Bao Cao Thi Nghiem Hoa Huu Co

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  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

    1/48

    Bo Co T 5Nhm 3Lp 10TP111

    Bi 1:

    PHN NG ESTER HA-TNG HP ASPIRIN

    (ESTERIFICATION REACTION -THE SYNTHESIS OF ASPIRIN)

    1. MC !CHTng hp aspirin l phn ng eser ha gi!a m" a#i$ % anh&$ri$ %i

    '(# # l a#i$ )*+,-./m .#

    2# .4#h #a 6i h4 nghi7m l ng hp aspirin % '# .8nh hi79 s9:

    #a phn ng

    ". C# $% &' *+,

    2.1.Phn ng c ch

    ".". P#/ 0 23 4/

    ;P)?N @A2 ?N)

    http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Acetylsalicyls%C3%A4ure-Synthese.svg&usg=ALkJrhjlafJpPt3m9fWCJJKCK0Yvt01FlAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Aspirin_synthesis.png&usg=ALkJrhg_zolmwTMMPpx5dPO7H9UronK0-g
  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    ,)

    C,,)

    C)3C,*,

    ,C,C)3

    C,,)

    C)3C,,)D D

    +ali#&li# a#i$ a#ei# anh&$ri$e ?#e&l sali#&li# a#i$ ?#ei# a#i$

    )D

    5.Ti, 6 /i78

    5.1. S# 9 ;*+ 0 i, 6 /i

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    +a9 Jhi phn ng 'ongF #ho %o *0 ml )*,F lm lWnh rong #h/9 nR#

    . NH9 JhKng '9: hi7n inh hV hX l:& .Ya h& inh # nhZ %o hnh 6Xnh

    .V Wo m[m JH inh ho# iHn hnh Jh9:& nhZ

    TiHn hnh l# aspirin r\n ph]9 l# p s9: h:p> ^_a sW#h ph]9 l#rR# Jhi l#F # ` gi:& l# %a %i ph]9 l#F . ` gi:& l# %o ph]9 l#F

    6/ m& p s9:F rRi nhZ m" 4 nR# r\n ` gi:& l# Cho on 6" aspirin

    %o ph]9 l# p s9: h:pF r_a lWi 6bng nR# 6a l[nF mi l[n *M3 ml

    TiHn hnh lm JhK sn phIm $Ri nh nng m r`i ho# s:& 0c1000C

    CEn % 4nh hi79 s9:

    5.5. H>? @ $ D/

    A@i $?&i@+&i@ 5/

    H"SO 9@ -1 /iJ

    A+0i ?@Ki@ L8&

    5.5.1A@i $?&i@+&i@

    C/ 4@> C)G,3

    M 3> =Wng inh hV m9 rngF hdi # mi hfng

    NG NG+ali#&li# a#i$ .R# s_ $ng rong m phImF $R# phImFh9# nh9"mF h9# r sE9 % ## hp #h: ha h# Jh#

    N .R# s_ $ng rong sn '9: ## pol&mer inh hV lng

    S?&i@+&i@ ?@i l 8 ?@i 8+0Q+Ki@.?'i h!9 #d n& JH inhJhKng m9 .R# s_ $ng r"ng rji rong ng hp h!9 #di* @,

    2# $ ."# hWi %i s lRng lnF a#i$ sali#&li# .R# s_ $ng nhR m"#h:6o k9n h# phIm% $i7 Jh9In % #h: Jh_ rng

    ;P)?N @A2 ?N)

    http://translate.googleusercontent.com/translate_c?hl=vi&langpair=en%7Cvi&rurl=translate.google.com.vn&u=http://en.wikipedia.org/wiki/File:Kolbe-Schmitt.png&usg=ALkJrhhtLiV3Yg3FjezENiL3Dbwdge3HvA
  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    ?nh&$ri$ a#ei#

