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Chng 4. H !"#$%$&#n Nh 'n ( )*


PH+N T,-C NGHIM KH.CH /UAN 0 *M1$ !2 & 34 0 C5* 6. Hp cht hu c c s nguyn t hiro bng hai ln s nguyn t cacbon v lm mt mu ung !ch brom" Hp cht l # $" m%tan" B. 748(7n" &" a'%til%n" (" b%n)%n" C5* 9.Hp cht hu c c s nguyn t hiro bng s nguyn t cacbon* tham gia ph+n ,ng c-ng v tham gia ph+n ,ng th. nh/ng 0h1ng lm mt mu ung !ch brom" Hp cht l $" m%tan" 2" a'%til%n" &" %til%n" :. &7n;7n. C5* <.Hp cht hu c l cht 0h3 3t tan trong n/4c* tham gia ph+n ,ng th.* 0h1ng tham gia ph+n ,ng c-ng" Hp cht l # A. =74%n. 2" %til%n" &" a'%til%n" (" b%n)%n" C5* 4. & nhng t5* c6m t5 sau # ho7 tr! 8* th%o 9ng ho7 tr!* lin 0.t tr:c ti.p* lin 0.t '7c !nh* o'i* hiro* cacbon* """ H;y ch<n t5* c6m t5 th3ch hp i=n vo ch> trng trong c?u sau # a@ Arong c7c hp cht hu c* c7c nguyn t lin 0.t v4i nhau """""""""""""BC@""""" cDa ch9ng" b@ Ehng nguyn t """""BF@"""""" trong ph?n t hp cht hu c c thG """"""""""""BH@""""""""v4i nhau tIo thnh mIch cacbon" c@ J>i hp cht h/K c c m-t trLt t: """"""""""""B8@""""""" gia c7c nguyn t trong ph?n t" M7p 7n # a@ BC@ theo ng ho tr b@ BF@ cacbon BH@ lin kt trc tip c@ B8@ lin kt xc nh C5* >. J-t hp cht hu c l cht 0h3 3t tan trong n/4c* ch7y to+ nhi=u nhiNt* tIo thnh 0h3 cacbonic v hi n/4c* chO tham gia ph+n ,ng th. clo* 0h1ng tham gia ph+n ,ng c-ng clo" Hp cht c c1ng th,c ph?n t l A. CH4 " 2" &FHF " &" &FH8" (" &PHP " C5* ?. &ho c7c cht# J%tan* a'%til%n* %til%n* b%n)%n* poli%til%n" &7c cht trong ph?n t chO c lin 0.t n l $" m%tan* %til%n" 2" b%n)%n* poli%til%n" C. =74%n@ A#( 74 (7n. (" a'%til%n* m%tan" C5* B. &ho c7c cht# J%tan* a'%til%n* %til%n* b%n)%n* poli%til%n" &7c cht trong ph?n t c lin 0.t 1i l # A. &7n;7n@ 74 (7n. 2" %til%n* m%tan &" a'%til%n* poli%til%n" (" m%tan* a'%til%n *M1$ !2 h C* 0 C5* D. Hp cht hu c l cht 0h3 3t tan trong n/4c* lm mt mu ung !ch brom* t ch7y hon ton C mol 0h3 ny sinh ra 0h3 cacbonic v C mol hi n/4c" Hp cht l $" m%tan" 2" %til%n" C. %E74 (7n" (" b%n)%n" C5* F.Arong nhm c7c hirocacbon sau* nhm hirocacbon no c ph+n ,ng Qc tr/ng l ph+n ,ng c-ngR $" &FH8 * &H8 " 2" &FH8 * &PHP " C. C9H4 @ C9H9 " (" &FHF * &PHP "

