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c) (CH3)3COH g)
Bi 2. Hy vit cng thc cu to v gi tn cc ancol ng phn ng vi cng thc phn t C 4H10O, C5H12O, C6H12O Bi 3. Vit CTCT a. Ru bc I c CTPT C6H14O b. Ru thm c CTPT C8H10O c. Ru a chc c CTPT C3H8O2 Bi 4. Vit CTCT a. Hp cht n chc c CTPT C4H10O v gi tn b. Ru khng no c CTPT C4H8O Bi 5. Vit CTTQ ca ru a. no n chc, h b. no a chc mch h c. ru tng qut Bi 6. Cho ru A c CTPT C5H12O , A phn ng vi CuO ,t 0 to ra B phn ng trng gng (dd AgNO 3/NH3) .Khi tch H2O ca A bng ddH 2SO4 c nng ch thu c sn phm duy nht C khng lm mt mu ddBr 2 k thng. Tm CTCT A, B, C vit ptpu v gi tn A Bi 7. Cho ru X c CTPT C8H10O, A phn ng vi CuO, t 0 to ra Y phn ng trng gng (dd AgNO 3/NH3). Khi tch H2O ca A bng ddH 2SO4 c nng 170 0C thu c sn phm Z, trng hp Z c polime T . Tm CTCT X, Y, Z, T v vit ptpu Bi 8. iu kin mt ru a chc ha tan c Cu(OH)2/OH- : phi c 2 nhm OH- lin kt vi hai nguyn t C gn nhau. Hy cho bit ru C4H10O2 c bao nhiu CTCT ha tan c Cu(OH)2/OH- cho dung dch mu xanh. Bi 9. Cho A c CTCT HO-C6H4-CH2OH .Vit ptpu ca A vi : ddHCl, Na, NaOH, CuO nung nng. Bi 10. Trong tinh du bc h c mentol, tinh du hoa hng c geraniol. Cng thc thu gn nht ca chng cho bi khi nim v tecpen. a) Hy vit cng thc thu gn, phn loi v gi tn chng theo IUPAC. b) Vit phng trnh ho hc ca phn ng khi cho tc dng vi Br 2 d v vi CuO un nng. II. Tnh cht vt l. Bi 1. a. Trong dd ru tn ti bao nhiu loi lin kt hidro. Vit cng thc biu din b. Trong hn hp ru etylic v phenol tn ti bao nhiu loi lin kt hidro. Vit cng thc biu din Bi 2. so snh nhit si ca cc cht cho di y(sp xp theo chiu tng dn): ru etylic, ru propylic, propan, clopropan, axit fomic. Gii thch III. Tnh cht cht ha hc v iu ch. Bi 1 1. 2. Vit cc phng trnh phn ng trc tip iu ch ru tylic, Glyxrin. Phn ng no dng sn xut cng nghip ? Vit cc phng trnh phn ng iu ch ru tylic; ru Mtylic; ru Alytic; Glyxrin; Propandiol -1,2; rru Benzylic t vi v than . . .
Nu nguyn tc chung chuyn ru t bc 1 thnh bc 2 v t ru bc 2 thnh bc 3 ? Cho v d minh ho 4. ru l g ? Cho v d Bi 2. Cho cc ru c cng thc l C3H8On 3. 1. 2. Vit cng thc cu to ca cc ru v gi tn Vit phng trnh phn ng khi cho cc ru trn tc dng vi Na, CuO/t 0, Cu(OH)2, HNO3, CH3COOH/H2SO4 c nng
Cl2
B A
C2H5OH xt
+D
xt
C2H5Cl
E A R
NaOH C2H5OH
A +C
Na
G
H2O
A, B, C, . . . l k hiu ca cc cht v c v hu c. hon thnh s phn ng. Bit A cha 2 nguyn t Ccbon Bi 4. Hy vit cc phng trnh ho hc ca phn ng v gi tn cc sn phm hu c to thnh trong cc trng hp sau : a) Propan-2-ol tc dng vi H 2SO4 c 140oC. b) Metanol tc dng vi H 2SO4 c to thnh imetyl sunfat. c) Propan-2-ol tc dng vi KBr v H 2SO4 un nng. d) Ancol isoamylic tc dng vi H 2SO4 c 180oC. Bi 9. Bng phng php ho hc, hy phn bit cc cht trong cc nhm sau : a) Butyl metyl ete, butan-1,4-iol v etylen glicol (etan-1,2-iol) b) Xiclopentanol, pent-4-en-1-ol v glixerol.
Cu 7. Tnh khi lng tinh bt ( cha 80%-(C6H10O5)n ) cn ly iu ch 7 lit ancoletylic 450 bit D=0,8g/ml v hiu sut qu trnh iu ch l 75% Cu 8. Tnh khi lng glucozo cn ly iu ch a lit ancoletylic 450 bit D=0,8g/ml v hiu sut phn ng iu ch l 75%. Lng kh CO2 sinh ra hp th hon ton vo 1lit dd Ca(OH) 2 1M thu c 60gam kt ta.
