloacids. A longer sigma bond is a weaker sigma bond. Hence the proton can be donated more easily.
Same is the case with PhSH and PhOH. The larger size of sulfur causes the proton to be taken up more easily, and reinforces the stability of its conjugate base PhS-.
1But if the base is stable then the acid is unstable..
This implies that HI is least acidic
39Euracle your understanding of acidity is flawed here. If the conjugate base is stable, the original substrate is acidic. This is because the substrate will prefer to lose a proton and stay in that stable form(conjugate base form). For example, Ph-OH prefers to stay as Ph-O- because this phenoxide ion is stable by resonance. As Ph-OH loses the proton easily for this purpose, we say it is acidic.
I suggest you read NCERT Class XI to find out what a conjugate base is, and also to find out what being acidic and basic means, read Arrhenius + Bronsted-Lowry + Lewis theory. The acidity-conjugate base thing is given in NCERT also.