    A@Ki@ ?+0iK

    IUPAC

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    5.5.1. H"SO

    AQ6 $*&V*0i@

    S*&V*0i@ ?@il m" a'i fn mn mWnh m %i #Kngh# phEn _ )*+,- Nl m" #h: lng nh JhKng m9 hdi %ng % ha an rong nR#S : # ##ntng ." un mn l $o# 4nh a'i mWnh N # nhiO9 ng $ng rong##ngnh #Kng nghi7p ha #h: F#hH 6iHn Jhong snFphEn 6nFsn '9:Fl#$[9F'_ lv nR# hi % ng hp ha h#

    H>? 6

    P3 4/ WXi X@

    ) *+, -D ) *, ) 3, DD )+, -M@ 1w *F- x 10 GmWnh a'i)+, -MD ) *, ) 3, D D+, -* M@ *w 1F0 x 10 M*

    Phn ng %i s9lyae AA .tng C# inh hV m9 'anh .R# ha& .i hnh6" m9 rng nhR nR# .R# l:& ra

    ;P)?N @A2 ?N)

    http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Sulfuric-acid-Givan-et-al-1999-3D-balls.png&usg=ALkJrhjr9y5izTt0Mrxq0v91tUzodFtxFwhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Sulfuric-acid-2D-dimensions.svg&usg=ALkJrhgEUjVgPOMNTkDkrmqbhT0FmlWGbw
  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    C9+, -z 5) *, inh hV m9 'anh D a#i$ s9ly9ri# C9+, -6"rng D 5 ) *,

    P3 4/ WXi i8 &Zi

    Phn ng Jim loWi nhR sFnhKmFJmFmanganFmagi\% ni#Jel

    {e s D ) *+, -ak ) *g D {e+, -ak

    N # hV o'& ha Jim loWi J|m hoW ."ng nhR hiH#% .tngF & h9"# %onhi7 ." #a n nhR a'i niri#

    C9 D * ) *+, - +, *D * ) *, D +, -* MD C9 * D

    ?'i s9ly9ri# ./m .# lm" # nhEn o'& ha r: mWnh .# 6i7 l Jhi nng

    P3 4/ WXi 2i i8 &Zi

    ?'4 s9ly9ri# ./m .# o'& ha phi Jim loWi nhR #a#6on% lR9 h9}nhC D * )*+, - C, *D * +, *D * )*,

    + D * ) *+, - 3 +, *D * ) *,P3 4/ WXi ?0i @&0*?.

    NaCl D ) *+, - Na)+, -D )ClT?+ , #8 E&K@02i&i@

    Ben~ene ri k9a ele#rophili# ha& hH hdm%i a'i s9ny9ri# .V #9ng #:p#ho ## a'i s9lyoni# Rdng ng

    .[, ;*3 W &*\:.1.[, ;*3 6 /i78:

    T* 9]@ ".^/ A$2i0i 8* 0_/

    [`i &]/ A$2i0i 6 K &' *+,:5.aL/

    Hi7* $* 23 4/:Hb(".^c5aL)d1ebf".aLe

    ;P)?N @A2 ?N)

    http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:BenzeneSulfonation.png&usg=ALkJrhh1VKst90L7vZsTnF-oEPkKZMneLg
  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    .".B &*\ , ;*3:

    [`i &]/ @g? A+0i@ A@Ki@ &:8b.5"/

    S` 8& @g? A+0i@ A@Ki@:bL8&

    S` 8& @g? A@i S?&i$i&i@:b""8&h\+ $` 8& @g? A+0i@ A@Ki@ /2 5 & $` 8& A@i S?&i$i&i@

    Gi3i 6@:

    h 9j+ & 23 4/ *\ /k@ @> >8

    CH5COO-:& 8 ?q 0*/ 6

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    Phn ng +9lyo ha l phn ng hH ng9&\n _ h&$ro #a hp #h:

    h!9 #d 6bng nhm

    s9lyo M +,3) QE& l phn ng h9/n ngh8#hF .V nEng #ao hi79 s9: ngR`i

    a hR`ng $ng $R # nhEn s9nyo haT# nhEn s9lyo ha l a#i$ s9ly9ri# ./m .#F hn hp a#i$ s9ly9ri# %i

