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PHNG PHP GII BI TP PHN DN XUT HALOGEN - ANCOL - PHENOL

A. LU CCH TR LI TRC NGHIM Phn ng tch nc ca ancol To anken:


CnH2n+1OH
170o
H2SO4 ,c

CnH2n

+ H2 O

Sn phm chnh c xc nh theo quy tc Zaixep. Quy tc Zaixep: Nhm -OH u tin tch ra cng vi H cacbon bc cao hn bn cnh to thnh lin kt i C=C mang nhiu nhm ankyl hn. + To ete:

ROH

+ R'OH

140o H2SO4 ,c 140o

ROR' + H2O
C2H5OC2H5
+ H2O

C2H5OH + C2H5OH

H2SO4 ,c

(Vi n loi ancol s to ra

n(n + 1) loi ete, trong c n loi ete i xng) 2


Al2O3, ZnO 450o

c bit: Ring vi etanol c kh nng tch nc to but-1,3- ien:

2C2H5OH
Phn ng oxi ha:

CH2=CH- CH=CH2 + 2H2 + 2H2O

Oxi ha khng hon ton:


Ancol bc I b oxi ha thnh anehit:

RCH2OH + O2
Ancol bc II b oxi ha thnh xeton:

Cu to

RCHO + H2O
Cu

R CH

R'

O2

OH Ancol bc III khng b oxi ha

to

R C O

R' + H2O

Oxi ha hon ton: CnH2n+1OH +


CH2 CH CH3 + HOH
H2SO4,l

3n o O2 t nCO2 + (n+1)H2O 2 CH3 CH OH CH3 (sn phm chnh)

(Sn phm chnh c xc nh theo quy tc Maccpnhicp)

Nhn bit ancol - Phn bit cc ancol c bc khc nhau * un nng vi CuO (hoc t nng trn si dy ng) Ancol bc I b oxi ha thnh anehit (nhn bit sn phm to thnh bng phn ng trng bc). Ancol bc II b oxi ha thnh xeton (sn phm to thnh khng tham gia phn ng trng bc). Ancol bc III khng b oxi ha trong iu kin trn. * Cng c th phn bit cc bc ca ancol bng thuc th Luca l hn hp ca HCl m c v ZnCl2

Ancol bc III s phn ng ngay lp tc to ra dn xut clo khng tan trong nc. Ancol bc II phn ng chm hn, thng phi ch t pht mi to ra dn xut clo. Ancol bc mt khng cho dn xut clo nhit phng. Ch : Phenol khng tc dng trc tip vi axit hu c nh ancol. Mun iu ch este ca phenol phi dng clorua axit hoc anhirit axit v mt in tch dng nhm C=O ln hn axit v phn ng c thc hin trong mi trng kim V d C6H5OH + (CH3CO)2O CH3COOC6H5 + CH3COOH Mt s lu khi gii bi tp 1. ru: l s ml ru nguyn cht c trong 100 ml dung dch ru V d: Trong 100 ml ru 960 c cha 96 ml ru nguyn cht 2. Trong phn ng ete ha ancol n chc cn lu

Vi n loi ancol s to ra

n(n + 1) loi ete, trong c n loi ete i xng 2 1 tng mol cc ancol tham gia phn ng 2

S mol H2O to ra = tng mol ete =

Nu cc ete to ra c s mol bng nhau th cc ancol tham gia phn ng ete ha c s mol nh nhau Ancol no n chc : CnH2n+1OH Ancol no a chc, mch h : CnH2n+2-a(OH)a (ancol bn nu n a)

3. CTPT chung ca ancol

- Ancol khng no ch bn khi -OH lin kt vi C c lin kt n. Nu -OH lin kt vi C khng no (ca lin kt i, ba) th ancol khng bn v b chuyn ha ngay thnh anehit hoc xeton - Trong ancol no, a chc mi nhm -OH ch lin kt trn mi cacbon. Nu nhiu nhm -OH cng lin kt trn mt nguyn t cacbon th phn t ancol t tch nc to thnh anehit, xeton hoc axit. 4. CTTQ ca phenol n chc, gc hirocacbon lin kt vi nhn benzen l gc hirocacbon no : CnH2n7OH (n 6) 5. Phn bit phenol v ru Phenol c th tan trong dung dch kim to thnh dung dch trong sut. Phenol to kt ta trng (2,4,6-tribromphenol) vi dung dch nc brom. B. BI TP I. DX HALOGEN Cu 1. Trng hp hon ton 6,25g vinylclorua thu m(g) PVC. S mt xch (-CH2-CHCl-) trong m(g) PVC l: A. 6,02. 1022 C. 6,02. 1023 p n A S mt xch [-CH2-CHCl-] = s phn t[CH2 = CHCl] = n n = B. 6,02. 1020 D. 6,02. 1021

6, 25 . 6,02. 1023 = 6,02. 1022 62,5

Cu 2. Cho 7,872 lt kh C2H4 o 27oC; 1 atm hp th nc c xc tc, hiu sut 80% thu c ru X. Ho tan X vo nc thnh 245,3 ml dung dch Y. ru trong dung dch Y l: A. 40 p n C Gii B. 120 C. 60 D. 80

nC2 H 4 =

1.7,872 = 0,32 mol. 0,082.(273+27) 11, 776 46.0,32 = 14,72 ml .80 = 11,776 gam. VC2 H5OH = 0,8 100 14, 72 = 6o 245,3
+Cl2 (t m 1:1) l ol Fe, to +NaOH c (d ) o t cao, p cao +axit HCl

