Question

1.) How many chiral carbons are present in the compound below? Place an asterisk next to the chiral carbons. (CH3)2N CH, OH N ICE CCH 2.) Assign priorities to the substituents in the following set: (Lowest priority is 4.) - -NH2 -Br -COOH -CHO 3.) Label each chiral carbon in the compound below as Ror S. * COH Br H 1. Hoci TH H CH3 4) Predict the product and show the complete electron-pushing mechanism for the reaction below: O=C Conc. HNO3 Conc. H2SO4

Answer 1

U Carbong Hood Many Miral CG .. C = C- A = Chiral centers. 5 Chiral centers . the holecule has 5 liral centers ( Assign -Bv > priorities Higheratonic Nursery Higher priority Netz > -8 -04 >-8-4. (tengt prionin e Higher Priorityo

Rons configuration o Ś comtiyoration oci s-contigoration Anti Clock Direction, S-contiyare I clock wise Direction, HD) But least prisrity @ present front side, CH3 Thus it has s-contigu ration приз (5) Antichock S.Comliggertigo

rourok H3C- 40 configuration -- H OF" AntiClock direction s-configuration

CH º conc. H o3 E Conc. Hq Soy Benzaldehyee M-Nitro benzaldehyde group. According to reflect. meta directing ---- H i$ Mechanish: Step I: Generation of electrophile HNO + H₂Soy (buse) (aciel) Step 1: formation of EH EH - Nog Electrophile Cambocation + NO 9 tioe carbocation older product. S Resonance stabilised amocation. SHp : 1088 of Ho to form G CHO ÇHO K H u dog (Product