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8/9/2019 Loi Giai Cac Bai Tap_2
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
CHNG I: AMIN V MUI IAZONI1.1/ Vit cng thc cu to cc hp cht c tn sau:
a/ Isopentylamin b/ Metylbutylamin
c/ Isobutylimetylamin d/ 2Metyl1,5iaminpetane/ N,Nimetylanilin f/ mPhenyleniamin1.2/ Gi tn cc hp cht sau:
1.3/ Vit cu trc electron v cu trc khng gian ca etylmetylamin1.4/ Vit siu ch amin t:
a/ Etanol v NH3 c mt AlCl3b/ Etyliodua vi NH3
1.5/ Lp s tng hp anilin, axit sunfanilic v mphenyleniamin t benzenGii:
Tng hp anilin:
Tng hp axit sunfanilic:
Tng hp m phenyleniamin
1.6/ Lp siu ch cc cht sau khng ln amin khc bc:a/ 3Metyl2aminobutan t anken c cng mch cacbonb/ Butylamin t axit butyricc/ Benzylamin t benzylclorua, t axit phenylaxetic
d/ pcloanilin t clobenzen
HNO3H2SO4
NO2
Fe, HCl
NH3Cl
NaOH
NH2
NH2
H2SO4
NH3.HSO4 NH3
SO3
150 Co
(axit sunfanilic)
HNO3H2SO4
NO2
NO2
Fe, HCl
NH3.Cl
NH3.Cl
NaOH
NH2
NH2
CH3 CH CH3NH2
CH3 CH2 NH CH3 CH3 CH NCH3
CH2 CH3CH3
a/ b/ c/
(C2H5)4NOH (CH3CH2CH2)2NH2Cld/ e/ f/ NH2H2N
CH3
NH2
NH CH3 NHg/ h/ i/
8/9/2019 Loi Giai Cac Bai Tap_2
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
Gii:
a/
b/
c/ T benzylclorua
T axit phenylaxetic
d/
1.7/ Vit phng trnh phn ng ca npropylamin v anilin via/ axit clohiric b/ axetylclorua c/ anhiritaxeticd/ etylclorua e/ natrinitrit v axit clohiric
So snh kh nng phn ng ca 2 cht trn trong mi cp phn ng1.8/ So snh tnh bazca cc cht trong cc dy sau v gii thch:
a/ nC4H9NH2; (C2H5)2NH; C2H5NHCH3; CH3CONHCH2CH3
b/ C6H5NH2; C2H5NHCH3; C2H5NHC6H5; CH3NH2.
c/ C6H5NH2; pClC6H4NH2; pO2NC6H4NH2; pH2NC6H4NH2
1.9/ Vit phn ng iazo ha nhng hp cht sau vi NaNO2 trong dung dch HCla/ pToluiin b/ pcloanilin c/ pnitroanilinVi nhng amin thm coa tnh bazyu nh pnitroanilin; 2,4initroanilin th
phi tin hnh iazo ha nh th no?
CH3 CHCH3
CH CH2 CH3 CHCH3
CH CH3OH
H2OH
[O]CH3 CH
CH3
CO
CH3
H2N OH CH3 CHCH3
CN
CH3OH
[H] CH3 CHCH3
C CH3NH2
CH3CH2CH2COOHLiAlH4 CH3(CH2)3OH
[O]CH3(CH2)2CHO
H2N OH CH3(CH2)2CH N OH CH3(CH2)3NH2[H]
H2N OH C6H5 CH N OH[H] C6H5 CH2 NH2
C6H5 CH2 COOHPCl5 C6H5 CH2 C Cl
O
NH3 C6H5 CH2 C NH2O
Br2, NaOH C6H
5CH
2NH
2Cl
HNO3H2SO4
Cl
NO2
Fe, HCl
Cl
NH3Cl
NaOH
Cl
NH2
C6H5 CH2ClH2O, OH C6H5 CH2OH
[O] C6H5 CHO
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
1.10/ Vit phng trnh phn ng to thnh chu mu azo t cc cht sau dng lmhp phn iazo v azo:
Hp phn iazo Hp phn azo
Anilin N,NimetylanilinpToluiin PhenolAxit sunfanilic Anilin
Axit sunfanilic Naphtol1.11/ Hp cht c thnh phn C5H13N tan trong axit, khi tc dng vi CH3I, sau vi AgOH to thnh hp cht C8H21ON. Cht ny b nhit phn to thnhtrimetylamin v 2metylbut1en. Xc nh cng thc cu to ca cht u v vitcc phng trnh phn ng minh ho.Gii:
Theo gi thit th cht u phi l amin bc 1 v khi phn ng vi CH3I, sau viAgOH th s nguyn t C tng ln 3 n v. Nh vy cht u c dng C5H11NH2C8H11ON phi c dng C5H11N
+(CH3)3.OH
.