H 2 SO Phn ng: C2H4 + H2O C2H5OH

mC2 H5OH =

ru =

Cu 3. Cho s
C6H6 (benzen) X Y Z

Hai cht hu c Y, Z ln lt l: A. C6H6(OH)6 v C6H6Cl6 C. C6H5ONa v C6H5OH p n C


C6H6 (benzen) +Cl2 (t mol 1:1) l Fe, to C6H5Cl +NaOH c (d ) to cao, p cao C6H5ONa +axit HCl C6H5OH

B. C6H4(OH)2 v C6H4Cl2 D. C6H5OH v C6H5Cl

Cu 4 Clo ha PVC thu c mt polime cha 63,96% clo v khi lng, trung bnh 1 phn t clo p vi k mt xch trong mch PVC. Gi tr ca k l: A. 5 B. 6 C. 4 D. 3 p n D S Clo ho : C: %mCl = [-CH2-CHCl-]n + xCl [-CH2-CHCl-]nClx

35,5.(n + x) n . 100 = 63,96% = 3 = k. 27n + 35,5.(n + x ) x

Cu 5. un nng 1,91gam hn hp A gm propyl clorua v phenylclorua vi dung dch NaOH c, va , sau thm tip dung dch AgNO3 n d vo hn hp sau phn ng thu c 2,87g kt tA. Khi lng phenylclorua c trong hn hp A l: A. 0,77g B. 1,125g C. 1,54g D. 2,25g Cu 6. Mt dn xut hirocacbon mch h cha 56,8 % clo. Bit rng 0,01 mol cht ny lm mt mu dung dch c 1,6 gam brom trong bng ti. Cng thc n gin nht ca dn xut l A. C2H3Cl B. C3H5Cl C. C4H7Cl D. C4H6Cl2 Cu 7. Cho cc cht:CH2=CHCl (1), CH3CH2Cl (2),CH2=CHCH2Cl (3),CH3CHClCH3 (4) Kh nng phn ng vi AgNO3 /NH3 tng dn theo th t A. (1) < (2) < (3) < (4) C. (4) < (2) < (3) < (1) B. (1) < (2) < (4) < (3) D. (1) < (3) < (2) < (4)

Cu 8. Mt hp cht hu c X cha vng benzen c M=236. Bit X l sn phm chnh trong phn ng gia benzen v brom vi xc tc Fe. X l: A. o- hoc p-ibrombenzen B. o- hoc m-ibrombenzen

C. m-ibrombenzen

D. 1,3,5-tribrombenzen

Cu 9. X l ng phn ng vi CTPT l C6H13Br. Bit khi un nng X vi dung dch kim/etanol th thu c 3 anken (tnh c ng phn hnh hc) v cc anken cng nc (xc tc axit) thu c sn phm chnh khng b oxi ha bi CuO. Tn gi ca X l: A. 1-bromhexan C. 2-bromhexan B. 3-brom-3-metylpentan D. 2-brom-2,3-imetylbutan

Cu 10.S ng phn ca C4H9Br l: A. 4 B.2 C.3 D.5 Cu 11.Theo danh php UIPAC dn xut halogen c cng thc cu to: Cl-CH2-CH(CH3)-CHCl-CH3. A. 1,3-iclo-2-metylbutan B. 2,4-iclo-3-metylbutan C. 1,3-iclopentan D. tn khc l. Cu 12.Dn xut halogen khng c ng phn cis-trans l A. CHCl=CHCl B. CH3CH2CH=CHCH2CH3 C. CH2=CH-CH2F D. CH3CH=CBrCH3 Cu 13.Cho cc dn xut halogen sau: C2H5F (1); C2H5Br (2); C2H5I (3); C2H5Cl (4) th t gim dn nhit si: A. (3)>(2)>(4)>(1) B. (1)>(4)>(2)>(3) C. (1)>(2)>(3)>(4) D. (3)>(2)>(1)>(4) Nh dung dch AgNO3 vo ng nghim cha mt t dn xut halogen CH2=CHCH2Cl, lc nh c hin tng xy ra l: A. Thot ra kh mu vng lc B. xut hin kt ta trng C. khng c hin tng D. xut hin kt ta vng Cu 14.sn phm chnh ca phn ng tch HBr ca CH3-CH(CH3)-CHBr-CH3 l A. 2-metylbut-2-en B. 3-metylbut-2-en C. 3-metyl-but-1-en D. 2-metylbut-1-en Cu 15.Xt phn ng CH3 -CHBr-CH2-CH3 tch (xt KOH,C2H5OH)Nhn xt ng v phn ng A. phn ng to ra hn hp 2 anken B. sn phm chnh ca phn ng l CH2=CH-CH3 C. Hng ca phn ng tch HBr tun theo qui tc Maccopnhicop D. tt c u ng Cu 16. S ng phn mch h ( k c ng phn hnh hc ) ca cht c CTPT l C3H5Br l : A.2 B.3 C.4 D.5 Cu 17. Cho cc cht sau : C6H5-CH2Cl ; CH3CHCl CH3 ; Br2CHCH3 ; CH2 = CH-CH2Cl . Tn gi ca cc cht trn ln lt l : A.benzyl clorua ; isopropyl clorua ;1,1-ibrometan ; anlyl clorua . B.benzyl clorua ;2-clopropan;1,2- ibrometan ;1-cloprop -2-en . C.phenyl clorua;isopropylclorua; 1,1-ibrometan;1-cloprop-2-en D.benzyl clorua;n-propyl clorua;1,1-ibrometan;1-cloprop-2-en. Cu 18. S ng phn dn xut halogen bc I ca cht c CTPT C4H9Cl l : A. 2 B.3 C.4 D.5 Cu 19. Khi un nng dn xut halogen X vi dung dch NaOH to thnh hp cht anehit axetic . Tn ca hp cht X l : A. 1,2- ibrometan B. 1,1- ibrometan . C. etyl clorua D. A v B ng . Cu 20. un nng 13,875 gam mt ankyl clorua Y vi dd NaOH , tch b lp hu c , axit ha phn cn li bng dd HNO3 , nh tip vo dd AgNO3 thy to thnh 21,525 gam kt ta . CTPT ca Y l : A. C2H5Cl B. C3H7Cl C. C4H9Cl D. C5H11Cl . Cu 21. Mt hp cht hu c Z c % khi lng ca C , H , Cl ln lt l : 14,28% ; 1,19% ; 84,53% .CTPT ca Z l : A.CHCl2 B.C2H2Cl4 C.C2H4Cl2 D. mt kt qu khc. Cu 22. S tch hidro halogenua ca dn xut halogen X c CTPT C4H9Cl cho 2 olefin ng phn , X l cht no trong nhng cht sau : A. n- butyl clorua B.sec-butyl clorua . C. iso- butyl clorua D.tert butyl clorua .
II. RU-PHENOL Cu 1. Khi thc hin phn ng tch nc i vi ru (ancol) X, ch thu c mt anken duy nht. Oxi ho hon ton mt lng cht X thu c 5,6 lt CO2 ( ktc) v 5,4 gam nc. C bao nhiu cng thc cu to ph hp vi X?

