Question

V. There is a concept in Organic Chemistry termed "Neighboring group participation" or Anchimeric assistance". In neighboring group participation (anchimeric assistance), the substituent forms a bond with the reactive center in a transition state or reactive intermediate. (30 pts] LG Br IN A PRODUCTS When the 3-bromo-2-butanol with the stereochemical outcome structure is treated with concentrated HBr it yields different product(s) compared to the product(s) formed when a similar reaction of the 3- bromo-2-butanol II is treated with concentrated HBr. Answer the following questions. (1) Provide the full IUPAC name for compounds I (11) For the reaction of I with concentrated HBr, draw the product(s) and provide the full IUPAC name. [10p] 90f

Answer 1

These type of comounds are named based on R,S nomenclatureIf you have any query regarding this you may ask in comments

& Compound I. - (25, 3R) 3 bromo 2 butand (18) s on Ch Compound II chz (2R, 3R) 3 kromo- 2 butand ens on Br 4, H H Br NC- -Be C CH3 Cha Bay и плус Br cha clic = CA (thy -c-c much CM Cha Dr cha meso - (2,3) dibromo propane. f Could attack at any carbon . at an attack I UPAC name of product (2R, 35) dimomo propane y OR as is meso compound formed. (2S, 3R) dobromo propane J

Compound I react with HBr to give meso compound by neighbouring group participation of bromine . the mechanism is shown in the image attatched along with the IUPAC name .