C5* 6G. &ht hu c 0hi ch7y tIo s+n phSm &T F v HFT v4i tO lN s mol l C # F c c1ng th,c ph?n t l A. CH4" 2" &FH8 " &" &FHF " (" &PHP " C5* 66. J-t hp cht hu c l cht 0h3 3t tan trong n/4c* tham gia ph+n ,ng c-ng brom* ch7y to+ nhi=u nhiNt* tIo thnh 0h3 cacbonic v hi n/4c* l nguyn liNu G i=u ch. nh:a hoQc ancol %tylic bng m-t ph+n ,ng" Hp cht c c1ng th,c ph?n t l # $" &H8 " 2" &FHF " C. C9H4 " (" &PHP " *M1$ !2 HIn JKng 0 C5* 69. Uh3 &FHF lVn 0h3 &TF* WTF* hi n/4c" MG thu /c 0h3 & FHF tinh 0hi.t cn Vn h>n hp 0h3 Xua # $" ung !ch n/4c brom /" 2" ung !ch 0i=m /" C. J*ng JL$h N%MH J "N O*% JJ H9PM4 !Q$. (" ung !ch n/4c brom / rYi Xua HFWT8 Qc" C5* 6<. J-t hp cht hu c l cht 0h3 3t tan trong n/4c* hp cht tham gia ph+n ,ng c-ng brom* t ch7y hon ton m-t thG t3ch 0h3 ny cn H thG t3ch o'i sinh ra F thG t3ch hi n/4c v 0h3 cacbonic" Hp cht c c1ng th,c ph?n t l $" &H8 " 2" &FHF" C. C9H4 . (" &PHP " TR SUN 0 *M1$ !2 & 34 C5* 6. Ztil%n v a'%til%n =u c lin 0.t b-i trong ph?n t" &h9ng =u tham gia ph+n ,ng ch7y v c-ng brom" [i.t ph/ng tr\nh ho7 h<c G minh hoI" TUA Un : &hO c %til%n v a'%til%n ph+n ,ng c-ng brom" (o %til%n v a'%til%n c lin 0.t b-i trong ph?n t" &FH8 ] 2rF ^ &FH82rF &FHF ] F2rF ^ &FHF2r8 C5* 9. Mi=n vo ch> trng c1ng th,c ho7 h<c v i=u 0iNn th3ch hp" R C" &HF _ &HF ] HFT &FH`TH R F" R ] &lF &HH&l ] R R H" &PHP ] R &PH`2r ] R axit TUA Un # C" &HF _ &HF ] HFT &FH`TH
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R F" &H8 ] &lF &HH&l ] H&l Fe H" &PHP ] 2rF &PH`2r ] H2r *M1$ !2 h C* 0 C5* <.& c7c cht # J%tan* %til%n* a'%til%n* b%n)%n" &ht no c ph+n ,ng c-ng brom R AIi sao R [i.t c7c ph/ng tr\nh ho7 h<c cDa ph+n ,ng G minh h<a" &hO c %til%n v a'%til%n ph+n ,ng c-ng brom" (o %til%n v a'%til%n c lin 0.t b-i trong ph?n t" &FH8 ] 2rF ^ &FH82rF C2H2 + 2Br2 ^ C2H2Br4 C5* 4. Hon thnh c7c ph/ng tr\nh ho7 h<c sau# R &PHP ] R &PH`&l ] R &FH8 ] 2rF R R &FH8 ] R &FH`TH Fe TUA Un # &PHP ] &lF &PH`&l ] H&l

&FH8 ] 2rF &FH82rF axit &FH8 ] HFT &FH`TH C5* >. [i.t ph/ng tr\nh ho7 h<c biGu ibn ph+n ,ng ch7y cDa m%tan* %til%n* a'%til%n v4i o'i" EhLn 'ct tO lN s mol &TF v s mol HFT sinh ra sau ph+n ,ng d m>i eAHH" HiNn t/ng g\ '+y ra 0hi s6c 0h3 &FH8 Xua 2rF" [i.t eAHH" TUA Un # &H8 ] FTF

