Question

e neatly answer all questions in the space provided. Points for cach question are as ed. Pl ind State in the space provided whether cach of the following molecules is either chiral or chiral (1.5 points cach). a. (IR,2R)-cyclopentane-1,2-diol b. 1,4-dibromobicyclo [2.2. 1 ]heptane c. 1,3-dibromohexane d. trans-2-butene In the space provided rank the substituents in each of the following' sets in order of priority according to the CIP rules, highest = 1 to lowest 5 (1 point each). 2. -CHO -COOH -CONH2 -CH2OH -SCH3 -C CH -CH -CH CH2 CHICH)2 C(CHs)s 3. Label the chirality center(s) in each of the following molecules as either (R) or (S). (2 points cach)

Answer 1

*a>(1R, 2 R) – cyclopentane- Copentane - 1,2-diol OM is centre chiral ural centre. functional different It has chiral centre. one which has four differ groups, by 1,4- dibromo bicyclo [2.2.1] the place gocce - ebtane A Br D ) ( No chical centre ie achiral vir 1,37 dibromo hexane - Br . Br HC-HC- & HC-HC- CH₂. H One chiral centre. trans -2- butene d> CH3 No chiral centre le achiral

* chiral centres are shown by '* 27 According to CIP rules 1st priority is given to those substituents' whic has highest atomic number. If the various subestituents have same stone number then the next atom is considered. A double bond means the atom is Klublicated -CH₂OH - CHO - cooh -SCH -CONHA 5 4 3 2 1 3 -cң=cң, - ссн -си, 5 -сесси), -сен, ), 4 * 2 307 307 FO Hii H 13! Yap But 'H' is above the place. Apply golden Rule so actual configuration is 'R'

CHO @HO H ele on it has a chiral centree HO-3x H - CHOH consider chiral centre "2" Anticlockwise H ol' "S" 3 (OH) (H) (CHOH) Consider chiral centre "3" . clockwise assign "R" (OH (H) CHO - "A" R is for Rectus CHOH Hot H O sis for for sinister 25 & 3R"