Epsilon

N ucleophilic S ubstitution R eaction

206 (Compiled by Junaid Golder @ ALLEN PUNE)

 Basics of Substitution reaction
561)

562)
SIRF A MEIN ONE SIGMA
BOND BREAK AND THEN
MAKE

Ans - A
563)

564) negative charge ne halogen ko lath mara

207 (Compiled by Junaid Golder @ ALLEN PUNE)

565)

208 (Compiled by Junaid Golder @ ALLEN PUNE)

 SN1 and SN2

Mechanism of SN1 and SN2

566) cl goes away
with c-l bond
pair electrons

nu comes with
pair of
electrons to
form c-nu bond

567) NUCLEOPHILIC SUBSTITUTION RXN IS CLEAVGE

OF C-L BOND AND FORMATION OF C-NU BOND

209 (Compiled by Junaid Golder @ ALLEN PUNE)

 NUCLEOPHILIC ACYL SUBSTITUTION
PEHLE C-NU FORMED
THEN C-L BROKE

1. TETRAHEDRAL INTERMEDIATE
2.NOT POSSIBLE ON SP3 CARBON
MOLECULARITY = 2

210 (Compiled by Junaid Golder @ ALLEN PUNE)

568) formation of carbocation by solvolysis

569) attack of nucleophile

570)
first step-RDS (ea zyada hoga uska)
two transition states in sn1
exothermic hence energy of reactant
more

571)

572)

573)

574) inversion

211 (Compiled by Junaid Golder @ ALLEN PUNE)

575)

576)

212 (Compiled by Junaid Golder @ ALLEN PUNE)

577)

213 (Compiled by Junaid Golder @ ALLEN PUNE)

578)

579)

580)

214 (Compiled by Junaid Golder @ ALLEN PUNE)

581)

in practice , sn1 mein

inversion more than
retention leading to
raceimization

582)

pehle intimate ion pair

215 (Compiled by Junaid Golder @ ALLEN PUNE)

583)

strong nu- SN2

WEAK NU - SN1 /good solvent

584)

585) strong nu-sn2

216 (Compiled by Junaid Golder @ ALLEN PUNE)

586)

587)

more +i

217 (Compiled by Junaid Golder @ ALLEN PUNE)

 SN1 Vs SN2 – Effect of substrate
588)

589)

590)

carbcation more stable by reso and +m

218 (Compiled by Junaid Golder @ ALLEN PUNE)

591)

strong nu

592)

593)

594)

219 (Compiled by Junaid Golder @ ALLEN PUNE)

595)

596)

reso
carbcation more stable in a

597)

220 (Compiled by Junaid Golder @ ALLEN PUNE)

598)

599)

600)

221 (Compiled by Junaid Golder @ ALLEN PUNE)

 ques diff in ans key

601)

602)

603)

we can choose 1 degree reso over 2

degree

604)

605)

222 (Compiled by Junaid Golder @ ALLEN PUNE)

 606)

stability of carbanion

607)

608)

bridgeh
ead pe
sp2
boori
baat

223 (Compiled by Junaid Golder @ ALLEN PUNE)

609)

610)

sn1 and sn2 dono ke liye planar geometry chahiye at

bridge head hece this undergoes neither

611)

more stable t.s then activation energy less(acheived easily)

TANSITION STATE
REACTANT STABLE

224 (Compiled by Junaid Golder @ ALLEN PUNE)

SN1 Vs SN2 – Effect of Base/ Solvent
612)

613)

614)

615)

616)

225 (Compiled by Junaid Golder @ ALLEN PUNE)

617)

618)

619)

620)

621)

622)

623)

226 (Compiled by Junaid Golder @ ALLEN PUNE)

624)

625)

227 (Compiled by Junaid Golder @ ALLEN PUNE)

 SN1 Vs SN2 – Effect of Leaving group
626)

627)

628)

228 (Compiled by Junaid Golder @ ALLEN PUNE)

629)

630)

631)

632)

633)

229 (Compiled by Junaid Golder @ ALLEN PUNE)

634)

635)

636)

637)

638)

639)

230 (Compiled by Junaid Golder @ ALLEN PUNE)

640)

641)

642)

643)

644)

231 (Compiled by Junaid Golder @ ALLEN PUNE)

645)

646)

647)

648)

232 (Compiled by Junaid Golder @ ALLEN PUNE)

649)

650)

233 (Compiled by Junaid Golder @ ALLEN PUNE)

 SN reactions of Alkyl Halide

General Reactions
651)

652)

653)

234 (Compiled by Junaid Golder @ ALLEN PUNE)

654)

655)

656)

235 (Compiled by Junaid Golder @ ALLEN PUNE)

657)

658)

659)

236 (Compiled by Junaid Golder @ ALLEN PUNE)

660)

661)

662)

237 (Compiled by Junaid Golder @ ALLEN PUNE)

663)

664)

665)

666)

238 (Compiled by Junaid Golder @ ALLEN PUNE)

 Intramolecular SN
667)

668)

669)

239 (Compiled by Junaid Golder @ ALLEN PUNE)

670)

671)

672)

673)

240 (Compiled by Junaid Golder @ ALLEN PUNE)

 Williamson’s Ether synthesis
674)

675)

676)

677)

241 (Compiled by Junaid Golder @ ALLEN PUNE)

678)

679)

680)

681)

242 (Compiled by Junaid Golder @ ALLEN PUNE)

682)

683)

684)

685)

243 (Compiled by Junaid Golder @ ALLEN PUNE)

686)

687)

688)

689)

244 (Compiled by Junaid Golder @ ALLEN PUNE)

690)

691)

692)