Theo gi thit v kt qu trn, khi nhit phn th :
V vy amin ban u phi c cng thc cu to l
1.12/ Amin c cng thc phn t C6H15N, khi tc dng vi HNO2 s tch ra nitvancol C6H14O. Thu phn sn phm ozonit ca anken to thnh do loi nc caancol trn thu c axetanehit v etylmetylxeton. Xc nh cng thc cu to caamin trn v vit cc phng trnh phn ng minh ho.Gii:
Theo gi thit, t sn phm oznphn ta co th suy ra cng thc cu to caanken l:
M anken li c to thnh t phn ng tch nc ca ancol C6H14O nnancol phi c cng thc cu to l:
Amin ban u phn ng vi HNO2 to ra ancol nn l amin bc 1, t c thsuy ra cng thc cu to ca amin l:
C5H11N(CH3)3.OH (CH3)3N CH3 CH2 C CH2CH3
+
CH3 CH2 CHCH3
CH2 NH2 hoc CH3 CH2 CNH2
CH3
CH3 (Tch theo Hoffman)
CH CCH3 CH2CH3
CH3
CH2CH3 C CH2CH3
CH3 hoc CH3
OHCHOH
CHCH3
CH2 CH3
CH2CH3 C CH2CH3
CH3 hoc CH3
NH2
CHNH2
CHCH3
CH2 CH3
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
1.13/ Hp cht c cng thc phn t C8H11N, tc dng vi HNO2 to thnh ancol
C8H10O. Oxi ha ancol ny trong iu kin thch hp thu c axit terephtalic. Xcnh cng thc cu to ca cht u v vit cc phng trnh phn ng minh ho.Gii: Axit terephtalic c cng thc cu to l:
Axit ny l sn phm oxi ha ancol n chc nn ancol phi c cng thccu to l:
Amin ban u phn ng vi HNO2 to ra ancol nn l amin bc 1, t c th
suy ra cng thc cu to ca amin l:
1.14/ Hon thnh cc s phn ng sau:
Gii:
a/
b/
COOHHOOC
CH2OHH3C
CH2NH2H3C
HNO2 PCl5 KCNCH3 CH NH2CH3
A B C D[H]
a/
c/C6H5NH2 A B C DCH3COCl HNO3
H2SO4
HNO3H2SO4
thu phn
CH3 CH NH2CH3
HNO2+ CH3 CH OHCH3 (A)
N2 H2O+ +
CH3 CH OH
CH3
PCl5+ CH3 CH Cl
CH3
POCl3 HCl+ +
(B)
CH3 CH ClCH3
KCN CH3 CH CNCH3
KCl+(C)
+
CH3 CH CNCH3
[H]+ 4 CH3 CH CH2CH3
NH2(D)
CH3 CH CH2Br
CH3
KCN CH3 CH CH2
CH3
CN KCl+
(A)
+
KCNCH3 CH CH2Br
CH3
A B C DNa
ancolCHCl3 [H]
b/KOH
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
c/
1.15/ T benzen hoc toluen, hy lp siu ch cc cht sau qua giai on tomui iazoni:
a/ mFloclobenzen b/ 1,3,5Tribrombenzen
c/ Axit isophtalic d/ mToluiinGii:
a/
HNO3C6H6 C6H5NO2 m ClC6H4NO2 m ClC6H4NH3Cl m ClC6H4NH2Cl2
Fe
Zn
HCl
KOH
[H]+ 4 CH3 CH CH2CH3
CH2 NH2(B)
CH3 CH CH2CH3
CN Naancol
CH3 CH (CH2)2CH3
NH2 CHCl3 KOH+ + CH3 CH (CH2)2CH3
N C3 3KCl H2O3+ +
(C)
CH3 CH (CH2)2CH3
N C [H]4+ CH3 CH (CH2)2CH3
NH CH3(D)
NH2
CH3COCl+
NHCOCH3
HCl+(A)
NHCOCH3
HNO3H2SO4+
NHCOCH3O2N
NO2
H2O+
(B)
2 2
NHCOCH3
O2N
NO2
HNO3+H2SO4
NHCOCH3
O2N
NO2
NO2 H2O+
(C)
NHCOCH3O2N
NO2
NO2H2O+
NH2O2N
NO2
NO2CH3COOH+
(D)
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Bi tp Ha hc hu ci hc
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b/
c/
d/
1.16/ T benzen, hy lp s tng hp 2,4,5trinitroanilin bng 2 phng phpGii:
Phng php 1:
[m ClC6H4 N N]BF4 m ClC6H4FNaNO2HBF4phn ng Schiemann
to
HNO3C6H6 C6H5NO2 C6H5NH3Cl C6H5NH2ZnHCl
KOH ddBr2
NH2
Br
Br
Br
N
Br
Br
Br
N.Cl
Br
Br
Br
NaNO2HCl
C2H5OHkhan
HNO3 ZnHCl
C6H5CH3 C6H5COOH m O2NC6H4COOH m HOOCC6H4NH3Cl[O]
KOH NaNO2HCl
NH2
COOH
N
COOH
N.Cl CN
COOH
KCN H2OH+
COOH
COOH
CH3 CH3
NO2
CH3
NH2
CH3
NHCOCH3
CH3
NHCOCH3NO2
HNO3H2SO4
1. Fe/HCl2. KOH
CH3COCl HNO3H2SO4
thu phn
CH3
NH2NO2
CH3
NNO2
N.Cl
CH3
NO2
CH3
NH2
NaNO2HCl
C2H5OHkhan
1. Fe/HCl2. KOH
Cl2Fe
Cl
HNO3H2SO4
ClNO2
NO2
NH2NO2
NO2
NH3
NH3ClNO2
NO2
HCl
HNO3H2SO4
NH3ClNO2
NO2O2N
KOH
NH2NO2
NO2O2N
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
Phng php 2:
1.17/ Lp s tng hp ra cht ng ho hc c tn thng thng l saccarin ttoluen v cc tc nhn v ccn thit khc:
Gii:
Saccarin ngt gp 500 ln ng ma.
HNO3H2SO4
NO2
NO2
(NH4)2S
NH2
NO2
CH3COCl
NHCOCH3
NO2
HNO3H2SO4
NHCOCH3
NO2NO2
O2NNH2
O2N
NO2NO2
thu phn
NH2CO
SO2(Saccarin)
NH2CO
SO2
CH3
HOSO2Cl
CH3SO2Cl
CH3SO2NH2
NH3NaOHKMnO4
COONaSO2NH2
HCl
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
CHNG II: HP CHT D VNG2.1/ Gi tn cc hp cht sau:
2.2/ Vit cng thc cu to ca nhng cht sau:a/ 2,5imetylfuran b/ 2Bromthiophenc/ 2,5imetylpirol d/ 2Aminopiriine/Piriinsunfoaxit
2.3/ So snh tnh baztrong dy sau v gii thchHp cht K hiu pKa
Piriin A 5,22aminopiriin B 6,93aminopiriin C 6,14aminopiriin D 9,22metylpiriin E 6,93metylpiriin F 5,7Piperiin G 8,3
2.4/ Hy iu ch cc cht sau bng cch ung nng hp cht 1,4icacbonyl vi cctc nhn v cthch hp (phng php thng dng iu ch d vng 5 cnh).a/ 3,4imetylfuran b/ 2,5imetylthiophen c/ 2,3imetylpirol
Gii:
a/
b/
c/
NH COOHO CH3 S COCH3
N
NO2
N CH3 N
SO3H
a/ b/ c/
d/ e/ f/
CH3 CH CHCH CH
CH3
O O
CH3 C CC C
CH3H
OHOHH
O
CH3H3CP2O5H2O
2,3-imetylbutanial ienol 3,4-imetyl furan
CH2 CH2C CCH3 CH3O O
P2S5H2O
ienol
HC CHC CCH3OHOH
CH3S CH3CH3
hexan-2,5-ion 2,5-imetylthiophen
CH2 CHC CH CH3O O
CH3
ienol
HC CC CHOHOH
CH3
CH3
NH CH3
CH3
3-metyl-4-oxopentanal 2,3-imetylpirol
(NH4)2CO3
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Bi tp Ha hc hu ci hc
Website: http://ngocbinh.webdayhoc.net Email: [email protected]
2.5/ T piriin v cc ng phn picolin, hy iu ch:a/ 3aminopiriin (bng 2 phng php)b/ 3xianopiriin (bng 2 phng php)
c/ 2 xianopiriin.Gii:a/
Phng php 1:
Phng php 2:
b/
Phng php 1:
Phng php 2:
c/ 2aminopiriin khng iazo ha theo cch thng thng v khng th chuynthnh hp cht xiano. Khi , nhm xiano c iu ch t amit l tt nht.
