Question

Orale Cher r y MCHOMHL) QUESTIONS 1. What is the general equation for the reaction of R-X with Nal in acetonve? Is the rxn SN1 or SN2 ? WHY? mistry of S2 back leads to it i at the attack cing S2 arger the su an S2 reac to approa - displace tituted to cons at me bon ato The stro the ac reactio Se bett the Here 2. What is the general equation for the reaction of R-X with AgNO, in alcohol? Is the rxn SN1 or SN2 ? WHY? AN byp 3. What is the OBSERVED change in the rate of reaction with Nal in acetone caused by each of the following? (Cite experimental evidence) (A) Nature of halogen (CI, Br) (B) Extent of branching of RX

Answer 1

Acetone R-X NaI R-INax It is sn2Aype anetion.leeawse ure Polar aprotie Aolvent acetone iA wed. Polar aprotie Aolvent dissolves NaI adto ganurate 1nuelaophile due to (NaI Nat its Polasr eharaeter Ap Aeetone i» aprotie that iá why t cannot the INu. in the eaetion.(Protie Aolvent hydrates NuO ate and ueleophilicity gta deeraared) No be- Polos Protie solvent Provide the stabikt the corrbocation ndtermidiate (for med at.d.htep) o olvation

aleohol R Ax(Pp) No3 R-XANO3 2) (t) N O R-O (RONO,) Tt i S type eaction. AleoholA Polar Protie Molvent Aat ons havexigher tendene4owodhaloq Cd,Br,I) that \s hy R- bond loiates to aive

ionm witleh reateta ons di yneulig Agx (Pp)alova oith Coobo coton intermudocte wteh aleohol. man neaive Atabilized Chasged odgen atom of No3 ton reacts with e Carlobention arulin th R-ON0, R-INAX. (N2) 3)R- + NaI The siate of the s eacion depends upon tRe leaving roup igar ane tendanog of leaving, Aigor wilu ba the sate af the rascton Genorally, in S 9uachon a g0od leavina rop ia the weak Congugaste base of tno Arow acid Amanj r, el, han el Br a tha eak eonugode Bae of tha Abrong acid HBr. acldity order Her) Hel. ho, n the eaze of Br leavi aroup the rate of the reaeton iA ighar than in ese ot el aaing. better eaving oup Br is aeetone CH CH2 6r + NaI enзена I CH Cel + NaI ghar than (iij inte af

extent of branehing R NaI adetone T CHI CH-X H H T.S (Tranitionitete) C D O CH-eA E NaI CH3 CHI CH5 X Ct-e-I H C Fromcy to anehing ineeaser, the srate of the sa uacton dearases with ineraasing laranehing ot eorvoone atoms. Binuelear moleeules osrenolved in brankition ate S ^o wit branehing atrain hindranee nereases and stabilit f T.s gets loeerod (1.e hgh energd TsThs ade of the sreacion bouwers SN2Seaetionrate ordir i) ii H