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Questions tagged [carboxylic-acids]

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-I effect vs +M effect of Chlorine on acidity of benzoic acid

The -I power of Halogens like Chlorine is stronger than their +M power. Therefore, we consider -I effect for comparing acidity of benzoic acid [Ka-> ortho > meta > para]. But shouldn't -I ...
EagerToLearn's user avatar
2 votes
0 answers
527 views

Why is the lysine side chain more basic?

As per PubChem: $pK_1 = 2.18$; $pK_2 = 8.95$; $pK_3 = 10.53$ at 38 °C, indicating that the side chain amino group is deprotonated at a higher pH, indicating it is more basic. I tried to justify this ...
Sid's user avatar
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1 answer
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Acidity of formic acid and 3-fluoropropanoic acid [duplicate]

I'm getting conflicting answers when I want to find out the acidity of 3-fluoropropanoic acid and formic acid. I argue that 3-fluoropropanoic acid is stronger acid than formic acid as it has a -I ...
Akilan SS's user avatar
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Acidic strength of alkanoic acids vs. benzoic acid vs. methanoic acid

I've heard some people say that benzoic acid has a $+\ce{M}$ effect due to the benzene ring which destabilizes the conjugate base. Also, this would be the dominating factor over the weak $-\ce{I}$ ...
AVS's user avatar
  • 521
5 votes
1 answer
194 views

Simplest existing tricarboxylic acid

I am wondering what is the simplest tricarboxylic acid that can be isolated in a pure form. Would it be methanetricarboxylic acid or ethane-1,1,2-tricarboxylic acid or maybe even longer chain is ...
pajacol's user avatar
  • 83
2 votes
1 answer
561 views

which is more acidic thiols or carboxylic acid?

According to me as the key atoms are different so when the h+ is released and each of them gets a negative charge as sulphur is a bigger atom compared to oxygen charge is more dispersed , hence the ...
zecrosis's user avatar