Organic 2 Review Problem 300

Organic 2 Review Problem 300 - 2 84 P RACTICAL ORGANIC C...

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284 PRACTICAL ORGANIC CHEMISTRY CH 8 -CO NH 2 + 2MeMgI -* CH 5 -C-OMgI -» GH 8 /\ 1 Me NH-MgI Me (8) Non-metallic halides and covalent metallic ha)ides give their organic derivatives. AsCl 3 - 3IMgMe •• • AsMc 3 SnCl 4 - 4IMgMc - SnMc 4 ^ 4 HgCl 2 2IMgMe - HgMe 2 - r zMgCH Since Grignard reagents can easily be obtained from aryl halides, they are of special value in the synthesis of many aromatic compounds, particularly as, for reasons already stated (pp. 270, 276), aromatic compounds cannot generally be prepared by means of ethyl acetoacetate and ethyl malonate. Triphenyl-carbinol, (C 6 H 5 ) 3 COH, from Ethyl Benzoate and Phenyl Magnesium Bromide. (Grignard Re- action 6 (a).) Required: Bromobenzene, 10-5 ml,; dry ether, 75 ml.; granu- lated magnesium, 2-5 g.; dry ethyl benzoate, 5 ml. (5-29 g.). Fit a 250 ml. round-bottomed flask to a reflux water-condenser (each being thoroughly dry) and close the top of the condenser
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