2.6/ Khi cho etylaxeto axetat, fomanehit v hiroxylamin ung nng vi nhau trongkhng kh, ngi ta thu c mt piriin th vi hiu sut cao. l hp cht no?Vai tr ca hiroxylamin?
Nu thay bng ietyl malonat th phn ng c xy ra tng t nh trn khng?Ti sao?
Gii: etylaxeto axetat c cng thc cu to l:
N
HNO3H2SO4 N
NO2ZnHCl
N
NH3.Cl
N
NH2OH
N
CH3KMnO4H +
1/2/ N
COOHSO2Cl
N
COCl
NH3
N
CONH2 Br2, NaOH
N
NH2
N
NH2
N
N N.ClNaNO2HCl
Cu2(CN)2
N
CN
N
CONH2
N
CNP2O5
H2O
N CH3
KMnO4H +
1/2/ N COOH
SO2Cl
N COCl
NH3
N CN
P2O5H
2O
NH3
N CONH2
CH2 COOC2H5CCH3O
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Trong hp cht ny th nguyn t H trong nhm CH2 tng i linh ng do c 2nhm ht electron. V vy, n d dng tham gia phn ng vi CH2=O:
Hiroxylamin c vai tr tng t nh NH3, dng ngng t hp chticacbonyl to d vng ca nit:
2.7/ Hy tng hp 2metoxifuran t metylfuroat v cc tc nhn cn thit khc.Gii: Furan l d vng 5 cnh in hnh v khng ging piriin, n khng tip nhnphn ng th nucleofin. Tuy nhin, hoalogen c th thc nu c nhm th lmbn hp cht trung gian do tc dng ht electron nh COOH hay COOR
2.8/ Hon thnh cc s phn ng sau:
Gii:
a/
H3C
C2H5OOC
O
H
CH2
O CH2
H3C
C2H5OOC
O CH3
COOC2H5
OCH3
COOC2H5
O
H
H2O
N
COOC2H5C2H5OOC
CH3CH3OH
NH2 OH toN CH3CH3
COOC2H5C2H5OOC
O COOCH3
Br2
O COOCH3Br
CH3ONa
CH3OH O COOCH3CH3O
OH1/
Cu, quinolin, to2/ OCH3O
COOHNH2 ClCH2COOH
HCl A B C
to
H2O
CO2 C8H
7ON (D)a/
COOH
NH2ClCH2COOH HCl+
COOH
NH CH2COOH(A)
+
H2/Ni
H3O PCl5
P2O5 Pd
A
B
C D
E F G
to
+to
CH2Cl
OCH3OCH3
KCNb/
D
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b/
COOH
NH CH2COOH+t
oH2OCH
C
NHCOOH
O
(B)
+CHC
NHCOOH
O
CH2C
NH
O
CO2(C)
CH2C
NH
Ochuyn v CH
C
NH
OH
(D)CH2Cl
OCH3OCH3
KCN+
CH2CN
OCH3OCH3
KCl+
(A)
CH2CN
OCH3OCH3
+
(A)
H2Ni
CH2
OCH3OCH3
CH2 NH2
2
(B)
CH2CN
OCH3OCH3
H3O+
CH2COOH
OCH3OCH3
NH4+H2O+
(C)
PCl5
CH2COOH
OCH3
OCH3
++
CH2COCl
OCH3
OCH3
POCl3 HCl+
(D)
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2.9/ T piriin v cc cht bo bt k, hy lp s tng hp cc cht sau:a/ 2pirion b/ 2(2aminoetyl)piriin
Gii:
2.10/ T fufuran v cc cht v ccn thit khc, hy lp siu ch:a/ Etyl5brom2furoat b/ 1,2,5tribrompentan
Gii:
a/
b/
+
(D)(B)
CH3O
OCH3
NH2
O C
Cl
CH2 OCH3
OCH3 CH3ONH
C CH2 OCH3
OCH3
OCH3O
(E)
P2O5 CH3ON
CH2 OCH3
OCH3
CH3OCH3O
NHC
CH2 OCH3
OCH3O
CH3O(F)
H3ON OH
b/PCl3
N Cl
NaCH(COOC2H5)2N CH(COOC2H5)2
1/ OH2/
O CHO O COOH[O] C2H5OH
H2SO4 O COOC2H5
Br2
O COOC2H5Br
O CHO
H2Ni
O CH2OHHBr
CH2BrBr Br
Pdto
CH3ON
CH2 OCH3
OCH3
CH3OCH3O
CH3O
N
CH2 OCH3
OCH3
(G)papaverin
NC2H5O
N OC2H5H3O
N OH
a/
N CH2COOH
SO2Cl
N CH2COCl
NH3
N CH2CONH2
LiAlH4
N CH2CH2NH2
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2.11/ Indol v nhiu dn xut ca n c iu ch t phenylhirazon. l nhngphng php tng hp theo Fischer.
Vit phng trnh phn ng iu ch iodol t phenylhirazon ca axit pyruvic(CH3COCOOH).
Gii: Theo phn ng Fischer:
2.12 / Pirol b kh bng Zn trong CH3COOH thnh pirolin c cng thc phn tC4H7Na/ Vit 2 cng thc cu to c th c ca pirolin.b/ Chn ng phn ng tho mn iu kin sau:
Khi ozon phn s thu c C4H7O4N (X). X c thc tng hp t 2 mol axit monocloaxetic v 1 mol NH3.
Gii:
Khi ozon phn th:
ng phn A cho sn phm l: HOOCCH2CH2NHCOOH (C)ng phn B cho sn phm l: HOOCCH2NHCH2COOH (D).
Ch c D mi c to thnh t 2 mol axit monocloaxetic v 1 mol NH3 theophn ng sau:
Vy dng phn cn tm l (B).
