How many moles of Grignard reagent required by one mole of the below compound? That is,

I think it should be 4, two for each carbonyl.

But in mybook it is given as 7 .

  • $\begingroup$ So, what's the question? $\endgroup$ – Zhe Feb 7 '17 at 19:00
  • $\begingroup$ @Zhe but in my book it is given as 7 $\endgroup$ – user123733 Feb 7 '17 at 19:08
  • $\begingroup$ Oh, well, looks like we both missed the naphthol moiety on the left, plus the thiol... I think that puts us at 6. Still look for 7... $\endgroup$ – Zhe Feb 7 '17 at 19:47
  • $\begingroup$ @Zhe what is naphthol moiety $\endgroup$ – user123733 Feb 7 '17 at 19:50
  • $\begingroup$ The OH on the left is acidic. The thiol as well. These will react to destroy 2 equivalents of Grignard reagent. $\endgroup$ – Zhe Feb 7 '17 at 19:59

In the given compound 1) grignard reagent will act as a nucleophile and attack twice on both carbonyl groups. So 4 moles here 2) it will act as a base and react with the phenol, thiol, and chloride group. So 3 moles here Therefore a total of 7 moles will be required

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