348 ORGANOMETALLIC COMPOUNDS () CH_ CH_CH2MgBr CH 1.diethyl ether CHCHCHCH 2.H.0 opylmagnesium 1-Phenyl-1-butanol 1. diethyl ethe () CH; CHCH3+ (CH3),CH OH Isopropyllithium cycloheptanone (m) CH, CHCH, CH CCHChs 2,go CHCH-CCHCH Mgl CH3 CH3 isopropyl magnesium iodide (n) 2CH,CH, CH,MgBr CBH_ COCH I diethyl et C6H5C(CH, CH, CH3)2 CH,OH Propylmagnesit Methyl benzoate 4-Phenyl-4-heptanol bromide CHAL (o) H2C=CH(CH2)5CH3 Znic Zn(Cu), diethyl ether H,C-CH(CH,)SCH3 1-Octene H,C CH, L, Zn(Cu), diethyl (CH,) CH H(CH,)CH3 (Er-2-Decene trans-1-Heptyl-2 CH,CH (CH2) CH H,1 CHCH2i CH,I-CE Zn(Cu), diethyl ether HH (Z)-3-Decene (r) HC=CHCH CH,CH, KOc(CH : H"kaC CHCh CH 1-Pentene 1. 1-Dibromo-2-propylcyclopropane 14.18 In the solutions to this problem, the Grignard reagent butylmagnesium bromide is used In each case the use of butyllithium would be equally satisfactory Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website(k) (l) (m) (n) (o) (p) (q) (r) 14.18 In the solutions to this problem, the Grignard reagent butylmagnesium bromide is used. In each case the use of butyllithium would be equally satisfactory. 1-Pentene H2C CHCH2CH2CH3 CHBr3 KOC(CH3)3 1,1-Dibromo-2-propylcyclopropane H CH2CH2CH3 H H Br Br cis-1-Ethyl-2-hexyl￾cyclopropane CH2I2 Zn(Cu), diethyl ether C C H CH3CH2 H (CH2)5CH3 (Z)-3-Decene CH3CH2 (CH2)5CH3 H H trans-1-Heptyl-2- methylcyclopropane CH2I2 Zn(Cu), diethyl ether C C H H3C (CH2)6CH3 H (E)-2-Decene H3C H H (CH2)6CH3 CH2I2 1-Octene Zn(Cu), diethyl ether 1-Cyclopropylhexane H2C CH2 CH(CH2) CH(CH2 5CH3 ) H2C 5CH3 2CH3CH2CH2MgBr Propylmagnesium bromide Methyl benzoate C6H5COCH3 O 1. diethyl ether 2. H3O 4-Phenyl-4-heptanol C6H5C(CH2CH2CH3)2 CH3OH OH Methanol 2-Butanone CH3CCH2CH3 O 1. diethyl ether 2. H3O 2,3-Dimethyl-3-pentanol CH3CH CCH2CH3 OH CH3 CH3 Isopropyl￾magnesium iodide CH3CHCH3 MgI Isopropyllithium CH3CHCH3 Li 1. diethyl ether 2. H3O Cycloheptanone O 1-Isopropylcycloheptanol (CH3)2CH OH Propylmagnesium bromide CH3CH2CH2MgBr Benzaldehyde CH O 1-Phenyl-1-butanol CHCH2CH2CH3 OH 1. diethyl ether 2. H3O 348 ORGANOMETALLIC COMPOUNDS Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website