    +,3S ## ntng ." Jh# nha9

    2# .4#h #a phn ng nhbm .iO9 #hH ## a#i$ h!9 #d> a#i$

    s9nyanili#F a#i$ 6en~ens9nyoni#

    ". PHN NG

    ".1. P#/ 0 23 4/

    Phn ng chnh:

    N)*

    D D)*+,-

    N)3)+,-

    1U0M100C

    N)*

    +,3)

    )*,

    ?nilin +9npha

    ?#i$ +9nyanili#

    Phn ng ph:

    D

    N)*

    )*+,-

    N)*

    +,3)

    ?#i$ ,rhonili#

    ".". D/ @D W >? @

    ;P)?N @A2 ?N)

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    H>? @ D/ @D S` &]/1 ?nilin ml

    * )*+,-.# 1Uml

    3 Na,) *NF 5ml

    - Than hoW 4nh 1g

    1 BXnh #[9 * # *50ml

    * Nhi\ JH 3000C

    3 ng .ong 50ml

    - +inh hn #[9

    5 Ph]9 l#G Be#her 500ml

    Be#her 100ml

    U ThiH 68 l# p s9:

    Tha9 nha nti

    10 BHp .i7n

    01

    01

    01

    01

    0101

    01

    01

    01

    01

    ".5. S# 9 6 /i

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    ".. Ti, 6 /i78

    Cho ml ?nilin %o 6Xnh #[9 * # Th\m mi l[n * 3ml ) *+,-

    ./m .# %o 6Xnh #[9 . rong ha9 nR# lWnh iHn hnh rong h( L#

    .O9 hn hp sa9 mi l[n h\m +a9 Jhi 6 hH 1Uml )*+,-./m .# %o 6Xnh

    #[9F a lp ng sinh hn #[9 % nhi7 JH nhR hXnh %

    Q9n hn hp S nhi7 ." 1U00C 100C rong Jhong *g30 ph( Th_

    phn ng JH h(# 6bng ##h l:& 1 * gi hn hp ha an rong 3 - ml

    ;P)?N @A2 ?N)

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    $9ng $8#h Na,) *N NH9 $9ng $8#h .# iHp # .9nF nH9 $9ng $8#h rong

    hX ngng .9n % .V hn hp ng9"i '9ng 0 00C

    Q hn hp sa9 phn ng %o ## 500ml # #ha sn Jhong 100g

    nR# . rti Jh9:& .O9 i Jhi a#i$ s9nyanili# JH inhQem hn hp .j JH inh l# 6bng ph]9 l# %i p s9: h:p ^_a sn

    phIm hK r\n ph]9 l# 6bng nR# lWnh 3 l[n mi l[n 5ml )( JhK ro

    L:& sn phIm hK #ho %o ## h& inh 500ml #ha *00ml nR# sKi

    NH9 $9ng $8#h # m9F .V ng9"i m" #h( rti #ho %o 1g han hoW 4nhF .9n

    sKi rong *M 3 ph(

    L# nng %i gi:& l# 'Hp m(i NR# k9a l# .R# lm lWnhF a#i$

    s9nyanili# s JH inh L# l:& sn phIm r\n ph]9 l# %i p s9: h:pF r_a

    inh hV %i 10ml nR# lWnh % h( JhK

    CEn % 4nh hi79 s9:

    5.H>? @ $ D/

    Ai&i( 2K+& ?8i)

    ?) T6 @ W\ &':

    L #h: lng snh nhR $[9F nhi7 ." sKi 1U-F-0CF $w 1F0**gmlF 4 an rong

    nR#F an nhiO9 rong $9ng mKi h!9 #d

    ) T6 @ >? J@:

    T6 Qi >?