Cu 19: Cho 28,2g hn hp hai ancol no n chc, mch h k nhau trong dy ng ng tc dng ht vi Na (ly d), sinh ra 8,4 lt kh H2 (kc). Vit CTCT ca hai ancol v tnh thnh phn % v khi lng ca chng trong hn hp, bit phn ng xy ra hon ton? s:CH 3OH (51,06%); C2H5OH (48,94%) Cu 20: Cho 28,2gam hn hp hai ancol no, n chc, mch h k tip nhau trong dy ng ng tc dng ht vi Na thu c 8,4 lt H2(ktc). Vit CTCT ca hai ancol trn v tnh thnh phn % khi lng ca chng, bit phn ng xy ra hon ton? s: 51,06%CH3OH; 48.94%C2H5OH Cu 21: Cho 25,8gam hn hp hai ancol no n chc k tip nhau trong dy ng ng tc dng ht vi Na d thu c 5,6 lt H2(ktc). Vit CTPT ca hai ru trn v tnh thnh phn % khi lng ca chng ? Cu 22: Hn hp A cha Glixerol v mt ancol no, n chc, mch h. Cho 20,3 gam A tc dng vi Na d thu c 5,04lt H2 (ktc) mt khc 8,12gam A ha tan va ht 1,96gam Cu(OH) 2. Hy xc nh CTPT v % khi lng ca ancol trong hn hp A? s:C4H9OH(54,95%) Cu 23. t chy hon ton m gam 2 ancol l ng ng k tip ca nhau thu c 0,3 mol CO 2 v 7,65 g H2O. Mt khc nu cho m gam hn hp 2 ancol trn tc dng vi Na th thu c 2,8 lt kh H 2 (ktc). Xc nh CTPT vit CTCT ca hai ancol trn? Cu 24: t chy 23g mt hp cht hu c A thu c 44g CO 2 v 27g H2O. a/Chng minh rng A l mt hp cht no c cha Oxi. b/Xc nh CTCT ca A bit rng A tc dng vi Na to ra kh H2 . c/Mt hn hp X gm A v mt hp cht B thuc cng dy ng ng vi A, khi lng ca X l 18,8g. X tc dng vi Na d to ra 5,6lt H2 (kc). Xc inh B v thnh phn hn hp X? s:C2H5OH(0,2mol); CH3OH(0,3mol). Cu 25: Cho 16,6 gam hn hp gm ancol etylic v ancol propylic phn ng ht vi Na d thu c 3,36 lt H2(ktc). Tnh thnh phn % khi lng cc ru c trong hn hp? s: 27,7%C 2H5OH Cu 26. Chia m gam hn hp X gm 2 ancol A v B thnh 2 phn bng nhau : Phn 1 : Cho tc dng vi Na d thu c 1,68 lt H2 (ktc) Phn 2 : t chy hon ton thu c 9,9 gam CO2 v 6,75 gam H2O. Gi tr ca m ?
BI 2: PHENOL
I. L THUYT
1. Hy vit cng thc cu to cc ng phn c cng thc phn t C 7H8O cha vng benzen. Gi tn v phn loi chng theo nhm chc. 2. Cho phenol tc dng vi hiro c xc tc Ni v un nng th thu c xiclohexanol. Vit phng trnh ho hc ca phn ng v ngh phng php tch ly xiclohexanol v thu hi phenol cn d (da vo tnh cht vt l v ho hc). Hy nhn bit cc cht trong cc nhm sau y da vo tnh cht vt l v ho hc ca chng : a) Phenol, etanol v xiclohexanol. v benzyl clorua. b) p-Crezol, glixerol
3.
4. Hon thnh cc phng trnh ho hc ca phn ng sau, v r vng benzen : a) oBrC6H4CH2Br + NaOH (dd) ; b) p-HOCH2C6H4OH + HBr c) mHOCH2C6H4OH + NaOH (dd) ; d) p-CH3C6H4OH + Br2 (dd) 5. Hin nay, trong cng nghip ngi ta iu ch etanol v phenol nh th no ? Vit s phn ng ? Bi 1 1. Phnol l g ? Phn bit Phnol v ru thm ? Cho v d ? 2. Vit cng thc cu to ca cc hp cht thm c cu to phn t C7H8O v gi tn 3. Nu v vit phng trnh phn ng minh ho tnh cht ho hc ca Phnol 4. Nu nh hng qua li trong phn t Phnol. vit phng trnh phn ng minh ho 5. So snh mc linh ng ca nguyn t H trong nhm - OH ca Phnol v ru tylic. Vit phng trnh phn ng minh ho 6. Chng minh rng Phnol c tnh axit v l axit yu Bi 2 Cho hp cht c cng thc cu to
HO
CH2OH
Vit phng trnh phn ng khi cho vht ny tc dng vi K; KOH; Dung dch Br 2; HCl Bi 3: Cho Na ln lt vo ru etylic; axit axetic; phenol. Trng hp no xy ra phn ng? Nu thay bng dung dch NaOH; Na2CO3 th kt qu th no. Vit cc phng trnh phn ng Bi 4: a/ T vi v cc cht v c cn thit hy iu ch phenol v axit picric b/ Axit benzylic t phenol v ngc li Bi 5: i t cht ban u l metan, cc cht v c v iu kin phn ng cn thit hy vit phng trnh iu ch: a/ Nha phenolfomanehit b/ Anehit benzoic Bi 6. T Tluen v cc cht v c cn thit, hy vit cc phng trnh iu ch : a) C6H5CH2OH b) p CH3C6H4OH Bi 7. a/ T Benzen c th iu ch c m Nitrophnol b/ xi ho Xiclohexanol bng axit Nitric c thu c axit Aipic. Vit cc phng trnh phn ng Bi 8: Bng phng php ha hc hy phn bit cc cht lng: a/ Benzen; phenol; ru benzylic; stiren; toluen b/ Phenol; ru n-propylic; glixerin Bi 9: a/ C 2 ng nghim khng nhn cha tng cht ring bit : ru butylic, phenol (lng). Bng phng php ha hc, hy nhn bit xem ng nghim no ng cht g ? Vit phng trnh phn ng. b/ Cho 1 hn hp gm ru butylic v phenol. Bng phng php ha hc , hy tch 2 cht ra khi nhau . Vit phng trnh phn ng.