2.13/
NH NH2 O CCH3
COOH+ NH N C COOHCH3
H2O+
phenylhirazon ca axit pyruvic
NH N C COOHCH3
ZnCl2 N COOH
H
+
axit indol-2-cacboxylic
NCOOH
H
to
NH
CO2+
indol
H2+
Cng 1, 2
Cng 1, 4
Zn/HAcN H
N H
N H
2,3-ihiropirol (A)
2,5-ihiropirol (B)
NH3 CH2 COOHClCH2HOOC Cl + + HOOC CH2 NH CH2 COOH
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a/ Piriin c b ankyl ha theo FridellCrafs hay khng? Ti sao?b/ T piriin, hy iu ch 2nbutylpiperiin.
Gii:
a/ Phn ng th electrofin ca piriin tng t nh dn xut bng ha nhn benzen.Phn ng th electrofin nh nitro ha, sunfo ha, halogen ha di iu kin khcnghit hn, ng thi piriin khng tham gia phn ng FridelsCrafts.b/
N
LiC4H9N C4H9 N C4H9
LiHH2Ni
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CHNG III: GLUXIT3.1/ V 2 cu dng gh ca metylDiopyranozc cng thc Fischer di y.Cu dng no c nng lng thp hn? V sao?
Gii:
Trong 2 cu dng trn th cu dng 1C bn hn v cc nhm OH u c lin kt e.3.2/Diopyranoz, trong dung dch axit long to ra mt cch nhanh chng mtglicozit trung gian. Trong phn ng ny, nhm OH C1 v C6 phn ng vi nhau(hnh di). V cu dng gh thch hp ca Diopyranozv dng glicozit trunggian c to thnh trn.
Ti sao phn ng tng t ca hay Dglucopyranozli km hn nhiu.
Gii: C 2 cu dng gh ca Diopyranoznh sau:
Trong 2 cu dang trn th ch c cu dng 1C mi c th to c glicozit trunggian v c kh nng to thnh vng 5 cnh t 1 lin kt a C1 v C6.
DGlucopyranozc 4 cu dng gh nh sau:Trong 4 cu dng ca DGlucopyranozch c 1 cu dng 1C mi c kh
nng to glicozit, trong khi cu dng ny li l cu dng km bn nht trong 4 cudng. V vy kh nng phn ng ca DGlucopyranozkm hn nhiu so vi Diopyranoz.
OH
HH
CH2OH
OCH3H
HOHO OH
HO
H
H
HOCH3
OH
OH
OHH H
CH2OH
Cu dng 1C Cu dng C1
OCH3HHHOOHHHHO
HCH2OH
O
HHO
HHOOHHHHO
HCH2OH
O
H
HHOOHHHHO
HCH2
OO
H2OH
OH
HH
CH2OH
HH
HOHO OH
OHO
H
H
H H
OH
OH
OHH OH
CH2OH
Cu dng 1C Cu dng C1
OH
HH
CH2
HH
HOHO OH
O
Glicozit trung gian
OOH
OHOH
CH2OH
OHH
HH H
H
O
HO
HO
OHOH
H
H
HH H
CH2OH
Cu dng 1C Cu dng C1
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3.3/a/ S quay h bin l g?b/ Nhng thc nghim no chng t c s quay h bin?c/ Cc metylglucozit c quay h bin khng? Gii thch?
d/ Khi metyl ha Dglucozbng ru metylic c mt hiro clorua thu c 2sn phm l Dmetylglucozit v Dmetylglucozit. Hai sn phm ny thuc loing phn no ca nhau? Dng cng thc Fischer v Haworth biu din.3.4/ T Dglucoz, hy lp s tng hp cc cht sau y:
a/metylDglucozb/ 2,3,4,6tetrametylDglucozc/ 2,3,4,6tetraaxetylDglucopyranozyl bromuad/ pentaaxetylDgluconitrin.
Gii:
a/
3.5 / Cht ng A c cng thc phn t C6H12O6. T A tin hnh tng hp theophng php KilianiFischerthu c 2 heptozccng thc phn t C7H14O7 l Bv C.
Dglucozcng tin hnh nh trn v cng thu c 2 heptozccng thcphn t C7H14O7 l E v F.
B v E b oxi ha vi HNO3 cho cng 1 axit khng quang hot, c cng thc
C7H12O9. Xc nh cng thc cu to ca A, B, C, E, F.
OOH
OHOH
CH2OH
HH
HH H
OHO
HO
HO
OHH
H
H
HH OH
CH2OH
Cu dng 1C Cu dng C1
D-Glucoz + CH3OHHCl khan
metyl-D-glucozD-Glucoz + (CH3)2SO4 pentametyl-D-glucozNaOH
H2OHCl Sn phm
b/
D-Glucoz +(CH3CO)2O HBr khanpentaaxetyl-D-glucoz Sn phmCH3COOHc/
D-Glucoz +(CH3CO)2Od/ H2N OH
CH3ONa H C NOH C N (Sn phm)OCOCH3HHCH3COO
OCOCH3H OCOCH3HCH2OCOCH3
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3.6/ Gi tn v vit phng trnh phn ng iu ch ozazon t cc monosaccarit sauy:
Vit phng trnh phn ng ca 1 trong 3 cht trn vi dung dch AgNO3/NH3;Cu(OH)2nhit thng; Cu(OH)2un nng; dung dch nc brom.Gii: (A) l Dglucoz; (B) l manoz; (C) l galactoz3.7/ Hon thnh s phn ng sau:
Gii:
3.8/Khi cho Dglucoztc dng vi H2 c Ni lm xc tc thu c Dsobit (ru 6ln ru). Khi cho Dglucoztc dng vi HNO3 thu c axit glucaric (axit 2 ln).Tm cc ng phn cht u v cht cui. Biu din cc cht theo cng thc chiuFischer v xc nh cu hnh tuyt i ca tng nguyn t cacbon.Gii
:
CHOOHH
HHO OHHOHH
CH2OH
CHOHHO
HHO OHHOHH
CH2OH
CHOOHH
HHO HHOOHH
CH2OH(A) (B) (C)
OCH2OH
CH3IKOH
1/
2/A B C
NH2OHHCl lo nga/
OCH2OH
CH3OHHCl khan
E F(CH3)2SO4
NaOHb/
OCH2OH
OH
OHOHHO
D-glucopyranoz
CH3IKOH
1/2/
HCl (l )a/
OCH2OCH3
OCH3
OCH3
OCH3CH3O
OCH2OCH3
OCH3
OCH3
OHCH3O
OHCH2OCH3
OCH3
OCH3
CH3OCHO
NH2OH
C OCH3HHCH3OOCH3HOHH
CH2OH
NOH
OCH2OH
OHHO
OH
HO
D-antropyranoz
b/
OCH2OH
OCH3HO
OH
HO
OCH2OCH3
OCH3CH3O
OCH3
CH3OCH3OH
HCl khan(CH3)2SO4
NaOH
COOHOHHHHOOHHOHH
COOH
CHOOHHHHOOHHOHH
CH2OH
CH2OHOHHHHOOHHOHH
CH2OH
HNO3 H2Ni
-
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Glucozc 4C* vi 2 u mch l 2 nhm th khc nhau, khng c si xngphn t nn c 24ng phn quang hc. (8 dy thuc D v 8 thuc dy L).
