1in riementieman ccl2 is not d intermediate
Reimer-Tiemann reaction of phenol with CCl4 in NaOH at 340K gives salicylic acid as major product-----1
The reaction occurs througjh formation of dichloro carbene.. 2
I marked it as B but answer given:
The reason is nucleophilic attack of phenolate ion through the ortho carbon atom occurs on CCl4 which is a neutral elctrophile..
I hav learnt :CCl2 will be formed as intermediate , whchich is correctT>>(If mine is wrong pls explain the mechanism)
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13 Answers
11Surprising........something which i dont know of............
I know that Reimer-Teimann of Phenol in CHCl3/NaOH gives Salicaldehyde. This involves formation of a dichloro carbene & a dichloro tetrahedral intermediate.
BUT
Reimer-Teimann in presence of CCl4/NaOH giving Salicylic Acid is new to me.....!!!!!
1@rkrish... me too ... if i get some more answers(4m gud resource), den i can say the given ans is wrong, even i was surprised n confused at this ans..
11I cant say the ans is/isnt wrong.
May be with CCl4/NaOH :CCl2 is not formed but i'm actually surprised at the major product(Salicylic acid) given in the ques.
I'm thinking of mechanism by which we can get Acid in place of aldehyde.(there's no oxidation for sure.)
1actually in riementeman ccl2 is formed by chloroform na bt here no chloroform bt ccl4 present so in this case reaction ll proceed by attack of phenoxide ion no carbene is formed