Question

9.13 Draw a structural formula for the product of each S 2 reaction. Where configuration of the starting material is given, show the configuration of the product. (a) CH,CH,CH,Cl + CH,CH,O-Nat - (b) (CH3)3N + CHI acetone (c) CHBr + Na*CN- acetone CI + CH2S+Na+ - (d) HC ethanol (e) CHỊCH,CH,Cl + CHỤC=C Li* ( -chĄC + NH; echanol diethyl ether (g) 0 NH + CH3(CHỊ) CHỊC14 (h) CH CH.CH,Br + NaCN to acetone

Answer 1

(a) CH.CH,CH_CI + CH CH.0 Nath CH2 4 Ethan o Hac H2C 1-ethoxypropane (b) (CH3)3N + CHI a te H3C N-CHz 1 H3C CH3 N,N,N-trimethylmethanaminium iodide CH,Br + NaCN- phenylacetonitrile SCH3 ethanol d) HCA -CI+CH,SNa- HC (18,4S)1-methyl-4-methylsulfanylcyclohexane H₂C (6) CHỊCH,CH,1 + CHCC-Lit- = CH3 cliethyl ether -CH3 hex-2-yne

( -CHÚCI + NH, ... SNH 1-cyclopentylmethanamine -CH₃ (g) 0 NH + CH (CHỊ) CH- ethanol (h) CH,CH.CH.Br + Natan walang masa acetone H,C- butanenitrile

9.16) OLC3 CNH, + Br OCH 1-Aminoadamantane Methyl 2,4-dibromobutanoate The succesive two SN2 reactions gives cyclic amine.