Sobit v axit glucaric vn c 4C* (chn), nhng 2 u li c 2 nhm th gingnhau nn c s lng ng phn quang hc nh nhau:
Sng phn hot ng qiang hc l 2(n1) (Vi n=4, l s chn)Sng phn khng hot ng quang hc l 2(n2)/2
Vy tng sng phn quang hc l 2(n1) + 2(n2)/2 = 103.9/ Nhnhng phn ng no c th thc hin c nhng bin i sau:
Gii:a/ Dng phng php KilianiFischer
CHOOHHHHOHHOOHH
CH2OHD-galactoz
COHHHHOHHOOHH
CH2OH
N
xianhirin
CHHOHHOHHOOHH
CH2OH
N
xianhirin
H2OH
H2OH
H2O
H2O
COOHOHHHHOHHOOHH
CH2OH
COOHHHOHHOHHOOHH
CH2OH
COHHHHOHOHH
CH2OH
O
O
lacton
Na/Hg
Na/Hg
CHOHHOHHOHHOOHH
CH2OHD-taloz
CHHOHHOHOHH
CH2OH
O
O
lacton
CHOHHOHHO
OHH CH2OH
HCN
b/ Dng phng php ca Wohl
CHOOHHHHOHHOOHH
CH2OH
CHOHHOHHOOHH
CH2OH
a/ b/
CHOHHOOHHHHOHHO
CH2OH
CHOOHHHHOHHO
CH2OH
CHOCC OHHC HHOC HHOCH2OH
HHO
L-glucoz
NH2OH
CH=NCC OHHC HHOC HHOCH2OH
HHOOH
oxim
CCC HAcC AcHC AcHCH2OH
HAcN
(CH3CO)2OH2O
CCC OHHC HHOC HHOCH2OH
HHON
CH3ONa
CHCl3
CH3ONaCHOC OHHC HHOC HHOCH2OH
NaCNCH3OH
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3.10/ Vit cng thc Haworth v cng thc cu dng cho cc isaccarit sau:a/ 6(Dglucopyranozito)Dglucopyranozb/ 4(Dgalactopyranozito)Dglucopyranozc/ 4(Dallopyranozito)Lantropyranozd/ 6(Dgalactopyranozito)Dfructofuranoz3.11/ thit lp cu trc ton phn ca mt isaccarit phi bit:
a/ Dng monosaccarit hp phnb/ Dng vng cho mi monosaccarit trong isaccarit (furanozhay pyranoz)c/ V tr monosaccarit ny so vi monosaccarit kiad/ Cu hnh anome ( hay ) ca lin kt .
Hy ly v d minh ho cho nhng iu kin trn.3.12/ Saccarozcn c tn l 2(Dglucopyranozito)fructofuranozit.a/ Hy biu din cng thc theo Haworth v cu dng ca saccaroz.b/ Khi thu phn Saccarozthu c nhng sn phm g?c/ Ly cc sn phm thu phn trn cho tc dng vi phenylhirazin d s thu cnhng sn phm g? Vit phng trnh phn ng.
3.13 / Trong mt ma c mt cht ng l (+)rafinoz c cng thc phn t lC18H32O16.
Khi thu phn n bng axit thu c cc sn phm l Dfructoz, Dgalactozv Dglucoz.
Khi thu phn bng men galactozia cho galactozv saccaroz.Khi thu phn bng men invecta (men thu phn saccaroz) cho Dfructoz
v isaccarit melebioz.Khi metyl ha ri thu phn cho cc sn phm l:
1,3,4,6tetraOmetylDfructoz;
2,3,4,6tetraOmetylDgalactozv2,3,4triOmetylDglucoz.T cc d kin trn, hy lp lun suy ra cu to ca rafinoz.
Gii:
ng (+)rafinoz c cng thc phn t l C18H32O16. Khi thu phn nbng axit thu c cc sn phm l Dfructoz, Dgalactozv Dglucozchng tn l mt trisaccarit c to thnh t 3 phn t monosaccarit ni trn.
Khi metyl ha ri thu phn cho cc sn phm l:1,3,4,6tetraOmetylDfructoz;2,3,4,6tetraOmetylDgalactozv2,3,4triOmetylDglucoz.
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Chng t phn t c cc lin kt glucozit ti cc v tr C s 2 ca Dfructoz; Cs 1 ca Dgalactozv C s 1; 6 ca Dglucoz. V vy phn t glucozphi nm gia.
Khi thu phn bng men galactozia cho galactozv saccarozchngt lin kt glucozit c to thnh t C s 1 ca Dgalactozvi C s 6 ca Dglucoz. T suy ra mt lin kt glucozit cn li phi c to thnh t C s 1 caDglucozphi lin kt vi C s 2 ca frutoz, iu ny hon ton ph hp vi victhu phn bng men invecta (men thu phn saccaroz) cho Dfructozv isaccaritmelebioz.
Vy t ta c th suy ra cu to ca rafinoznh di y:
3.14/ Trong mt ong c mt cht ng khng c tnh kh l melexitozc cng thcphn t l C18H32O16.
Khi thu phn hon ton cho Dfructozv Dglucoz.Khi thu phn khng hon ton cho Dglucozv isaccarit turanoz.Khi thu phn bng men khc cho saccarozKhi metyl ha ri thu phn cho cc sn phm l:
1,4,6triOmetylDfructozv 2 phn t 2,3,4,6tetraOmetylDglucozT cc d kin trn, hy lp lun suy ra cu to ca melexitoz.Gii:
ng melexitoz c cng thc phn t C18H32O16, khi thu phn cho Dfructoz v Dglucoz chng t n l mt trisaccarit c to thnh t 2monosaccarit ni trn.