A. 5. p n B

B. 4.

C. 3.

D. 2.

Hng dn V loi nc thu c anken nn X l ancol no, n chc t CTPT ca X l CnH2n+2O t chy 1 mol X thu c n mol CO2 v (n+1) mol H2O Theo : S mol CO2 l 5,6 : 22,4 = 0,25 mol S mol H2O l 5,4 : 18 = 0,3 mol Ta c n = 5 Vy CTPT l C5H12O X c 4 CTCT ph hp l CH3-CH2-CH2-CH2-CH2OH CH3-CH(CH3)-CH2-CH2OH CH3-CH2-CHOH-CH2-CH3 CH3-CH2-CH(CH3)-CH2OH Cu 2. Hp cht hu c X (phn t c vng benzen) c cng thc phn t l C7H8O2, tc dng c vi Na v vi NaOH. Bit rng khi cho X tc dng vi Na d, s mol H2 thu c bng s mol X tham gia phn ng v X ch tc dng c vi NaOH theo t l s mol 1:1. Cng thc cu to thu gn ca X l A. C6H5CH(OH)2. C. CH3C6H3(OH)2. p n B Hng dn - X tc dng vi Na d, s mol H2 thu c bng s mol X tham gia phn ng. X c 2 nhm -OH. X ch tc dng c vi NaOH theo t l s mol 1:1 X c 1 nhm OH nh trc tip vi vng benzen (phenol), v 1 nhm OH nh nhnh (ru) Cu 3. Cho hn hp hai anken ng ng k tip nhau tc dng vi nc (c H 2SO4 lm xc tc) thu c hn hp Z gm hai ru (ancol) X v Y. t chy hon ton 1,06 gam hn hp Z sau hp th ton b sn phm chy vo 2 lt dung dch NaOH 0,1M thu c dung dch T trong nng ca NaOH bng 0,05M. Cng thc cu to thu gn ca X v Y l (Cho: H = 1; C = 12; O = 16; th tch dung dch thay i khng ng k). A. C2H5OH v C3H7OH. C. C2H5OH v C4H9OH. p n A Hng dn Theo X, Y l sn phm cng nc vo anken nn X, Y l ancol no n chc t CT chung ca X, Y l Cn H 2 n + 2 O B. C3H7OH v C4H9OH. D. C4H9OH v C5H11OH. B. HOC6H4CH2OH. D. CH3OC6H4OH.

Cn H 2 n + 2 O +

3n O2 2

n CO2 + ( n +1) H2O

S mol NaOH cn d: 0,05. 2 = 0,1 mol CO2 b hp th hon ton theo phn ng Na2CO3 + H2O S mol NaOH tham gia phn ng l 2. 0,1 - 0,1 = 0,1 mol s mol CO2 = 0,05 mol Ta c s mol hai ancol = 1,06/ (14 n +18) m nCO2 = n . nancol

CO2 + 2 NaOH

nn

1, 06.n = 0,05 n = 2,5 18 + 14.n

Do hai anken l ng ng k tip nn X, Y cng l ng ng k tip Cng thc ca X, Y l C2H5OH v C3H7OH Cu 4. C bao nhiu ru (ancol) bc 2, no, n chc, mch h l ng phn cu to ca nhau m phn t ca chng c phn trm khi lng cacbon bng 68,18%? A. 2. p n B Hng dn CTPT ca ru (ancol) no, n chc: CnH2n+2O. %mC = B. 3. C. 4. D. 5.

