csee CHAPTER 14 ○ RGANOMETALLIC COMP○UNDS SOLUTIONS TO TEXT PROBLEMS 14.1 (b) Magnesium bears a cyclohexyl substituent and a chlorine. Chlorine is named as an anion. The ompound is cyclohexylmagnesium chloride 14.2(b) The alkyl bromide precursor to sec-butyllithium must be sec-butyl bromide. CH3 CHCH, CH3 2Li CH,CHCH, CH3 LiBr 2-Bromobutane (sec-butyl bromide) 14.3(b) Allyl chloride is converted to allylmagnesium chloride on reaction with magnesium. H,C=CHCH,CI H,C-CHCH,MgCI Allyl chloride lylmagnesium chloride (c) The carbon-iodine bond of iodocyclobutane is replaced by a carbon-magnesium bond in the gnard reagent. lodocyclobutane 342 Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE WebsiteCHAPTER 14 ORGANOMETALLIC COMPOUNDS SOLUTIONS TO TEXT PROBLEMS 14.1 (b) Magnesium bears a cyclohexyl substituent and a chlorine. Chlorine is named as an anion. The compound is cyclohexylmagnesium chloride. 14.2 (b) The alkyl bromide precursor to sec-butyllithium must be sec-butyl bromide. 14.3 (b) Allyl chloride is converted to allylmagnesium chloride on reaction with magnesium. (c) The carbon–iodine bond of iodocyclobutane is replaced by a carbon–magnesium bond in the Grignard reagent. Mg diethyl ether Iodocyclobutane I Cyclobutylmagnesium iodide MgI Allyl chloride H CHCH2Cl 2C Allylmagnesium chloride H CHCH2MgCl 2C Mg diethyl ether CH 2Li LiBr 3CHCH2CH3 Br 2-Bromobutane (sec-butyl bromide) CH3CHCH2CH3 Li 1-Methylpropyllithium (sec-butyllithium) 342 Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website