Khi metyl ha ri thu phn cho cc sn phm l 1,4,6triOmetylDfructoz v 2 phn t 2,3,4,6tetraOmetylDglucoz, chng t phn t Dfructozto 2 lin kt glucozit C s 2 v s 3 vi 2 phn t Dglucoz. Mi phnt glucozu to lin kt glucozit C s 1.
Khi thu phn khng hon ton cho Dglucozv isaccarit turanoz.Khi thu phn bng men khc cho saccaroz chng t 2 phn t Dglucoz
u dng Dglucoz.
OOH
OH
CH2OH
OCH2OH
OO
CH2
HO O
OH
OH
OH
OH
HO
Cu to ca rafinoz
HOH2C
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Vy t ta c th suy ra cu to ca melexitoznh di y:
Cu to ca melexitoz
O
OH
CH2OH
OCH2OH
HO OOH
OH
OCH2OH
OH
OH
HO
O
HOH2C
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CHNG IV: AMINOAXITPROTEIN4.1/ Tm cc ng phn aminoaxit c cng thc phn t C4H9O2N (ch vit vi nhmamin bc nht). Gi tn chng theo danh php IUPAC. Ch r cc ng phn hot
ng quang hc v biu din tng cp i quang bng cng thc chiu Fischer.4.2/ tng hp cc aminoaxit, ngi ta chn mt anehit tc dng vi axitmalonic trong dung dch amoniacru. Da trn phng php ny, hy tng hp axitaminovaleric.Gii:
4.3/ Lp s tng hp L(+)alanin t L()serin:
Gii:
4.4/ Hai ng phn A v B c cng thc phn t C9H11O2N, chng u tan c trongaxit v kim. Khi A v B tc dng vi NaNO2 trong HCl thu c 2 cht tng ngA
/v B
/u c cng thc C9H10O3, trong ch c B
/c tnh quang hot. Khi un
nng A/
v B/u thu c mt cht c cng thc phn t C9H8O2. Khi oxi ha tip
cht ny th thu c axit terephtalic v CO2. Hy xc nh cng thc cu to ca A,B v vit cng thc Fischer ca cp i quang.Gii:
Hp cht c cng thc phn t C9H8O2 (X), khi oxi ha thu c axitterephtalic v CO2 nn X phi c cng thc cu to l:
X c to thnh t A/ v B/, ng thi B/ c tnh quang hot nn cng thccu to ca A/v B/l:
CH3 CH2 CHNH2
CH(COOH)2CO2 CH3 CH2 CH
NH2
CH2COOH
CH3 CH2 CHONH3 CH3 CH2 CH OH
NH2
H CH(COOH)2
COOHHH2N
CH2OH
COOHHH2N
CH3L-(-)-serin L-(+)-alanin
COOHHH2N
CH2OH
COOHHH2N
CH3L-(-)-serin L-(+)-alanin
CH3OH
HCl
COOCH3HH3N
CH2OH
PCl5COOCH3
HH3N
CH2Cl
1/ NaOH
2/H2, to
COOH (X)CHCH2
COOHCH2CH2HO COOHCHCH3OH
(A') (B')
*
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T gi thit v kt qu trn, ta c th suy ra cng thc cu to ca A v B l:
Cng thc chiu Fischer cp i quang ca B nh sau:
4.5/ Tin hnh Naxetyl ha cc aminoaxit c th dn n sn phm vng gi l 5oxazolon hay azlacton theo phn ng sau:
Hy vit cch cho s hnh thnh azlacton trong iu kin .Gii:
4.6/ tng hp aminoaxit, trc ht c th cho glyxin tc dng vi anhirit axeticthu c 5oxazolon hay azlacton (C4H5O2N). Sn phm ngng t ny phn ng vianehit trong mi trng baz cho mt dn xut d b thu phn ha, hiro ha v
COOHCH2CH2H2N COOHCHCH3NH2
(A) (B)
*
HH2N
CH3
COOH
H NH2
CH3
COOH
(S) (R)
(CH3CO)2O H2N CH COOHR
CH3COONa+O
CN O
R
H3C
(CH3CO)2O H2N CH COOR
CH3COONa+CH3COOH
OC
N
R O
CH3
H O
OOHC
NC
R O
CH3
OHO
CN
C
R O
CH3
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thu phn thu c mt aminoaxit RCH2CH(NH2)COOH t anehit l RCHO (Sthu phn chn thun l cng nc, sau axit axetic c to ra).
Theo cch trn, hy vit cc phn ng to thnh phenylalanin.Gii
: Trc ht to sn phm azlacton nh bi (4.5) nh sau:
Azlacton ny c nhm CH2 vi 2 nguyn t H linh ng (nhm metylen linhng) nn d ngng tcroton ha vi anehit to ni i C=C:
4.7/ Hy vit cc giai on cbn tng hp peptit t aminoaxit. Ly v d minhho cho mi giai on.4.8/ Vit cng thc cu to ca cc peptit sau:
a/ GlyLysPheCysAlaNH2.b/ TreIleMetLeuNH2.
4.9/ S thoi phn peptit theoEdman l phng php phan tch cho aminoaxit c linkt cui m khng ph hu mch peptit cn li. Peptit u c x l viphenylisothioxianat C6H5N=C=S, tip theo cho phn ng vi axit tophenylthiohiantoin v mt peptit vi phn cn li t hn mt aminoaxit. Hy vit ccgiai on c th ca phng php ny.Gii:
Phng php Edman: Phn tch nhm amin cui mchCho peptit tc dng vi phenyl isothioxianat, khi nhm NH2 t do s phn
ng, sau thu phn vi hiroclorua trong dung mi hu c, khi lin kt peptitvn c bo ton v ch c aminoaxit th b phn ct dng vngphenylthiohiantoin. Tch ly sn phm v phn tch bng sc k. Qu trnh tip tcn khi phn ct hon ton peptit.
O
C
NC
O
CH3
O
C
NC
O
CH3
Ph CHOH2O
O
C
NC
O
CH3
CHPh
H2H2O
1/2/
Ph CH2 CH COOHNH2
N C S
Ph
NH2CH
C
R
ONHCHRC O
NHCH
C
R
ONHCHRC O
CNH
S
Ph
HClNH
2CHRC O C N
C
N
C
Ph
SO
H
R
H
+
Phenylthiohiantoin
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4.10/ T cc cht protein thc vt, ngi ta tch ra c mt cht Y c cng thcphn t C5H10O3N2. Kt qu nghin cu chng t rng Y c cha 1 nhm amino.