    ?nilin o'i ho #h/m rong rong JhKng Jh4F Wo nh!ng %H m9 . nE9

    T6 ?#

    ?nilin l m" 6a~d &H9 C# amin hdm nhR anilin # 4nh 6a~d &H9 hdn

    nhiO9 aliphai# amin ?nilin phn ng %i a'i mWnh Wo hnh ion

    anili9mha& phen&l a#moni9m CGF)5MN)3D = anilin l 6a~d &H9F n

    ;P)?N @A2 ?N)

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    Bo Co T 5Nhm 3Lp 10TP111

    Wo JH a %i m9i JmF nhKm % s T9& nhi\n 4nh 6a~d #a n

    &H9 hdn?8i?@F $9ng $8#h #a n JhKng lm .i m9 k9} 4m

    @) i* @,:

    ?nilin hR`ng .R# .iO9 #hH rong ##Kng nghi7p k9a hai 6R# 6en~en

    Q[9 i\nF 6en~en .R# nira ho 6Si hn hp ./m .# a'i niri#% a'i

    s9ny9ri#S 50MG0 CF Wo ra niro6en~en 6R# h haiF niro6en~en .R#

    hi.ro ho S G00 C %i s # m #a '(# # niJen #ho anilin ?nilin #Yng

    .R# .iO9 #hH phenol % a#monia#F phenol .R# h9 #9men

    ) / D/:

    +n '9: phIm nh9"m phIm .en anilin

    QiO9 #hH h9# #h!a 67nh

    K) Cm@ / i ? :

    Trnh iHp '(# %i $aC hV gE& _ %ong nH9 h4 %oF n9 ho# h:p

    h k9a $a

    +_ $ng %i h7 hng hKng gi .[& .

    ^_a sW#h hon on sa9 Jhi s_ $ng

    =] #h& Wo ra Jhi

    -@T LN

    Th9 .R# *FGg sn phIm l a#i$ s9nyanili# -Mamino6en~ene s9nyoni#a#i$

    5N; =N; C? +N P)2

    Nghnh #Kng nghi7p sn '9: h9# nh9"m

    ;P)?N @A2 ?N)

    http://vi.wikipedia.org/wiki/Amoniachttp://vi.wikipedia.org/wiki/Axit_nitrichttp://vi.wikipedia.org/wiki/Axit_sunfurichttp://vi.wikipedia.org/wiki/Axit_sunfurichttp://vi.wikipedia.org/w/index.php?title=Cumen&action=edit&redlink=1http://vi.wikipedia.org/wiki/Amoniachttp://vi.wikipedia.org/wiki/Axit_nitrichttp://vi.wikipedia.org/wiki/Axit_sunfurichttp://vi.wikipedia.org/wiki/Axit_sunfurichttp://vi.wikipedia.org/w/index.php?title=Cumen&action=edit&redlink=1
  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    Th9# s9lpha

    Bi 5:

    TNG HPP-TOtUEN SUNFONAT NATRI

    1. MC !CH

    Phn ng +9lyo ha l phn ng hH ng9&\n _ h&$ro #a hp #h:

    h!9 #d 6bng nhm

    s9lyo M +,3) QE& l phn ng h9/n ngh8#hF .V nEng #ao hi79 s9: ngR`i

    a hR`ng $ng $R # nhEn s9nyo haT# nhEn s9lyo ha l a#i$ s9ly9ri# ./m .#F hn hp a#i$ s9ly9ri# %i

    +,3S ## ntng ." Jh# nha9

    2# .4#h #a phn ng nhbm .iO9 #hH a#i$ s9nyanili#F sa9 . #h9&Vn

    hnh m9i s9nyona nari

    ". PHN NG

    ".1. P#/ 0 23 4/

    Phn ng chnh:

    C)3

    D )*+,-

    C)3

    +,3)

    D )*,

    C)3

    +,3)

    D NaCl

    C)3

    +,3Na

    D )Cl

    ;P)?N @A2 ?N)

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    Phn ng ph:

    D )*,

    C)3

    D )*+,-

    C)3

    +,3)

    C)3

    +,3)

    D )*+,-

    C)3

    +,3)

    +,3)

    D )*,

    ".". D/ @D W >? @

    H>? @ D/ @D S` &]/

    ;P)?N @A2 ?N)