12n .100 = 68,18% n = 5. C5H12O 14n + 18


CH3-CH2 -CH(OH) -CH2-CH3 CH3-CH(CH3) -CH(OH) -CH3

C 3 ng phn ru bc 2: CH3-CH2-CH2-CH(OH)-CH3

Cu 5. Cho mt hn hp hi metanol v etanol i qua ng cha CuO nung nng, khng c khng kh. Cc sn phm kh v hi sinh ra c dn i qua nhng bnh cha ring r H 2SO4 c v KOH. Sau th nghim,thy ng ng CuO gim 80 gam, bnh ng H2SO4 tng 54 gam. Khi lng etanol tham gia phn ng l A. 46 gam p n B Hng dn iu kin trn (CuO nung ), CuO s cung cp oxi oxi ha hon ton to CO2 v H2O Gi x, y ln lt l s mol CH3OH v C2H5OH CH3OH x mol C2H5OH y mol + +
t 3 CuO CO2 + 2 H2O + 3 Cu
o

B. 15,33 gam

C. 23 gam

D. 14,67 gam

3x mol
o

x mol 2y mol

2x mol 3y mol

t 6 CuO 2 CO2 + 3 H2O + 6 Cu

6y mol

S mol oxi dng: 3x + 6y = 80 : 16 = 5 mol S mol H2O sinh ra : 2x + 3y = 54 : 18 = 3 mol Gii ra ta c x = 1 mol, y = 1/3 mol Khi lng etanol l 46. 1/3 = 15,33 gam Cu 6. T mt tn khoai cha 20% tinh bt, bng phng php ln men ngi ta iu ch c 100 lt ru etylic tuyt i c khi lng ring l 0,8 g/ml. Hiu sut ca qu trnh phn ng l A. 100 % p n B Hng dn S qu trnh iu ch (C6H10O5)n + nH2O men nC6H12O6 C6H12O6 men 2C2H5OH + 2CO2 (1) (2) B. 70% C. 80% D. 75%

20 .106 = 2. 105 gam 100 T phng trnh (1) v (2) ta c khi lng ru etylic thu c l
Khi lng tinh bt :

2.105 .n.2.46 = 113580. 24 g 162n Hiu sut ca qu trnh sn xut l 100.0,8.1000 .100 = 70% 113580, 24
Cu 7. un mt ancol X vi hn hp (ly d) KBr v H2SO4 c thu c 12,3 gam cht hu c Y. Hiu sut phn ng t 60%. Cht Y cha 29,27% C, 5,69% H v 65,04% mt nguyn t khc. Hi ca 12,3 gam Y ni trn chim mt th tch bng th tch ca 2,8 gam nit trong cng iu kin. Bit khi oxi ha ancol X bi CuO thu c mt anehit. Cng thc cu to thu gn ca X v Y l A. CH3-CH2OH v CH3CH2Br B. CH3-CH2-CH2OH v CH3CH2CH2Br C. CH3-CH2-CH2OH v CH3-CHBr-CH3 D. CH2=CH-CH2OH v CH2=CHCH2Br p n B Hng dn S mol ca 12,3 gam Y bng s mol ca 2,8 gam nit tc l 2,8 : 28 = 0,1 mol Do MB = 12,3 : 0,1 = 123 Y l dn xut cha brom. t cng thc phn t ca Y l CxHyBrz

29, 27 5, 69 65, 04 : : =3:7:1 12 1 80 (C3H7Br)n = 123 suy ra n = 1. Cng thc phn t ca Y l C3H7Br cn cng thc ca X l C3H7OH V khi oxi ha X thu c anehit nn X l ancol bc 1 Vy cng thc cu to ca X, Y l CH3-CH2-CH2OH v CH3CH2CH2Br
Ta c: x : y : z = Cu 8. X l mt ancol no, mch h. t chy hon ton 0,05 mol X cn 5,6 gam oxi, thu c hi nc v 6,6 gam CO2. Cng thc ca X l A. C2H4(OH)2 p n C Hng dn B. C3H6(OH)2 C. C3H5(OH)3 D. C3H7OH

nO2 =

5, 6 6, 6 = 0,175 mol; nCO2 = = 1,5 mol 32 44 3n + 1 x O2 nCO2 + (n + 1) H2 O 2 0,175 mol 1,5 mol

Phn ng chy: Cn H 2 n + 2Ox + 0,05 mol n = 3;

3n + 1 x = 3,5 x= 3. 2 Cu 9. Khi t 0,1 mol cht X (dn xut ca benzen), khi lng CO2 thu c nh hn 35,2 gam. Bit rng 1 mol X ch tc dng c vi 1 mol NaOH. Cng thc cu to thu gn ca X l A. HOCH2C6H4COOH B. C6H4(OH)2

C. C2H5C6H4OH p n D

D. C6H4(CH3)OH Hng dn

nCO2 =

35, 2 = 0,8 mol; 44


x<

t chy CxHyOz xCO2

nCO2 nCx H y Oz

0,8 =8 0,1

Mt khc: 1 mol X ch tc dng c vi 1 mol NaOH Trong X ch c 1 nhm OH hoc 1 nhm COOH. Cng thc ph hp l C6H4(CH3)OH Cu 10. Cho m gam mt ancol (ru) no, n chc X qua bnh ng CuO (d), nung nng. Sau khi phn ng hon ton, khi lng cht rn trong bnh gim 0,32 gam. Hn hp hi thu c c t khi i vi hiro l 15,5. Gi tr ca m l A. 0,92 p n A Hng dn: Gi CTPT ca ru CnH2n+1OH, s mol trong m g l x mol Phn ng:
t CnH2n+1OH + CuO CnH2nO + Cu + H2O
o

B. 0,46

C. 0,32

D. 0,64

mcht rn gim = mCuO mCu = 16x = 0,32 x = 0,02 mol Hn hp hi: CnH2nO v H2O, c d (C H
n 2 n O ; H 2O ) / H2

