Déjà vu Chemistry Series

Substitution Nucleophilic Reaction

By : Dr. H. S. Hifras

01. gpd;tUtdtw;wpy; vJ ZnCl2 , nrwp. HCl Mfpatw;Wld; fyf;Fk;NghJ kpftpiuthfj; jhf;fk; GupAk;?
CH3 CH3 CH3
(1) CH2 = CHCOH (2) CH2 CH2 CHOH (3) CH3 COH
CH3 CH3

(4) CH3 CH2 CH2 CH2 OH (5) CH2 = CHCH2 CH2 OH

(2009/07)

02.
CH3 OH
(A) (B) (C) CH3 CH3 (D) CH3
CH2 = CH − C − OH CH3 CH2 − C − CH3
CH3 − CH − CHOH CH3 CH2 CH − CH2 OH
CH3 CH3

Nkw;Fwpj;j Nru;itfis ZnCl2 /nrwp. HCl cld; njhopw;gl tpLk;NghJ fyq;fw;wd;ikf; fpilg;gjw;F vLf;Fk;
Neuk; mjpfupf;Fk; tupir>
(1) A < B < C < D (2) A < C < D < B (3) B < C < A < D
(4) D < A < C < B (5) D < C < B < A
(2012/old/07)

03. C6 H5 CH2 Cl rk;ge;jkhfg; gpd;tUk; $w;Wf;fspy; vit/ vJ cz;ikahdit/ cz;ikahdJ?

(a) ,J RahjPd %ypfj; jhf;fq;fsilAk;.
(b) ,J ,yj;jpud; ehl;lg; gpujpaPl;Lj; jhf;fq;fsilAk;.
(c) ,J fUehl;lg; gpujpaPl;Lj; jhf;fq;fsilAk;.
(d) ,J ePu;g;gFg;gilAk;.
(1999/40)

04. mw;fPd;fis cz;lhf;Fk; mw;ify; Viyl;LfSf;Fk; mw;fNfhy; Nru; KOH ,w;FkpilNa eilngWk;
jhf;fj;ijf; ftdj;jpw;nfhs;f. jhf;fg; nghwpKiwfspd; Nfhl;ghLfspYs;s ckJ mwpitg; gad;gLj;jp
gpd;tUtdtw;wpy;> ,j; jhf;fj;jpd; nghwpKiwia rupahff; fhl;LtJ vJ vd;gijj; njupT nra;f.

(1) CH3 − C − C − Br (2) CH3 − C − C − Br (3) CH3 − C − C − Br

H H H H H H
HO− HO− HO−

(4) CH3 − C − C − Br (5) CH3 − C − C − Br

H H H H
HO−
HO− (2002/40)

05. Ethanoyl chloride (CH3 COCl) MdJ Chloroethane gq;fPl;Lr; Nru;itahFk;.

chloroethane (CH3 CH2 Cl) ,Yk; ghu;f;f
ePUld; kpfTk; tpiuthfj; jhf;fk; Gupfpd;wJ. (2004/59)

06. jug;gl;l Nru;itiaf; fUJf. ,r;Nru;itia Ijnuhl;rpy; mad;fSld; jhf;fk;Gupar; nra;tjd; %yk;
Nru;itapy; a, b, c vdf; Fwpf;fg;gl;l Cl mZf;fis OH ,d; %yk; gpujpapLk; vspikapd; tupir>

DR. H.S. HIFRAS (1)

 a Cl
(1) b>a>c
(2) b>c>a
(3) a>b>c c CH3
(4) c>b>a Cl
b
(5) c>a>b C CH2 − C − Cl

O CH3 (2010/24)

07. jug;gl;l jhf;fj;ijf; fUJf.

CH2 COCl
C2 H5 OH

CH2 CH2 Cl
Nkw;Fwpj;j jhf;fj;jpd; tpisnghUs; / tpisnghUl;fs;>
CH2 CO2 C2 H5 CH2 CO2 C2 H5 CH3 COCl CH2 CO2 H

CH2 CH2 OH CH2 CH2 Cl CH2 CH2 OC2 H5 CH2 CH2 OH

(a) (b) (c) (d)

(1) (a) khj;jpuk; (2) (b) khj;jpuk; (3) (c) khj;jpuk;

(4) (a), (b) Mfpad khj;jpuk; (5) (a), (d) Mfpad khj;jpuk;
(2011/old/38)

