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
 
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