Khi un nng Y vi dung dch kim thy gii phng NH3 v to thnh muica axitaminoicacboxylic c cng thc phn t C3H5(NH2)(COOH)2.
Khi tin hnh phn ng thoi phn Hoffman dn xut axetyl ca Y ri thuphn s to ra axit ,iaminobutyric.
T cc d kin trn, hay suy ra cng thc cu to ca Y v vit phng trnhphn ng minh ho.Gii:
Khi tin hnh phn ng thoi phn Hoffman dn xut axetyl ca Y ri thuphn s to ra axit ,iaminobutyric, chng t dn xut axetyl ca Y phi c cngthc cu to nh sau:
T kt qu trn v gi thit chng t cng thc cu to ca Y nh sau:
Phng trnh phn ng: T vit4.11/ Xc nh cng thc cu to ca cht c cng thc phn t C3H7O2N v cc dkin sau:
C tnh cht lng tnh.Khi phn ng vi HNO2 tch ra nit.Khi tc dng vi etanol to thnh hp cht C5H11O2N.Khi un nng n to thnh hp cht C6H10O2N2.
Gii: p s:
4.12/ Xc nh cng thc cu to ca cht c cng thc phn t C5H11O2N v cc dkin sau:
C tnh cht lng tnh.Tc dng vi etanol to thnh hp cht c cng thc phn t C7H15O2N.Khi ung nng s tch ra NH3 v chuyn thnh hp cht m khi oxi ha n s
to thnh axeton v axit oxalic.Gii: p s:
HOOC CHNHCOCH3
CH2 CH2 C NH2O
HOOC CH
NH2
CH2 CH2 C NH2O
(Glutamin)
CH3 CH COOHNH2
C CH2 COOHCH3
CH3
NH2
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4.13/ Lp siu ch:
a/ Valin t isobutanolb/ Alanin t etilenc/ Axit3aminopropanoic t axetilen
Gii:
a/ S dng phng php Stricker
4.14/ Hon thnh cc s phn ng sau:
Gii:
A1 A2 A3 A4 A5CH3 CH CHOCH3
HCN NH3 HCllong
PCl5 (CH3CO)2Oa/
thu phn
CH2 CH2HOCl KCN NH3
C1 C2 C3 C4 C5HBr
c/KCNHBr D1 D2 D3CH3 CH CH COOH
4[H]d/
B1 B2 B3 B4CH2 CH CH2 COOHHBr HClNH32b/ un nng
CH3 CHCH3
CH2 OH CH3 CHCH3
CHO CH3 CHCH3
CH CNNH2
H2O, H CH3 CH
CH3
CH COOH
NH2
[O] HCN,NH3
CH CH CH2 CH Cl CH2 CH CN CH2 CNCH2BrHCl KCN HBr
peroxitc/
CH2 CNCH2H2N CH2 COOHCH2H2NNH3 H2O, H
(A1) (A2)
CH3 CH CHOCH3
HCN NH3 HCllong
a/ CH3 CH CHCH3 OH
CN CH3 CH CHCH3 NH2
CN
(A3) (A4) (A5)
(CH3CO)2OCH3 CH CH
CH3 NH2
COOHPCl5 CH3 CH CH
CH3 NH2
COCl CH3 CH CH
CH3 NHCOCH3
COCl
CH2 CH2HOH CH3 CH2
OHCH3 CHOb/
[O] HCN,NH3 CH3 CHNH2
CN
H2O, H CH3 CHNH2
COOH
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b/
CH2 CH2HOCl CH2 CH2
OH ClCH2 CH2OH CN
KCN HBr CH2 CH2Br CN
CH2 CH2NH2 CN
thu phn
CH2 CH2NH2 COOH
c/ NH3
(B1) (B2)CH2 CH CH2 COOH HBr CH3 CH
BrCH2 COOH NH32 CH3 CH
NH2CH2 COONH4
(B3) (B4)
HCl un nngCH3 CHNH2
CH2 COOH CH3 CH CH COOH
KCNHBr
(D1)CH3 CH CH COOHd/ CH3 CH
BrCH2 COOH
(D2) (D3)
4[H]CH3 CHCN
CH2 COOH CH2 CHCH3
CH2 COOHH2N
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CHNG V: POLIME5.1/ Trnh by c ch trng hp stiren khi dng xc tc khc nhau l:
a/ Benzoylperoxit b/ AlCl3 + HCl c/ KNH2
5.2/ Hy gii thch ti sao khi polime ha propen theo cch cation li cho polime cs sp xp u ui l ch yu m khng phi l u u hoc ui ui.
5.3/ Nhng cht no c th cho vo caosu thin nhin to ra lin kt ngang? Hyly mt vi v d minh ho cho phn ng xy ra.Gii: C th c 3 loi cht cho thm vo cao su to lin kt ngang1/ Dng lu hunh nguyn t
S ni mch xy ra nguyn t H so vi ni i hoc cng lu hunh vo ni
i to mng khng gian.2/ Lu ha bng hp cht cho lu hunh (Khng phi l lu hunh nguyn t) Ankylphenol polisunfit
iisopropyl xantogenisunfit ibutyl xantogenisunfit imocfolinyl isunfitCc hp cht ny khi un nng s sinh ra cc hp cht trung gian c cha lu
hunh, cc hp cht trung gian ny s tn cng vo ni i ca mch polime trongiu kin nhit cao ri khu mch polime nhcc lin kt ngang.
C CH CH2CH2CH3
Sx C CH CHCH2CH3 SH
+ x-1S
mch cao su thin nhin
Sx
C CH CHCH2CH3 SH
C CH CHCH2CH3
SH+ ZnO
H2O
C CH CHCH2CH3
S
C CH CHCH2CH3 S
ZnZnS
C CH CHCH2CH3
S
C CH CHCH2CH3 S
CH2 CCH3
SHCH2 CH2
CH2 CCH3
SCH2 CH2
CH2 CS
CH3CH2 CH2
CH2 CCH3
CH2 CH2
CH2 C
S
CH3CH2 CH2
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3/ Lu ha khng bng lu hunh hay hp cht cha lu hunh. l nhng hp cht d phn tch thnh gc t do v cc hp cht hu c2
chc. i vi cao su thin nhin hay s dng icumel peroxit, pcrezolcn i vicao su tng hp th hay dng hiro peroxit, icumel peroxit, ch peroxit
Cch to lin lit ngang nh sau: u tin l tch hiro t mch i phn t cacaosu. Hiro b tch ra nhm metylen so vi lien kt i. N to thnh gc t dotrong i mch, ri cc i ch lin kt trc tip vi nhau to thnh lin kt CC.