693)

694)

245 (Compiled by Junaid Golder @ ALLEN PUNE)

 Hunsdicker reaction
695)

696)

246 (Compiled by Junaid Golder @ ALLEN PUNE)

697)

247 (Compiled by Junaid Golder @ ALLEN PUNE)

 SN Reactions of Alcohol

Reaction with HX
698)

699)

700)

248 (Compiled by Junaid Golder @ ALLEN PUNE)

701)

249 (Compiled by Junaid Golder @ ALLEN PUNE)

702)

703)

250 (Compiled by Junaid Golder @ ALLEN PUNE)

704)

251 (Compiled by Junaid Golder @ ALLEN PUNE)

705)

706)

252 (Compiled by Junaid Golder @ ALLEN PUNE)

707)

253 (Compiled by Junaid Golder @ ALLEN PUNE)

708)

709)

710)

254 (Compiled by Junaid Golder @ ALLEN PUNE)

711)

Ans - A

255 (Compiled by Junaid Golder @ ALLEN PUNE)

712)

713)

714)

256 (Compiled by Junaid Golder @ ALLEN PUNE)

715)

716)

257 (Compiled by Junaid Golder @ ALLEN PUNE)

717)

718)

719)

258 (Compiled by Junaid Golder @ ALLEN PUNE)

720)

721)

259 (Compiled by Junaid Golder @ ALLEN PUNE)

722)

723)

724)

725)

260 (Compiled by Junaid Golder @ ALLEN PUNE)

726)

727)

261 (Compiled by Junaid Golder @ ALLEN PUNE)

728)

262 (Compiled by Junaid Golder @ ALLEN PUNE)

729)

730)

263 (Compiled by Junaid Golder @ ALLEN PUNE)

731)

732)

264 (Compiled by Junaid Golder @ ALLEN PUNE)

733)

734)

735)

736)

265 (Compiled by Junaid Golder @ ALLEN PUNE)

737)

c
738)

739)

266 (Compiled by Junaid Golder @ ALLEN PUNE)

740)

741)

742)

743)

744)

267 (Compiled by Junaid Golder @ ALLEN PUNE)

745)

746)

747)

268 (Compiled by Junaid Golder @ ALLEN PUNE)

748)

749)

750)

269 (Compiled by Junaid Golder @ ALLEN PUNE)

751)

752)

753)

270 (Compiled by Junaid Golder @ ALLEN PUNE)

754)

271 (Compiled by Junaid Golder @ ALLEN PUNE)

 Reaction with PX3 and PX5
755)

756)

757)

758)

759)

760)

761)

762)

272 (Compiled by Junaid Golder @ ALLEN PUNE)

763)

764)

765)

766)

273 (Compiled by Junaid Golder @ ALLEN PUNE)

767)

274 (Compiled by Junaid Golder @ ALLEN PUNE)

 SNi
768)

769)

770)

771)

275 (Compiled by Junaid Golder @ ALLEN PUNE)

772)

773)

774)

276 (Compiled by Junaid Golder @ ALLEN PUNE)

 775)

Reactions of Ether and Epoxide

776)

777)

277 (Compiled by Junaid Golder @ ALLEN PUNE)

778)

779)

780)

781)

278 (Compiled by Junaid Golder @ ALLEN PUNE)

782)

783)

784)

785)

279 (Compiled by Junaid Golder @ ALLEN PUNE)

786)

280 (Compiled by Junaid Golder @ ALLEN PUNE)

 SN – Ar

Addition - Elimination
787)

788)

789)

790)

791)

281 (Compiled by Junaid Golder @ ALLEN PUNE)

792)

793)

794)

795)

282 (Compiled by Junaid Golder @ ALLEN PUNE)

796)

797)

798)

799)

800)

283 (Compiled by Junaid Golder @ ALLEN PUNE)

801)

802)

803)

804)

284 (Compiled by Junaid Golder @ ALLEN PUNE)

805)

806)

285 (Compiled by Junaid Golder @ ALLEN PUNE)

807)

808)

286 (Compiled by Junaid Golder @ ALLEN PUNE)

 Elimination – Addition (Cine substitution/ Benzyne Mechanism)
809)

810)

811)

812)

287 (Compiled by Junaid Golder @ ALLEN PUNE)

813)

288 (Compiled by Junaid Golder @ ALLEN PUNE)

 Reactions of BDC
814)

815)

289 (Compiled by Junaid Golder @ ALLEN PUNE)

816)

817)

290 (Compiled by Junaid Golder @ ALLEN PUNE)

818)

819)

291 (Compiled by Junaid Golder @ ALLEN PUNE)

820)

821)

292 (Compiled by Junaid Golder @ ALLEN PUNE)

822)

823)

293 (Compiled by Junaid Golder @ ALLEN PUNE)

824)

825)

294 (Compiled by Junaid Golder @ ALLEN PUNE)

826)

827)

295 (Compiled by Junaid Golder @ ALLEN PUNE)

828)

829)

830)

296 (Compiled by Junaid Golder @ ALLEN PUNE)

Ans - C
831)

297 (Compiled by Junaid Golder @ ALLEN PUNE)

832)

298 (Compiled by Junaid Golder @ ALLEN PUNE)

833)

299 (Compiled by Junaid Golder @ ALLEN PUNE)

834)

835)

300 (Compiled by Junaid Golder @ ALLEN PUNE)

836)

837)

838)

301 (Compiled by Junaid Golder @ ALLEN PUNE)

839)

840)

302 (Compiled by Junaid Golder @ ALLEN PUNE)

841)

842)

303 (Compiled by Junaid Golder @ ALLEN PUNE)