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Grade 12th passOrganic Chemistry

Why Iodobenzene and fluorobenzine cannot be prepared by sandmeyer reaction?

Profile image of Aditya
8 Years agoGrade 12th pass
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2 Answers

Profile image of RANJEET Choudhary
ApprovedApproved Tutor Answer8 Years ago
Because iodine is oxidising agent and iodine reacts with itself to for I2..and reactions with fluorine is highly exothermic and cannot be done at ordinary temperature
Profile image of Sharath
5 Years ago
Sandmeyer’s reaction follows free radical mechanism. In case of formation of iodobenzene, the iodine free radicals has least mobility due to large size and hence form I2 instead of attacking the benzene diazonium salt. Hence, iodobenzene cannot be formed by Sandmeyer’s reaction.
In case of formation of fluorobenzene, fluoride reactions are always exothermic. In case if fluorine free radicals react with diazonium salt, it increases the temperature which decomposes the diazonium salt and hence the required product will not formed