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in reimer timen rection why dichloro carbene atack at ortho position only. Why does not it attack at para position since -OH group is ortho and para directing group?
Dear Vikash Ortho hydroxy benzaldehyde(salicaldehyde ) is more stable due to INTRAMOLECULAR HYDROGEN BONDING and is found to be the major product. when base abstracts H+ from phenol then phenoxide ion is formed which resonates at ortho and para position and then :CCl2 carbene(which is a singlet carbene) attacks the anion mainly at ortho position and then oh- nucleophiles replace both cl- ions to form CHO(its h forms H-bond with O of phenol from ortho position) group with the release of water. although para pdt is minorly formed. All the best. AKASH GOYAL AskiitiansExpert-IITD Please feel free to post as many doubts on our discussion forum as you can. We are all IITians and here to help you in your IIT JEE preparation. Win exciting gifts by answering the questions on Discussion Forum. So help discuss any query on askiitians forum and become an Elite Expert League askiitian. Now you score 5+15 POINTS by uploading your Pic and Downloading the Askiitians Toolbar respectively : Click here to download the toolbar..
Dear Vikash
Ortho hydroxy benzaldehyde(salicaldehyde ) is more stable due to INTRAMOLECULAR HYDROGEN BONDING and is found to be the major product. when base abstracts H+ from phenol then phenoxide ion is formed which resonates at ortho and para position and then :CCl2 carbene(which is a singlet carbene) attacks the anion mainly at ortho position and then oh- nucleophiles replace both cl- ions to form CHO(its h forms H-bond with O of phenol from ortho position) group with the release of water. although para pdt is minorly formed.
All the best.
AKASH GOYAL
AskiitiansExpert-IITD
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