My book says that we can distinguish between 2 hydroxy butanoic acid (A) and 3 hydroxy butanoic acid (B) by haloform tests. It says that B gives positive haloform test. I am fine with it.
I don't get why A doesnot give positive test as it is also a sec. alcohol .
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2 Answers
1but i dont get how B shows the test!!!!
A should give....
y do u think it yes for B???
39For A, in the basic medium, -COOH loses a proton to become -COO-, which gives a +I effect. This weakens the acidity of the proton which is on the carbon alpha to -OH. Hence the proton is not taken and the alpha-halogenation does not take place as planned. So no haloform test.
On the other hand, B will not be affected by carboxylate anion's inductive effect as such, as the -OH group is further from it. Inductive effects weaken with distance.
