Question

Predict if the given compounds below undergo SN2 or SN1 in presence of NaI / acetone and AgNO₃ / ethanol medium. (1-bromobutane, 1-chlorobutane, 2-bromobutane, 2-chlorobutane, 2-chloro-2methylpropane, 2-bromo-2-methylpropane)

Answer 1

Normally, Primary halides undergoes SN2 ( substration Nucleophillic Bimolecular) as they don't form, stable Carlocation, while Pertiary Halileo cudergoer Sny ( tekstitution Nercheophillie Unimolecular) as they form very stable 3° Carsocation. Naff acetone } reagent . I polar Apretic solvent which increases the negative strength of Nucleophile 10 and this capable enough to carry out fra Ag No, lethant medium ] Reagent ů responsible for carrying out Sue 1. Na TA . . CH-CH-CH₂ Nad sreagent (2-Bromo bastane) (1 Bromide) canyout undergo SNA RDS/Rate Determining step) (slowest fet i i (Triginal Bipyramidal) . This Substrate Acetone VS- 8+ ice In Ros there are two molecules involved Substrate as well as rea &H Penta Valent state (Intermediate statey therefore, Molecularby = 2 (No. of molecules participating û RDS) (1 - 1 odobutane) I ch-ch-Chell (Inversion as SN Causes Inversion

1 - Ch Low bwana C1 C1 - sold the NA 1 (lºcanite condenegous hun) RDS Slemah lep) ISH . I-CH-CH₂-CH 2 -Cty (I - Podobutane) , Саше, Trogenal Befyramichal ( Penta valent State) Yurenin. & CH-CH₂=CH-Cly can undergo SNL as well as Sny depending upa (substrate the reagents added If Nal/ Areture is added them (2 - Bromobutane 2 - Bromobutane will undergo Sne But of Agnol ethanol is used then the same substrate will underas SN, also Chy the H-4 a s SNA CH=CH2 - Ethand - SN, (Triginal Planer) CHACH (Molecularity Challenc : - 1) (st احدهما لم ) ، وع) 2° Carbocation (stase ( Ch

q chung the one Ľ Recent Peinture che comunale di Sas) Raceme Minture / Racemisation in Oceury Sw ) * CH₂ - CH₂ - CH-chy NaF acetune SN AgNO₃ ethanol medium AgNO, BCC Che .ch AgNO e thanol Ch 3° сцьи ('t will undergo SN, enly) 2-chloro-2-methylprofane ROS (Triginal Planar) slowests step fethe Ittet? - 4){3 Cassocation (Highly stable) pery + es do Ç z dą L No attack of No Me In ally can occur from abone as well as from below. That's why Recenisation occurs in SN.

eBr Nal/acetine, H, C ç CH₂ - Ella - 3 • Bromide g-Bromo-2-methylpropaine (follows sn, due to very stable . 3° Carbocations ... Ros. Molecularity & NO₂ r - the undergoes HC en vų SNI Racemoration woll. ocur.