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EhLn 'ct # eh+n ,ng C s mol &TF f s mol HFT eh+n ,ng F s mol &TF _ s mol HFT eh+n ,ng H s mol &TF g s mol HFT h E/4c brom mt mu # &FH8 ] 2rF &FH82rF *M1$ !2 HIn JKng 0 C5* ?. 2ng ph/ng ph7p ho7 h<c nhLn bi.t H 0h3 # &T F* &H8* &FH8" [i.t c7c ph/ng tr\nh ho7 h<c" TUA Un 0 h in l/t s6c c7c 0h3 vo n/4c v1i trong* nhLn ra &TF o n/4c v1i trong vSn 6c" &TF ] &aBTH@F &a&TH ] HFT h in l/t Vn F 0h3 cjn lIi vo ung !ch brom" Uh3 lm mt mu brom l C2H4" &FH8 ] 2rF &FH82rF h Uh3 cjn lIi l &H8" C5* B. 2ng ph/ng ph7p ha h<c* lm th. no ph?n biNt /c c7c 0h3 # cacbonic* m%tan* %til%n R [i.t c7c ph/ng tr\nh ho7 h<c cDa ph+n ,ng Bn.u c@ G gi+i th3ch" h in l/t s6c c7c 0h3 vo n/4c v1i trong* nhLn ra cacbonic o n/4c v1i trong vSn 6c" &TF ] &aBTH@F &a&TH ] HFT h in l/t Vn F 0h3 cjn lIi vo ung !ch brom" Uh3 lm mt mu brom l %til%n" &FH8 ] 2rF &FH82rF h Uh3 cjn lIi l m%tan" C5* D. &ho F*k l3t h>n hp m%tan v %til%n B0tc@ l-i Xua ung !ch brom /* ng/li ta thu /c 8*m gam ibrom%tan" C" [i.t ph/ng tr\nh ho7 h<c cDa ph+n ,ng '+y ra" F" A3nh thnh phn phn trnm cDa h>n hp th%o thG t3ch"B2r _ ko p & _ CF p H _ C@ TUA Un 0 C" H>n hp m%tan v %til%n l-i Xua ung !ch brom chO c %til%n tham gia ph+n ,ng* m%tan bay ra # &FH8 ] 2rF &FH82rF W mol &FH8 _ &FH82rF _ oF` AhG t3ch %til%n l o*`P l3t" F" &FH8 l Foqp &H8 l koq" C5* F. Mt ch7y hon ton C hirocacbon* sau ph+n ,ng thu /c P*mF l3t &T F v `*8 g HFT" AO 0hi hi cDa hirocacbon so v4i o'i bng C*HCF`" r7c !nh c1ng th,c ph?n t cDa hirocacbon"

TUA Un 0 W mol &TF _ o*H molp HFT _ o*H mol" [\ s mol &TF _ s mol HFT nn hirocacbon c c1ng th,c # &nHFn" &nHFn ]
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PH+N T,-C NGHIM KH.CH /UAN 0 *M1$ !2 & 34 C5* 6. Hp cht hu c r tIo bdi &* H v T c m-t s t3nh cht # l cht lsng* 0h1ng mu* tan v1 hIn trong n/4c* t7c 6ng v4i natri gi+i phng 0h3 hiro* tham gia ph+n ,ng tIo s+n phSm %st%* nh/ng 0h1ng t7c 6ng v4i ung !ch EaTH" r c c1ng th,c l # $" &HHhTh&HH B. C9H>MH &" &HHt&TTH (" &HH&TTh&FH` C5* 9. Hp cht hu c u lm cho Xuv t3m chuyGn sang mu s* t7c 6ng /c v4i m-t s 0im loIi* o'it ba)* ba)* mui cacbonat* u c ch,a nhm # $" &H_T" 2" TH " C. CMMH " (" &HH " C5* <. Uhi tnng nhiNt - th\ - tan cDa c7c cht rwn trong n/4c A. AhZn ([n (\ 4]ng" 2" =u gi+m" &" 0h1ng xi" (" phn l4n l gi+m" C5* 4. Hp cht hu c v5a t7c 6ng v4i Ea* v5a t7c 6ng v4i ung !ch EaTH c c1ng th,c ph?n t l # $" &FHPT p 2" &PHP p &" &FH8 p :. C9H4M9 C5* >. &ho c7c cht # m%tan* %til%n* a'%til%n* b%n)%n* ancol %tylic* a'it a'%tic* %tan" (;y gYm c7c cht trong ph?n t chO c lin 0.t n l $" m%tan* %til%n* a'%til%n" B. %n$#( 748( $@ =74%n@ 74%n. &" b%n)%n* ancol %tylic* a'it a'%tic" (" %tan* %til%n* a'it a'%tic" C5* ?. &ho c7c cht # m%tan* %til%n* a'%til%n* b%n)%n* ancol %tylic* a'it a'%tic* %tan" (;y gYm c7c cht trong ph?n t chO c C lin 0.t 1i l A. %E 4 %E74 $@ 74 (7n" 2" b%n)%n* a'%til%n" &" ancol %tylic* %tan" (" m%tan* %til%n" C5* B. J-t hp cht l cht rwn* tan nhi=u trong n/4c* c ph+n ,ng tr7ng g/ng" Hp cht c c1ng th,c l # $" &CFHFFTCC p 2" &a&TH p &" B&CmHH`&TT@H&HH` p :. C?H69M? Bsaccaro)@ Bgluco)@ C5* D. &ho c7c cht# ancol %tylic* a'it a'%tic* gluco)* cht bco* saccaro)* '%nlulo)" (;y gYm c7c cht =u tan trong n/4c l $" ancol %tylic* gluco)* cht bco* '%nlulo)" B. %n$#( 748( $@ %E 4 %E74 $@ g(*$#;. &" gluco)* cht bco* saccaro)" (" a'it a'%tic* saccaro)* '%nlulo)"