(14 n + 16).0, 02 + 18.0, 02 = 15,5 (0, 02 + 0, 02).2

n = 2. m = 0,02. 46 = 0,92 gam. Cu 11. t chy hon ton m gam hn hp ancol A v B thuc loi ancol no, n chc, k tip nhau trong cng dy ng ng thu c 5,6 lt CO2 (ktc) v 6,3 gam nc. Mt khc oxi ha hon ton hai ancol A v B bng CuO (t0) th thu c mt anehit v mt xeton. A, B ln lt l:

A. CH3OH v C2H5OH B. CH3CH2CH2OH v CH3CH2CHOHCH3 C. C2H5OH v CH3CH2CH2OH D. CH3CHOHCH3 v CH3CH2OH


p n D Li gii Gi n l s nguyn t C trung bnh trong 2 ancol C n H 2 n +1OH Ta c: S mol CO2: +

3n O2 2

n CO2 + ( n +1) H2O

5, 6 6,3 = 0,25 mol ; s mol H2O: = 0,35 mol 22, 4 18

Theo phng trnh: n / ( n +1) = 0,25/0,35 n = 2,5 Do hai ancol l ng ng k tip nhau trong dy ancol no, n chc nn hai ancol c CTPT l C2H5OH v C3H7OH M oxi ha hon ton hai ancol A v B bng CuO (t0) th thu c mt anehit v mt xeton nn A, B c CTCT l CH3CH2OH v CH3CHOHCH3 (chn D)

Cu 12. t chy hon ton 3,075g hn hp 2 ancol no, n chc v cho sn phm ln lt i qua bnh 1 ng H2SO4 c v bnh 2 ng KOH rn. Tnh khi lng cc bnh tng ln bit rng nu cho lng ru trn tc dng vi Na d thy bay ra 0,672 lt H2 ktc. A. Bnh 1 tng 3,645g, bnh 2 tng 6,27g B. Bnh 1 tng 6,27g, bnh 2 tng 3,645g C. Bnh 1 tng 3,645g, bnh 2 tng 5,27g D. Bnh 1 tng 3,645g, bnh 2 tng 7,27g p n A Li gii t CTPT chung ca 2 ru l C n H 2 n +1OH Ta c C n H 2 n +1OH 2 C n H 2 n +1OH +

3n O2 2

n CO2 + ( n +1) H2O 2 C n H 2 n +1ONa + H2

(1) (2)

+ 2 Na

Theo (2) S mol hn hp ru = 2 n H2 = 2.

0, 672 = 0,06 mol 22, 4

3, 075 51, 25 18 = 2,375 M = 0, 06 = 51,25 = 14 n + 18; n = 14


Theo (1): Bnh 1 tng: 0,06 (2,375 +1). 18 = 3,645g Bnh 2 tng: 0,06. 2,375. 44 = 6,27g Cu 13. Cho 18,0 g hn hp hai ancol gm mt ancol no n chc v mt ancol n chc c mt lin kt i trong phn t c s mol bng nhau tc dng ht vi Na thu c 4,48 lt H2 ktc. Xc nh CTCT hai ancol. A. CH3CH2OH v CH2=CH-CH2OH B. CH3CH2CH2OH v CH2=CH-CH2OH C. CH3OH v CH2=CH-CH2OH D. Phng n khc. p n C Li gii t CTPT chung ca hai ancol l R OH. Ta c: 2 R OH + 2Na 2 R ONa + H2 Theo (2) S mol hn hp ancol = 2 n H2 = 2.
18

4, 48 = 0,04 mol 22, 4

M = 0, 4 = 45 Nh vy trong 2 ancol phi c 1 ancol c phn t khi nh hn 45


Ancol l CH3OH. Ancol cn li c CTPT l CxH2x-1OH (c 1 lin kt i trong phn t). Do hai ancol c s mol bng nhau nn khi lng mol trung bnh ca 2 ancol l trung bnh cng ca phn t khi ca 2 ancol. Do ancol cn li c phn t khi l: 45. 2 - 32 =58 14x +16 = 58 x = 3 Vy ancol cn li l C3H5OH ng vi CTCT CH2=CHCH2OH

Cu 14. Cho 15,6 gam hn hp hai ancol (ru) n chc, k tip nhau trong dy ng ng tc dng ht vi 9,2 gam Na, thu c 24,5 gam cht rn. Hai ancol l A. CH3OH v C2H5OH C. C2H5OH v C3H7OH p n C Li gii t cng thc phn t chung ca 2 ancol l R OH B. C3H7OH v C4H9OH D. C3H5OH v C4H7OH

R OH + Na R ONa + 1/2 H2 Theo nh lut bo ton khi lng m ancol + m Na = m cht rn + m H2


Ta c (v bi cho ancol tc dng ht vi Na nn Na c th phn ng va ht hoc cn d, do cht rn c th l mui natri ancolat hoc hn hp gm natri ancolat v natri d) m H2 = 15,6 + 9,2 - 24,5 = 0,3 gam s mol H2 = Theo phng trnh s mol ru l 0,15. 2 = 0,3 mol Vy M ancol =

