Question

2 GALILI CHM236 Chapter 18: Kees and Aldees Worksheer 5. Predict the major organie product of the following reactions, and provide stepwise detail mechanism for the reactions + NaCN - - b. product of parta + cyclopentylmagnesium bromide, then acidic hydrolysis c. product of part a + DIBAL-H, then hydrolysis wolled to toho

Answer 1

( Answer 5 a) Answer Br + NacN - O on +NaBr They this reachios Mechanism This is an example ofs SN2 nuclerphilic Bubshituhion Beachem. Benzyl bromide undergoes the faster SNP seachon ause the transition state ofs SN2 reach on stabilized by Conjugahom os benzene ting The NQ CN is stocng nuclerphile. us teaching proceeding through the 5N2 mechanism. The back side alaels ob On occurs Br Curtaining carbon and displacement ols Bro occurs at the same time. Thus it has com certed mechanism and it Proceeding through transition state Ncen proces Tos 5b) con + maar_tyor mechanism The grignard reagent ie Cyclopentyl magnesium bromide reacts with Cyanide to give magnesium derivah ves which Que unteachve to lucther additiomand cm hydrolysis gives the kelune via the unstable kelimines. Berita Nmgo corro en constant HT

1. DIBAL-H 2- Holo Leo Mechanism DIBAL-H reduces the ritoiles tener to the aldehyde DIBAL mechanîsm of hydidysis OT