Question

This reaction yields a pair of distinct yet related, uncharged organic products (ignoring all byproducts). Draw EACH of these products in the corresponding box labeled 23a on your template; be sure to show clearly all structural features that distinguish them as distinct products (ie. connectivity, stereochemistry). Then define their relationship and evaluate whether one, both or neither will rotate the plane of polarized light using the drop down menus. KMnO OH The reaction products are Select] Select of these products is/are optically active. Question 24 1 pts This reaction yields a pair of distinct yet related, uncharged organic products (ignoring all byproducts). Draw EACH of these products in the corresponding box labeled 24a on your template; be sure to show clearly all structural features that distinguish them as distinct products (ie. connectivity, stereochemistry). Then define their relationship and evaluate whether one, both or neither will rotate the plane of polarized light, using the drop down menus. 1) BH, 2) H49/4aOH The reaction products are (Select Select] of these products is/are optically active.

options for select: a. enantiomers/diastereomers/structural isomers
b. one both neither

Answer 1

29. KMnOA Timot is chiral, Addition of KMnO, to alkene produce cis- diol. As, in the given reactant one carbon with respect to that chiral centre two products can be obtained. SO OH KMnO4 , himoy ОН 1 >WWOH мон МОН ΠΟΗ. (A Mechanism for the rean of alkene with KMnOq 0 (the attached (cis addition) groups are | two OH 014 indicated by R, a general proposal of the mechanism) eis-diol. both the OH gr. attached and neighbouring corebon remain in cis form) but of atom the two products and ® has aame type connectivity have no mirror image relakenstat relationship. So, and they are diastereomers Product č.e. 014- 017 has no o-plane unoh so it can rotate the plane through the molecule of polarized light i.e. it is optically active

014 Product il. has a 6-plane W 014 Juno as shown below. Inn Olt um OH 7 6-plane from ot So, it the molecule is optically inactive i.e. can't rotate the plane of polarized light. pdt. is Thus one optically active

24. 7 1 BH3 2) Ho Oz/NaOH The two possible product for this reaction One 02 CHR 014 and o Although the ist product is majon. Mechanism fore formation of majon påt. only.. R CHO BA2 Repeat the proces two times Atached ar has denoted by R fore simplicity RHC-HC B -Cty CHR2 CH-CHR2 Now, wal of reagent 2. H-0-0 Na of tho Hoo attack at the vacant po-orbital of boron. -CH2-CHR RHCHE- Foot Ruche CH2 CHR CHEHR2 "CH₂ - CHR2 НОТО Rg HC HCO 'B-OU CHR Repeat the Ryhet B-CH₂ CHR2 two steps RHCUCO for two RHCHE-O-

HO (hydrolysis) BOH)2 + 3 R CH CH ₂ OH OH (majore) pat. The two products @ and has different type of atom connectivity, so they can't Stereoisomer @ and are structural isomers. be Both the product ① and contain 6- plane & plane) CH,OH میهم unoh нс 3 014 Is-plane s-plane the r-plane contain both - CHz and -04 can't So, both are optically inactive ie. they rotate the plane of polarized light. Neither of the pdt. are optically active l.e.