0,3 = 0,15 mol 2

15, 6 = 52 R + 17 = 52 R = 35 0,3

Do hai ancol l ng ng lin tip nn hai ancol l C2H5OH (M =46) v C3H7OH (M = 60) Cu 15. Cho m gam tinh bt ln men thnh ancol (ru) etylic vi hiu sut 81%. Ton b lng CO2 sinh ra c hp th hon ton vo dung dch Ca(OH)2 thu c 550 gam kt ta v dung dch X. un k dung dch X thu thm c 100 gam kt tA. Gi tr ca m l: A. 650 p n A Cc phn ng: (C6H10O5)n + nH2O nC6H12O6 C6H12O6 2C2H6O + 2CO2 CO2 + Ca(OH)2 CaCO3 + H2O 2CO2 + Ca(OH)2 + H2O Ca(HCO3)2 Ca(HCO3)2 CO2 + CaCO3 + H2O B. 550 C. 810 D. 750

nCO2 =

550 + 2.100 nCO2 100 = 7,5 mol. nC6 H12O6 = 2 = 3, 25 mol m= (3, 25.180 3, 25.18).100 = 650 g. 81

Cu 16. Mt hn hp X gm hai cht thuc dy ng ng phenol A v B hn nhau 1 nhm CH 2. t chy ht X thu c 83,6g CO2 v 18g H2O. Tm tng s mol A, B v CTCT ca A, B. A. 0,2 mol;C6H5OH v CH3C6H4OH B. 0,3 mol; C6H5OH v CH3C6H4OH C. 0,2 mol;CH3C6H4OH v C2H5C6H4OH D. 0,3 mol; CH3C6H4OH v C2H5C6H4OH p n B

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t CTPT chung ca 2 cht A, B l C n H 2 n -7OH ( n 6) hay C n H 2 n -6O Ta c C n H 2 n - 6O +

3n 4 O2 2

n CO2 + ( n -3) H2O

S mol CO2 : 83,6 : 44 = 1,9 mol S mol H2O : 18 : 18 = 1 mol T phng trnh ta c: n : ( n -3) = 1,9 : 1 n = 19/3 = 6,33 V A, B l ng ng k tip nn A, B l C6H5OH v CH3C6H4OH Tng s mol ca A, B l: 1,9 : 6,33 = 0,3 mol Cu 17. Hn hp X gm axit HCOOH v axit CH3COOH (t l mol 1:1). Ly 5,3 gam hn hp X tc dng vi 5,75 gam C2H5OH (c xc tc H2SO4 c) thu c m gam hn hp este (hiu sut ca cc phn ng este ha u bng 80%). Gi tr ca m l A. 8,10 p n C HCOOH HCOOC2H5 ; CH3COOH CH3COOC2H5 B. 16,20 C. 6,48 D. 10,12

nHCOOH = nCH 3COOH =

5,3 = 0, 05 mol; m= 0,05. (74 + 88). 0,8 = 6,48g. 46 + 60

Cu 18 Hn hp X gm ancol metylic v 1 ancol no, n chc A, mch h. Cho 2,76 gam X tc dng vi Na d thu c 0,672l hiro (ktc), mt khc oxi ha hon ton 2,76g X bng CuO (to) thu c hn hp anehit. Cho ton b lng anhit ny tc dng vi dung dch AgNO3/NH3 d thu c 19,44g kt tA. Cng thc phn t ca A l: A. CH3CH2OH C. CH3CH(CH3)OH p n B Hng dn: nH 2 =
0, 672 19, 44 = 0, 03 mol; nAg = = 0,18 mol 22, 4 108

B. CH3CH2CH2OH D. (CH3)2CHCH2OH

Gi CTPT ca ru cn tm l CnH2n+1OH; x, y ln lt l s mol CH3OH; CnH2n+1OH C s : 2CH3OH H2; 2CnH2n+1OH H2

nH 2 =

x y + = 0, 03 mol (1) 2 2

: CH3OH HCHO 4Ag; CnH2n+1OH RCHO 2Ag nAg = 4x + 2y = 0,18 mol (2) T (1) v (2) x= 0,03; y = 0,03 Li c mX = 32x + (14n+18) y = 2,76 n = 3. CTPT C3H7OH. 32. 0,03 + (14n +18). 0,03 = 2,76

Sn phm oxi ha ca A c th tham gia phn ng trng gng A l ru bc 1. Cu 19. Cho glixerol (glixerin) phn ng vi hn hp axit bo gm C17H35COOH v C15H31COOH, s loi trieste c to ra ti a l A. 4 B. 3 C. 5 D. 6

11

p n D Hng dn: t R = C17H35- ; R = C17H31- ;


CH2 OCOR CH OCOR CH2 OCOR CH2 OCOR' CH OCOR' CH2 OCOR CH2 OCOR' CH OCOR CH2 OCOR CH2 OCOR' CH OCOR CH2 OCOR' CH2 OCOR CH OCOR' CH2 OCOR CH2 OCOR' CH OCOR' CH2 OCOR'

Cu 20. Cho 3 cht hu c n chc c cng cng thc phn t C3H8O tc dng vi CuO (toC) thu c hn hp sn phm. Cho hn hp sn phm tc dng vi AgNO3/NH3 d thu c 21,6g Ag. Nu un nng hn hp 3 cht trn vi H2SO4 c nhit 140oC th thu c 34,5g hn hp 4 ete v 4,5 gam H2O. Thnh phn % khi lng ru bc 2 c trong hn hp l: A. 61,53% p n A Gii 3 cht hu c l: CH3CH2CH2OH (ROH) ; CH3CH(CH3)OH (ROH) v CH3CH2OCH3 S phn ng : CH3CH2CH2OH CH3CH2CHO 2Ag nROH = B. 46,15% C. 30,77% D. 15,38%

1 1 21,6 nAg = . = 0,1 mol; 2 2 108 4,5 = 0,5 mol 18

nhn xt: s mol 2 ru = 2. s mol nc. nROH + nROH = 2. nROH = 0,5 0,1 = 0,4 mol.