C5* F. &ho c7c cht# ancol %tylic* a'it a'%tic* gluco)* cht bco* saccaro)* '%nlulo)" (;y gYm c7c cht =u c ph+n ,ng thuy ph?n l A. ^%$$%"#;@ $hW4 &_#@ E7n(*(#;" 2" cht bco* a'it a'%tic* saccaro)" &" saccaro)* '%nlulo)* ancol %tylic" (" a'it a'%tic* cht bco* '%nlulo)" C5* 6G. &ho c7c cht# ancol %tylic* a'it a'%tic* gluco)* cht bco* saccaro)* '%nlulo)" Ehm c7c cht c chung c1ng th,c txng Xu7t l $" ancol %tylic* a'it a'%tic" 2" &ht bco* '%nlulo)" C. P%$$%"#;@ g(*$#;. (" $'it a'%tic* gluco)" C5* 66. &ho c7c cht# Ea* &a&TH* &HH&TTH* TF* EaTH* Jg" $ncol %tylic ph+n ,ng /c v4i# $" Ea* &a&TH* &HH&TTH" 2" &HH&TTH* TF* EaTH" C. N%@ CH<CMMH@ M9 (" Ea* TF* Jg" C5* 69. zhcp ,ng 6ng d c-t B{{@ v4i cht t/ng ,ng d c-t B{@ Cht (I) ng dng (II) $" &HH&TTH" C" W+n 'ut giy 2" &ht bco F" Ah:c phSm &" zluco) H" W+n 'ut vitamin & (" Ainh b-t 8" W+n 'ut ' phjng Z" r%nlulo) `" W+n 'ut phSm nhu-m P" Ar7ng g/ng m" W+n 'ut v+i si TUA Un 0 $t ` 2 t F*8 & t F*H*P (tF Z tC*m C5* 6<. & c7c cht sau # &FH`TH* EaTH* 2aBETH@F* &a&TH* Ea* &u" $'it a'%tic t7c 6ng /c v4i# $" &FH`TH* EaTH* 2aBETH@F* &a&TH* Ea* &u B. C9H>MH@ N%MH@ C%CM<@ N% &" &FH`TH* EaTH* 2aBETH@F* &a&TH* Ea (" EaTH* &a&TH* Ea* &u" C5* 64. J-t hp cht hu c c thnh phn gYm c7c nguyn t &* H v T c m-t s t3nh cht # h i cht lsng* 0h1ng mu* tan v1 hIn trong n/4c p h Hp cht t7c 6ng v4i natri gi+i phng 0h3 hiro p h Hp cht tham gia ph+n ,ng tIo s+n phSm %st% p h Hp cht 0h1ng lm cho 7 v1i sDi b<t" Hp cht c c1ng th,c l $" &HHhTh&HH B. C9H>MH &" &HHh&TTH (" &HHh&TTh&FH` M1$ !2 h C* 0 C5* 6>. Arong c7c cht sau # Jg* &u* JgT* UTH* EaFWT8* EaFWTH" (ung !ch a'it a'%tic t7c 6ng /c v4i # $" &u* JgT* EaFWT8* EaFWTH" 2" JgT* UTH* EaFWT8* EaFWTH" &" Jg* &u* JgT* UTH" :. Mg@ MgM@ KMH@ N%9PM<. C5* 6?. (;y gYm c7c cht =u lm mt mu ung !ch brom l # $" &H8* &PHP B. C9H4@ C9H9

