TnUONG Dt{ SU'|IIAM 't'l,.HCM {tAI, At'{ On ffff f<li1.

TI{UC UOC t tfAru

.-a
KIdOA --:-
TIOA/TO: --?-',-
UO'[J CO- -.
'fen HP: CO SO r-Y rnuyET HoA ilUU cO

DG chinh thri'c tutd lll'}: ClllrM 1022 SO tin chi: 2

u6 s6 t.
l{<2c ...............
kj,: 2 ..... Ndm hoc: 201 5-2016

(Dap an g6m co 0/ trang) Ngn,v thi:............ ..................

I'hu'i giarr [)m bai: 90 phrit (kh6ng te tnO'i gian phat cl0)

NQi dung Di6nr

C/iu I (l.s d)

a.
.r
ChAt ndn ld d6n xu6t halogen b6c 3, khdng c6 base rnauh hiQn diQn, clung mOi phAn cuc tr.)
c6 proton n6n ccy ch6 x6y ra S5l vd El
b.
ol'I i
0ti ,t rCt

-1\./
I
I
/\/
c. Ion iodide ld nhrim xu6t t6t hon ion bromide, vi vAy tOc clQ phan ['ng cua 2-iodo-2-
rnethyllrutane sE nhanh hcvn 2-bromo-2-methylbutane. Tuy nhi6n, ty l0 sin phArn th6 vti 0-( i't
s6n phAm ticli sC kh6ng thay d6i vi nh6m xuAt lih6ng 6nh huong (kh6ng li6n quan) dOn
buoc hai cita co ctre 1ta bu6c mi c6 sy canh tranh gifr'a phin ting thti va pnan ring t6ch

CA,u2 (1.0 d)
a.
Do carbon k€ cAn carbon carbonyl (>C:O) lA carbon U6t a5i n6n trong phin iriig c6ng
nucleophile vdo >C:O, sAn phdm tao thdnh la trSn hop c6c cl6ng phdn c61j, lQ kh6c nliau.
Theo m6 hinh Felkin-Anh, sdn ph6rn chinh ld s6'n ph6m duoc 1ao thdnh khi Nu tdc kiclr
vdo >C:O theo huirng it bi can tro kh6ng gian nh6t.
Ph

\"+*&;'
Ph
/X \("-H l.PhMsUr - lr
2ilru -,\tPh
6 An

L'ttLl\ okl
,a.
t'h l,l.
* l!o+
trh 'i'rCo

t ,l;'ALrt, l\u
lh H
-!.kt4or I

i-\

(h \.(,1 vh -f-rt"j'kl
7 i'-v
; t4 a,;!. Qt1 11"i". c11., >t-
/1t',1^l lrfrari.T

b.

.
trang tlll,a
 I lltt\,lc,B\. flo-*/n,^,
*i'tqr^ [-:At-trc

* *'nln BzL *o* *]t

Phfl\u*.d
ft?* Phlzt,, n,

rco
I'w[U1 p.t cftin/ ) q,r" ,'i-i"'(
,> t hur Otrt O)
Cf,u 3 (1.0 d)
-"J
-OH
ol*/'' C,, f

f-^\'/r
---\--\-y\ I -rftfitt
ll .,'-

a-\
tli-i

fi--^x
-\
II
)d)*.
ol/ oe'
-
v
b 01
"\r( * ", ,k a'..,
;1
-t kin
;t t1 . /')
)&<,t)cJ.rLtt\qol-L ,hylz,,rt! L/iA"'' tA'&/Li
/ /

Ciu 4 (r.s d)

Ct.,--1.-^-l- 0/J5
vl
{brt_f
'
AW //\
-\l-' ffia*
-ii' )i' .le\,u ()'zil
C,2i x$

)-.*--1., ft;t$;t
Trang2l$

1
 ,ar5-:S"
\-"\c,r'\O .1

L,,l_S* 2

C,LSd

(1.s d)

(3.s d)

ll.Phirn irng xiy ra theo co ch6 SN1 n6n t6c d0 phin ring chi phg thudc viro su hinh thdnh
carbocatiorr, khdng phr,r tliuQc bAn oh6t cua nucleophile
2l
a. A g6m 2 san phinr c6ng 1,2 vd, cQng 1,4

0,,5'r*

-n^ + [-r+- ]*
"--(*i'
'scH3 IL Xs.r.' l I
A
0,25x8

(B' scH3 t- r ter lA

-;A/ +l> I L2i'|
H.l l"

-(I | -scu.l
Trang3$