Nhn xt: khi lng cht hu c = mete + mnc = 34,5 + 4,5 = 39g % mROH =

0,4.60 = 61,53%. 39

Cu 21. Chn phn ng ng nht sau y chng minh phenol l axit yu: A. C6H5OH + Na B. C6H5OH + Na2CO3 C. C6H5OH + NaOH D. C6H5ONa + H2O + CO2 p n D Phn ng C6H5ONa + H2O + CO2 C6H5OH + NaHCO3 chng t phenol c tnh axit yu hn c axit cacbonic (H2O + CO2) vn l 1 axit yu. Cu 22. Chia mt lng hn hp hai ancol no, n chc thnh hai phn bng nhau: - Phn 1 em t chy hon ton thu c 2,24 l CO2 (ktc) - Phn 2 em tch nc hon ton thu c hn hp hai anken. t chy hon ton hai anken thu c bao nhiu gam nc? A. 1,2g p n B t cng thc phn t chung ca 2 ancol l C n H 2 n +1OH B. 1,8g C. 2,4g D. 3,6g

12

C n H 2 n +1OH

3n O2 2

n CO2 + ( n +1) H2O

(1) (2) (3)

C n H 2 n +1OH Cn H 2n Ta c : +

H 2 SO4 C n H 2 n + H2O 170o C

3n O2 2

n CO2 + n H2O

S mol H2O (3) = n . S mol anken = n . S mol ancol (1) = s mol CO2 (1) S mol H2O =

2, 24 = 0,1 mol Khi lng H2O = 18. 0,1 =1,8 gam 22, 4
B. C2H4(OH)2 C. C3H6(OH)2 D. C2H5OH

Cu 23. t chy 1 mol ancol no X mch h cn 56 lt O2 (ktc). Cng thc cu to ca X l A. C3H5(OH)3 p n B

nO2 =

56 = 2,5 mol; 22.4 3n + 1 x O2 nCO2 + (n + 1) H2 O 2


2, 5 mol

Phn ng chy: Cn H 2 n + 2Ox + 1 mol

3n + 1 x = 2.5 3n-x= 4 n=2; x= 2. 2

Cu 24. Dy gm cc cht u phn ng vi phenol l: A. dung dch NaCl, dung dch NaOH, Na B. nc brom, anehit axetic, dung dch NaOH C. nc brom, anhirit axetic, dung dch NaOH D. nc brom, axit axetic, dung dch NaOH p n C Lu : Phenol khng tc dng trc tip vi axit hu c (xem li l thuyt) nn khng chn D Cu 25. Cc ng phn ng vi cng thc phn t C8H10O (u l dn xut ca benzen) c tnh cht: tch nc thu c sn phm c th trng hp to polime, khng tc dng vi NaOH. S lng ng phn ng vi cng thc phn t C8H10O, tha mn tnh cht trn l A. 4 p n D Hai ng phn l C6H5CH2H2OH v C6H5CHOHCH3 tch nc u to ra C6H5CH=CH2 (stiren) Cu 26 Cho 1 lt cn 92o tc dng vi Na d. Cho khi lng ring ca ru etylic nguyn cht l 0,8 g/ml. th tch kh H2 c ktc l A. 224,24 lt C. 280 lt p n D 1 lt cn 92o cha 920 ml C2H5OH v 80 ml nc B. 224 lt D. 228,98 lt B. 1 C. 3 D. 2

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S mol C2H5OH l S mol H2O l

920.0,8 = 16 mol 46

80 = 4,444 mol 18

Khi tc dng vi Na xy ra cc phn ng C2H5OH + Na C2H5ONa + 1/2 H2 16 mol H2O 4,444 mol + Na 8 mol NaOH + 1/2 H2 2,222 mol

Th tch kh H2 thu c (ktc) : (8 + 2,222). 22,4 = 228,98 lt Cu 27. Theo danh php IUPAC, hp cht CH3CHOHCH2CH2C(CH3)3 c tn gi A. 5,5-imetylhexan-2-ol B. 5,5-imetylpentan-2-ol C. 2,2-imetylhexan-5-ol D. 2,2-imetylpentan-5-ol. Cu 28. Cng thc no di y ng vi tn gi ancol isobutylic? A. CH3CH2CH2CH2OH B. (CH3)2CHCH2OH

C. CH3CH2CH(OH)CH3
A. Ancol no, n chc B. Ancol a chc

D. (CH3)3COH C. Ancol cha no D. CH3OH

Cu 29. t chy mt ancol c s mol nc gp i s mol CO2. Ancol cho l

Cu 30. So snh linh ng ca nguyn t H trong cc cht: CH3OH; C2H5OH; H2O; C6H5OH; C6H5 (NO2)3OH

A. CH3OH < C2H5OH < H2O < C6H5OH <C6H5 (NO2)3OH. B. CH3OH < C2H5OH <C6H5 (NO2)3OH< H2O < C6H5OH. C. C2H5OH <CH3OH < H2O < C6H5OH< C6H5 (NO2)3OH. D. C6H5 (NO2)3OH< C6H5OH < H2O < CH3OH < C2H5OH
Cu 31. Cho hn hp Z gm 2 ru CxH2x+2O v CyH2yO bit x+y = 6 v x y 1, CTPT ca 2 ru l: A. C3H8O v C5H10O C. C2H6O v C4H8O B. CH4O v C3H6O D. C4H10O v C6H12O

Cu 32. Khi un 1 ancol vi H2SO4 c 170oC thu c 3 anken c cng CTPT l C6H12. Hiro ha 3 anken u thu 2-metylpentan. CTCT ca ancol:

A.