&" &H8* &FHF (" &PHP* &FHF C5* 6B. (;y gYm c7c cht =u ph+n ,ng v4i ung !ch EaTH l # $" &HH&TTH* ( &PHCoT` ) n 2" &HH&TT&FH`* &FH`TH &" &HH&TTH* &PHCFTP :. CH<CMMH@ CH<CMMC9H> C5* 6D. (;y gYm c7c cht =u ph+n ,ng v4i 0im loIi natri l # $" &HH&TTH* ( C6H10O5 ) n &" &HH&TTH* &PHCFTP B. CH<CMMH@ C9H>MH (" &HH&TTH* &HH&TT&FH` C5* 6F. (;y gYm c7c cht =u ph+n ,ng v4i a'it H&l l# $" &HH&TTH* ( C6H10O5 ) n * eZ 2" &HH&TT&FH`* &FH`TH* e[& &" &HH&TTH* &PHCFTP* &FH`&l* :. CH<CMMN%@ CH<CMMC9H>@ ( C6H10O5 ) n C5* 9G. (;y gYm c7c cht =u c ph+n ,ng thuy ph?n l# $" Ainh b-t* '%nlulo)* e[&" B. T nh &24@ E7n(*(#;@ A"#47 n@ ^%$$%"#;@ $hW4 &_#. &" Ainh b-t* '%nlulo)* prot%in* saccaro)* gluco)" (" Ainh b-t* '%nlulo)* prot%in* saccaro)* eZ *M1$ !2 HIn JKng 0 C5* 96. MG nhLn ra H l< :ng c7c ung !ch 0h1ng mu # &H H&TTH* &PHCFTP Bgluco)@p &FH`TH b! mt nh;n* bng ph/ng ph7p ho7 h<c G nhLn ra ba ung !ch trn c thG |ng $" giy Xuv t3m" 2" ung !ch $gFT}EHH" &" giy Xuv t3m v Ea" :. g W8 O*` 4a= H\ J*ng JL$h Ag9MbNH<. PH+N TR SUN *M1$ !2 & 34 C5* 6. & c7c cht sau # &FH`TH* &HHh&TTH* EaTH* Ea&l* Ea* &u" Ehng cQp cht t7c 6ng /c v4i nhau # a@ &FH`TH ] &HHh&TTH c '9c t7c HFWT8 Qc* to b@ &FH`TH ] EaTH c@ &FH`TH ] Ea&l @ &FH`TH ] Ea %@ &HH&TTH ] EaTH ~@ &HH&TTH ] Ea&l g@ &HH&TTH ] Ea h@ &HH&TTH ] &u TUA Un 0 &?u 9ng # a* * %* g p &?u sai # b* c* ~* h" *M1$ !2 h C* C5* 9. Ah:c hiNn ;y chuyGn ho7 sau bng c7c ph/ng tr\nh ho7 h<c* ghi r i=u 0iNn ph+n ,ng # BC@ BF@ BH@ B8@ &FH8 &FH`TH &HH&TTH &HH&TT&FH` &HH&TTEa TUA Un : a'it C" &HF _&HF ] HFT &FH`TH

F" H"