Bi 3:Mt dung dch cha 6,1g cht ng ng ca phenol n chc. Cho dung dch trn tc dng vi nc brom d thu c 17,95g hp cht cha ba nguyn t brom trong phn t .Xc nh CTPT ca cht s:C 8H10O Bi 4: Mt hn hp gm ru metylic, ru etylic v phenol c khi lng 28,9g. Chia hn hp thnh hai phn bng nhau. Phn 1 cho phn ng hon ton vi Na cho 2,806(l) H2 ( 270C, 750mm Hg). Phn 2 cho phn ng va ht vi 100ml dung dch NaOH 1M a/ Vit cc phn ng xy ra b/ Tnh thnh phn % cc cht trong hn hp? s:%CH 3OH=11,07; %C2H5OH=23,88 Bi 5 :t chy 5,8g cht hu c Ata thu c 2,65g Na2CO3, 2,25g H2O v 12,1g CO2 a/ Xc nh C.T.P.T. ca A, bit 1 phn t A ch cha 1 nguyn t oxi b/ Cho kh CO2 sc vo dung dch ca A thu c cht B l mt dn xut ca benzen . trung ha a(g) hn hp gm B v mt ng ng tip theo C ca B cn dng 200(g) dung dch NaOH nng (6a/31)%. Tnh t l s mol ca B v C trong hn hp X s:n B:nC=12 Bi 6 : a/ Xc nh thnh phn % khi lng hn hp (A) gm benzen, phenol v ru etylic, bit rng : * 71,1(g) (A)trung ha va 2 lt dung dch NaOH 0,25M * 142,2(g) (A) tc dng vi Na d gii phng 14,784lt H2 (o 27,3 C , 1 atm) b/ Tch phenol ra khi 71,1(g) hn hp (A) trn ri cho lng phenol ny tc dng vi 630 (g) HNO 3 Phn ng hon ton cho ra 1 sn phm th duy nht cha 18,34% N . Tnh s mol HNO 3 cn li s:%C6H5OH=66,1; %C2H5OH=6,47; b/ 8,5mol Bi 7: a/ Axit picric(tc 2,4,6_trintophenol) c iu ch bng cch cho phenol tc dng vi hn hp gm axit nitric c v axit sunfuric c(lm cht xc tc). Vit phng trnh phn ng b/ Cho 47g phenol tc dng vi hn hp gm 200g HNO 3 68% v 250g H2SO4 96%. Ga s phn ng xy ra hon ton, hy tnh: Khi lng axit picric sinh ra v nng % HNO 3 cn d sau khi tch ht axit picric ra khi hn hp? s:m=114,5g; C%HNO 3 d=10,85 Bi 8: Tm CTPT v CTCT cc cht trong mi trng hp sau: a/ 0,54g mt ng ng ca phenol (n chc) trung ha va bi 10ml NaOH 0,5M b/ t chy hon ton 1,22g mt ru thm n chc thu c 3,52 g CO 2 Bi 9: t chy hon ton 0,324g hp cht hu c X (cha C, H, O). Sn phm chy c dn qua bnh cha 380ml dung dch Ba(OH)2 0,05ml ta thy kt ta b tan mt phn ng thi khi lng bnh tng ln 1,14g. Cn nu sn phm chy dn qua 220ml dung dch Ba(OH) 2 0,1M th kt ta cc i. Tm CTPT ca X bit rng t khi hi ca X so vi He l 27 Bi 10: Hn hp gm axit benzoic v phenol lm mt mu va 1,5kg nc Brom 3,2%. trung ha cc cht sau th nghim phi dng 180,2ml dung dch NaOH 10% (D=1,11 g/ml). Xc nh thnh phn hn hp.