Question

answer #6

5. List the products of the reaction of 1-bromopropane with each of the following reagents. Indien major product. Write "no reaction" where appropriate. (c) NaCN (a) KOH (d) NH3 (g) NaSH (b) Csi (e) NaSCN (h) NaN3 (f) CH3ONa (i) KI 6. Answer the same question for 2-iodo-2,4-dimethylbutane and 2,3-dimethylpentan-3-ol (see structure below) using the listed reagents. (Hint: carefully evaluate the nucleophilic potential of each reagent). OH 2,3-dimethylpentan-3-ol 2-iodo-2,4-dimethylpentane (c) CH3SH (a) HCI (d) HCN (g) H2S (b) CH3OH (e) (CH3)3COH (h) HSCN (6) NH3 (i) HBO

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Answer 1

Exercise 6 AI lin C2 of 2- lodo - 2,4 --dimethylpentane, is a tertiary carbon in which reacts by an SNA mechanism by a primary carbocation. The reactions generate a racemic mixture + (a) HCl (6) CH₂OH : The methanol die methoxyde I + CH₃ hou (0) CH, SH : me that hiel dissociates into me thap tone and Ht KI + Chess Papirer

@HCN SNA OH (e) (CH) COH LED CH. CH₃ H₃C-C- CH₂ Cu CH₂ Lot at 7 Hoe_C- che si to (PNH, It takes place by SN2 LINH SNAJ NH + A, I G) H₂S I LI+ H25 Sott, st h HSCN SUA SON SCN Su Prire

t Bro I 2,3-dimethylpentan-3-ol Last molecule has à quiral carbon of nucleophilic attackt The SNA will be 'racemic mixtures bbbbbbbb tust the site products (a) HCl a + Ch cl tot This reaction takes place because HCl protonates the hydroxyde to form water that is a better learing group than OH- rare

6) CH₃OH Sun + CH₂O 애 (6) CH₂ SH اہلکات - 애 * ح الCN + CN . لها 5 . 얘 ع ملی (e) (CH ₃ COH ç-CH₂ of CH3 and

Jbbbbb + NH НО NH , +HO HO (h) HSCN USEN SNA Hot