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8" &HH&TT&FH` ] EaTH &HH&TTEa ] &FH`TH C5* <. A5 tinh b-t ng/li ta s+n 'ut a'it a'%tic th%o s Y sau # (1) (2) (3) Ainh b-t gluco) ancol %tylic a'it a'%tic C" [i.t ph/ng tr\nh ho7 h<c cDa ph+n ,ng '+y ra" F" A3nh 0hi l/ng a'it a'%tic thu /c 0hi cho ln m%n C tn ngK cc ch,a kCq tinh b-t" Bcho T _ CP p & _ CF p H _ C@" TUA Un : C"
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&HH&TT&FH` ] HFT &FH`TH ] &HH&TTH C5* >. [i.t c7c ph/ng tr\nh ho7 h<c th:c hiNn ;y bi.n ho7 ho7 h<c th%o s Y sau#
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*M1$ !2 HIn JKng C5* ?. A5 cht ban u l %til%n c thG i=u ch. ra %tyl a'%tat" [i.t c7c ph/ng tr\nh ho7 h<c G minh hoI" &7c i=u 0iNn cn thi.t cho ph+n ,ng '+y ra c D" TUA Un 0 H &HF_&HF ] HFT &FH`TH m%n &FH`TH ] TF &HH&TTH ] HFT H SO ! " ct &HH&TTH ] &FH`TH &HH&TT&FH` ] HFT C5* B. 2ng ph/ng ph7p ha h<c* lm th. no ph?n biNt /c c7c ung !ch # ancol %tylic* a'it a'%tic* gluco) R [i.t c7c ph/ng tr\nh ho7 h<c cDa ph+n ,ng Bn.u c@ G gi+i th3ch TUA Un 0 tEhLn ra a'it a'%tic bng Xuv t3m xi thnh mu s hoQc cho t7c 6ng v4i 7 v1i c 0h3 bay ra" F&HH&TTH ] &a&TH &aB&HH&TT@F ] HFT ] &TF h EhLn ra ung !ch gluco) bng ph+n ,ng tr7ng g/ng # 5H &PHCFTP ] $gFT &PHCFTm ] F$g h &jn lIi ancol %tylic B0h1ng t7c 6ng v4i c7c cht trn@ C5* D. A5 tinh b-t ng/li ta s+n 'ut ancol %tylic th%o s Y sau # (1) (2) Ainh b-t gluco) ancol %tylic C" [i.t ph/ng tr\nh ho7 h<c cDa ph+n ,ng '+y ra" F" A3nh 0hi l/ng ngK cc ch,a kCq tinh b-t cho ln m%n G thu /c 8Po 0g ancol %tylic" Bcho T _ CP p & _ CF p H _ C@" TUA Un 0
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460 162n '2n

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0hi l/ng ngK cc c kCq tinh b-t _ 0 (1 _ Cooo 0g hay C tn C5* F. MG trung ho Po gam ung !ch a'it a'%tic Coq cn bao nhiu ml ung !ch EaTH o*`J* sau ph+n ,ng thu /c bao nhiu gam mui R TUA Un 0 W mol &HH&TTH _ o*C &HH&TTH ] EaTH &HH&TTEa ] HFT o*C o*C AhG t3ch EaTH _ o*` _ o*F Bl3t@ _ Foo ml" Uhi l/ng mui &HH&TTEa _ o*C" kF _ k*F Bg@
o*C

C5* 6G. & c7c 0h3 sau :ng ring biNt trong m>i l<# &FH8* &lF* &H8" H;y nu ph/ng ph7p ha h<c G nhLn bi.t m>i 0h3 trong l<" (6ng c6* ha cht coi nh/ c D" [i.t c7c ph/ng tr\nh ha h<c cDa ph+n ,ng '+y ra" TUA Un 0 h (|ng n/4c v giy mu Sm nhLn bi.t 0h3 clo" h (|ng n/4c brom nhLn bi.t &FH8* &H8" C5* 66. & h>n hp $ gYm r/u %tylic v a'it a'%tic" &ho FC*F gam $ ph+n ,ng v4i Ea / th\ thu /c 8*8k l3t 0h3 i=u 0iNn tiu chuSn" A3nh phn trnm 0hi l/ng m>i cht trong h>n hp $" TUA Un 0 h iLp hN ph/ng tr\nh* s mol a'it # o*F mol v r/u # o*F mol" h q 0hi l/ng m>i cht # 8H*Hq r/u %tylic v `P*PCq a'it a'%tic"

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