08. vijy; FNshiul;il tpl ,yFthf gupT fhuzkhf taidy; FNshiul;by;

taidy; FNshiul;L fUehl;lg; gpujpaPl;Lj; fhgDf;Fk; FNshuPDf;Fk; ,ilapyhd
jhf;fq;fSf;F cl;gLk;. gpizg;G ,ul;ilg; gpizg;gpw;Fupa
,ay;Gfisf; fhl;Lfpd;w NghjpYk;
,t;tpay;G vijy; FNshiul;bw;F ,y;iy.
(2015/42)

09. Y}f;fhrpd; Nrhjidapy; Gil mw;fNfhy;fs; Gilf; fhNghfw;wad;fs; topf;

top mw;fNfhy;fis tpl Ntfkhfj; jhf;fk; fhNghfw;wad;fis tpl cWjp Fiwe;jit.
GupAk;. (2015/45)

10. C6 H5 OH I cUthf;Ftjw;F NaOH cld; gPidy; fhNghfw;wad; kpf cWjpahdJ.

C6 H5 Br ,yFtpy; jhf;fk; GupahJ.
(2018/48)

11. xU Jizf;fhNghfw;wad; gpd;tUk;

HBr jhf;fj;jpy; xU jhf;f ,ilahf
jhf;fk; CH3 − CH = CH2 CH3 − CH − CH3
cz;lhfpd;wJ.
Br
xU fUehl;lf; $l;ly; jhf;fkhFk;. HBr
CH3 − CH = CH2 CH3 − CH − CH3
Br
(2019/46)

12. mNkhdpahTf;Fk; Xu; mw;ify; Kjy;> Jiz> Gil mkPdf

; s; fUehbfshfj;
N`iyl;bw;Fk; ,ilNa eilngWk; jhf;fk; Gupayhk;.
jhf;fj;jpypUe;J Kjy;> Jiz> Gil
mkPd;fspdJk; xU ehw;gFjpAs;s
mNkhdpa cg;gpdJk; xU fyit
fpilf;fpd;wJ. (2020/48)
O
13. MdJ ePu; NaOH cld; jhf;fk;Gupar; nra;ag;gl;lJ. jhf;fj;jpd; ,Wjpapy;
CH3 CH2 − C − OCH3 FLitapy; cs;s tpisnghUl;fshtd>

(1) CH3 CH2 CO2 H + CH3 OH (2) CH3 CH2 OH + CH3 CO2− Na+ (3) CH3 CO−2 Na+ + CH3 O− Na+
(4) CH3 CH2 CO−2 Na+ + CH3 OH (5) CH3 CH2 CO2 H + CH3 O− Na+
(2010/12)

DR. H.S. HIFRAS (2)

 14. kpifahd ePu; NaOH cld; gpd;tUk; Nru;it ntg;gkhf;fg;gLfpd;wJ.
CONH2

CH3 OC − CH3

O
,j;jhf;fj;jpy; cz;lhFk; tpisnghUl;fs;
CO2 H
(1)
+ CO3 CO2 H + NH3
CH2 OH
CO2 H
(2)
+ CH3 CO−
2 Na
+
+ NH3
CH2 OH

CO−
2 Na
+
(3)
+ CH3 CO−
2 Na
+
+ NH3
CH2 OH

CO−
2 Na
+

(4)
+ CH3 CO−
2 Na
+
+ NH3
CH2 OH

CO−
2 Na
+

(5)
+ CH3 CO−
2 Na
+
+ NH4 OH
CH2 O− Na+
(2011/old/34)

15. fPNo jug;gl;Ls;s Nru;it kpifahd ePu; NaOH cld; ntg;gkhf;fg;gl;lJ. O

,j;jhf;fj;jpy; cz;lhf;Fk; tpisnghUl;fs;> NHC
(1) CO−
2 Na
+
NH2
+ HCO−
2 Na
+
+
O−C−H
O − Na+
(2) NH2 CO− + O
2 Na
+ HCO−
2 Na
+
+

OH
(3) NH2 CO−
2 Na
+

+ HCO−
2 Na
+
+

O− Na+
(4) NH2 CO2 H
+ HCO2 H +

O− Na+
(5) NH2 CO−
2 Na
+

+
(2011/17)
O−C−H
O
DR. H.S. HIFRAS (3)
DR. H.S. HIFRAS (4)