(CH3)2 CH

CH2

CH OH

CH3

B.

(CH3)2 CH

CH OH

CH2

CH3

C. (CH3)2CHCH2 CH2 CH2OH D. A hoc B. Cu 33. Trong cc cht sau, cht no tc dng c vi Cu(OH)2 to dung dch mu xanh lam A. Butan-1-ol C. Propan-1,3-iol B. Glixerol D. C B v C

Cu 34 A, B l hp cht thm c cng cng thc phn t C 7H8O. A tc dng c vi Na, NaOH, B khng tc dng c vi Na v NaOH. Cng thc cu to ca A, B ln lt l: A. C6H5CH2OH v C6H5OCH3 B. HOC6H4CH3 v C6H5OCH3

14

C. C6H5OCH3 v C6H5CH2OH

D. HOC6H4CH3 v C6H5CH2OH

Cu 35 Khi tch nc t mt cht X c cng thc phn t C4H10O to thnh 3 anken l ng phn ca nhau (tnh c ng phn hnh hc). Cng thc cu to thu gn ca X l A. (CH3)3COH C. CH3OCH2CH2CH3 B. CH3CH(CH3)CH2OH D. CH3CH(OH)CH2CH3

Cu 36. B l mt ancol c cha mt lin kt i trong phn t, khi lng phn t ca B nh hn 60 u. B l: A. CH2=CH CH2 OH C. CH2=CH(OH) CH3 A. 2 B. 3
H2SO4c 170oC

B. CH2=CH-OH D. CH2(OH)=CH CH3 C. 4


+ HBr

Cu 37. C bao nhiu ng phn C5H12O b oxi ha thnh anehit? D. 5


+NaOH H2SO4c 170oC dd KMnO4 lnh

Cu 38. Cho s bin ha sau:


butan-1-ol A B D E F

Cho bit B, E l sn phm chnh. A, B, D, E ln lt l:


A. CH2 CH CH2 CH3 ; CH3 CH Br CH3 CH OH B CH2 CH CH2 CH3 ; CH2 Br CH3 ; CH3 CH2 CH2 CH3 ; CH2 CH3 ; CH3 CH CH CH3 CH2 CH3 ;

CH3

CH OH

CH2

CH

CH

CH3

C CH2

CH

CH2

CH3 ; CH2 Br CH3 ; CH3

CH2

CH2

CH3 ;

CH2 OH D.

CH2

CH2

CH

CH

CH3

CH3

CH

CH

CH3 ; CH3

CH Br

CH2

CH3 ;

CH3

CH OH

CH2

CH3 ; CH3

CH

CH

CH3

Cu 39. Dng 1 ha cht duy nht hy phn bit dung dch phenol v ru benzylic. A. NaHCO3 B. Na C. dung dch brom D. H2O Cu 40. Khi phn tch cht hu c A (cha C, H, O) th c mC + mH = 3,5 mO. Ly hai ancol n chc X,Y em un nng vi H2SO4 c 1400C th thu c A. Bit A, X, Y c cu to mch h. Cng thc cu to cu A, X, Y ln lt l A. CH3-O-CH=CH-CH3; CH3OH, CH2=CH-CH2OH B. CH3-O-CH2-CH=CH2; CH3OH, CH2=CH-CH2OH

15

C. C2H5-O-CH=CH2; C2H5OH, CH2=CH-OH D. CH3-O-CH2-CH3; CH3OH, CH3-CH2OH Cu 41. 0,1 mol ancol X tc dng vi natri d to ra 3,36 lt H 2 (ktc). Mt khc t chy X sinh ra CO2 v H2O theo t l mol tng ng l 3 : 4. Tn gi ca ancol X l A. ancol propan-1-ol C. ancol propan-1,2-iol B. ancol propan-2-ol D. ancol propan-1,2,3-triol (glixerol)

Cu 42. T mt ancol no n chc A, oxi ha bng oxi khng kh c xc tc Cu, ngi ta iu ch c mt cht lng B d bay hi v khng tc dng vi natri. Phn tch B cho thy t l v khi lng cc nguyn t l mC : mH : mO = 12 : 2 : 4. Cng thc cu to ca ancol A l A. CH3OH C. CH3-CHOH-CH3 B. C2H5OH D. CH3-CH2-CH2-CH2-OH

Cu 43. Cho cc cht sau: phenol, etanol, axit axetic, natri phenolat, natri hiroxit. S cp cht tc dng c vi nhau l A. 4. B. 3. C. 2. D. 1. Cu 44. Cho s chuyn ho: Glucoz X Y CH3COOH. Hai cht X, Y ln lt l A. CH3CH2OH v CH2=CH2. B. CH3CHO v CH3CH2OH. C. CH3CH2OH v CH3CHO. D. CH3CH(OH)COOH v CH3CHO. Cu 45. t chy hon ton mt ru (ancol) X thu c CO2 v H2O c t l s mol tng ng l 3 : 4. Th tch kh oxi cn dng t chy X bng 1,5 ln th tch kh CO2 thu c ( cng iu kin). Cng thc phn t ca X l A. C3H8O3. C. C3H8O2. B. C3H4O. D. C3H8O.

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