V d vi caosubunaS
Ngoi 3 phng php nu trn, i vi caosu tng hp cn c thun nng
trc tip nhit 200O
C trong vng 12 gi trong mi trng khng c oxi cngto lin kt ngang CC. ng thi cng c th dng tia (vi ngun Co60) cng tolin kt ngang CC.5.4/ Cho cc monome sau y, hy vit cc phng trnh phn ng trng hp iuch polime tng ng. Gi tn cc polime .
a/ Butaien1,3 b/ Isopren c/ Propilend/ Acrylonitrin e/ Clopren f/ Metylmetacrylat
g/ Stiren h/ vinylclorua i/ Teflon
k/ Etilen l/ Acrylamit m/ Axit acrylic
5.5/ T than , vi, nc, nc bin; hy lp s tng hp cc polime sau:
5.6/ Vit phng trnh phn ng to thnh polime t cc monome sau:a/ Phenol v fomanehit b/ Etylenglicol v axit terephtalicc/ Ure v fomanehit d/ Hexametylen iamin v axit aipice/ H2N(CH2)6NH2 v ClCO(CH2)10COCl
f/ H2N(CH2)6NH2 v O=C=N(CH2)4N=C=O
Cc phn ng trn thuc loi phn ng trng hp hay trng ngng.
CH2 CH CH2C6H5 CH CH CH2 CH2 CH CHC6H5 CH CH CH
2
peroxit, t o
CH2 CH CH CH CH CH2
C6H5CH2 CH CH CH CH CH2
C6H5
CH2 CH CHC6H5
CH CH CH2CH2 CH CHC6H5
CH CH CH2
CH2 CH ;
C6H5
CH2 CH ;
ClCH2 CH ;
OHCH CH CH2CH2 ; CH C CH2CH2 ;
Cl
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Bi tp Ha hc hu ci hc
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5.7/ Trnh by c ch ca phn ng trng hp gc. Cc yu tnh hng n tc phn ng v khi lng phn t ca polime.5.8/ Hy tm cch tng hp mt polieste v mt poliamit t anhirit sucxinic v cc
tc nhn thch hp khc.
Gii:
5.9/ Mt nilon c iu ch t xiclohexanon bng cch x l vi hiroxylamin, sau cho vo axit mnh. Monome c polime ho nhit trn 250OC v c bit cmt t nc. Vit cc phn ng xy ra.Gii:
Phn ng to polime l phn ng trng hp mvng vi xc tc l mt t nc.5.10/ V mt l thuyt, c th c bao nhiu ng phn polibutaien, bao gm cngphn cu to v ng phn cu hnh.Gii:
cis1,4polibutaientrans1,4 polibutaienisotactic1,2 polibutaiensyniotactic1,2 polibutaien
atactic1,2 polibutaienS kt hp bt k ca dn 1,2 vi dng 1,4
5.11/ Stiren c polime ha nhanh chng khi un nng vi s c mt ca peroxit.Vit cch cho giai on pht trin mch.Gii thch ti sao phenylaxetilen khng b polime ha trong iu kin tng t.Gii:
Phenylaxetilen khng b polime ha trong iu kin tng t v gc to thnhl
C CHC6H5 R
OOO
anhirit sucxinic
O OOHO CH2 CH2 OH O CH2 CH2 O C CH2
OCH2 C ]OH
OH[+
O OOH2N (CH2)6 NH2 NH CH2 CH2 NH C CH2
OCH2 C ]OH
OH[+
NH
O
[ CO
(CH2)5 NH ]n
caprolactam nilon-6 hay t caprolactam
O
H2N OHH2O
N OH
chuyn vBeckmann
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Gc loi vinyl km bn hn so vi gc loi ankyl, v vy gc ny pht trinmch khng tt.5.12/ Khi nghin cu cu to ca caosu thin nhin, ngi ta tin hnh ozonphn. S
ozon phn s cho nhng sn phm chnh no? Bit rng n c thnh phn phn t l(C5H8)n hay:[CH2C(CH3)=CHCH2]nKt qu phn tch Rnghen cho thy caosu thin nhin c cu hnh cis. Hy v
mt on mch phn t caosu .Gii:
Khi ozon phn thu c sn phm chnh l anehit levulinic:CH3 C CH2
OCH2 CHO
(Theo kt qu nghin cu ca Harit t nm 1905)
Ngoi ra cn thu dc mt s sn pm ph vi lng nh nh:HCHO,CH3CHO, CH3COCHO chng t mch polime l mch h (Stauiger1922) vinhm cui mch l: CH3CH= v CH2=C(CH3)CH=CH2.
Ngoi ra cn c anehit sucxinic OHCCH2CH2CHO chng t c mtlngnh isopren c s kt hp 4-4 (uiui) vi nhau.5.13/ Tm cc phng php tng hp cc polime sau:
Gii:
1/ Vinilon
2/ Polipropilen
CH2 CH ][
OHCH2 CH ][
CH3
CH2 CH2 S[ ]n n n
CH2 CH ][
OHn
CH2 CH ][
OCOCH3n + nNaOH
to nCH3COONa+
CH2 CH ][
OHn
CH2 CH ][
ONan + nHOH
to + nNaOH
CH2 CH ][
OH2n+ nHOH
to + nRCHOOO
]CH2[
R
n
CH2 CH ][
CH3nnCH2 CH
CH3
Tr.h
CH2 CH ][
CH3nCH2 CH
][
CNn + [H]
LiAlH4, H2O nNH3+
CH2
CH ][
CH3 nCHCH3
ClCH2
Cl + 2nNa+ 2nNaCl
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Bi tp Ha hc hu ci hc
W b i h // bi h bd h E il bi h 2@ il
3/ Polietylenthioglicol
5.14/ Phng trnh Carothers: Cch thit lp, ngha. im to gel l g? Khi no th
phn ng trng ngng cn bng khng to c im gel?
CH2 CH CH[
CH3
CH2 ]
CH3
Tr.hCH3nCH3 n
CH2 CH2 S[ ]nCH2S
CH2 Tr.hn
CH2 CH2 S[ ]nCH2 CH2 ClnCl nNa2S+ + 2nNaCl
CH2 CH2 S[ ]nCH2 CH2 SHnHS nH2S+