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    5 Tol9en 1Gml

    G )*+,-.# 10ml

    Na *C,3Ug

    U NaCl *0g Than hoW 4nh 1g

    1 BXnh #[9 * # *50ml

    * Nhi\ JH 1000C

    3 ng .ong 50ml

    - +inh hn #[95 Ph]9 l#

    G Be#her *50ml

    ThiH 68 l# p s9:

    U Tha9 nha nti

    BHp .i7n

    01

    01

    01

    0101

    01

    01

    01

    01

    ".5. S# 9 ;*+ 0 i, 6 /i

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    ".. Ti, 6 /i78

    Cho %o 6Xnh #[9 hai # 1Gml ol9en % 10ml ) *+,-.# iHn hnh

    rong h(F h\m %i mnh s %o 6Xnh phn ng Lp h7 hng sinh hnQ9n hon lR9 hn hp

    TiHp # .9n nhZ rong 1gi` @hi lp ol9en 6iHn m:F ngng .9n %

    r hn hp phn ng #n nng %o ## *50ml # #ha 50ml ) *,F rng

    6Xnh #[9 %i m" 4 nR# nng *M3ml )*, nng

    ;P)?N @A2 ?N)

  • 8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

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    Bo Co T 5Nhm 3Lp 10TP111

    Th\m lRng nh Ug Na*C,3 +a9 Jhi #ho hH Na*C,3F .9n sKi

    hn hpF h\m *0 g NaCl % Jh9:& an NH9 $9ng $8#h #n .#F h\m m"

    lRng nh )*, *M3ml .V ha an hH m9i

    Lm lWnh 6bng nR# .F l# 6bng ph]9 h( $Ri p s9: h:p ^_a snphIm %i 5ml $9ng $8#h NaCl 6jo ha lWnh

    NH9 sn phIm JhKng rngF inh #hH 6bng ##h ha an sn phIm hK

    rong 50ml )*,F .9n sKiF h\m NaCl .Hn Jhi JhKng an n!a QV ng9"iF

    h\m 0F5g han hoW 4nh Jh9:& .O9F l# nngF hng $9ng $8#h k9a l# rong

    ## *50ml

    Lm lWnh 6bng nR# . % .em l# r\n ph]9 l# p s9: h:p ^_a

    %i 5ml $9ng $8#h NaCl 6jo ha p JhKF s:& sn phIm CEn % 4nh hi79

    s9:

    5 . H>? @ $ D/

    T&*K(8K+&KK):

    ?) T6 @ W\ &':

    L m" #h: lng rong s9F JhKng ha an rong nR# Tol9en l m"

    h&.ro#a#6on hdm.R# s_ $ng lm $9ng mKir"ng rji rong #Kng nghi7p

    6 T6 @ >? J@>

    L m" h&.ro#a#6on hdmF ol9en # Jh nfng ham giaphn ng hH i .i7n

    _ Nh` # nhm me&lm ." hoW ."ng ha h# #a ol9en rong phn ng

    n& ln g:p *5 l[n so %i6en~en

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    Bo Co T 5Nhm 3Lp 10TP111

    @) i* @,:

    CG)GD Cl*MM CG)5Cl D )ClCG)5Cl D C)3Cl D *Na MM C)UD *NaCl

    ##h Jh# l>

    CG)GD C)3Cl?lCl3MMC)UD)Cl

    T bromobenzene>

    C 6H 5Br + CH 3Br + 2Na C 6H 5CH 3+ 2NaBr

    . T axit toluic ( decarboxylation

    !"i mu#i natri c$a axit toluic ( o%& m%& '% )*c un nn, -i n)cn,/t -0i& toluene t"u )*c.

    C 6H 1CH 3CNa (natri toluate + NaH C 6H 5CH 3(toluene+ Na 2C 3

    . T creol

    !"i creol (o%& m& ' )*c c")n, c4t -i bi 7m& toluene t"u )*c.

    C 6H 1CH 3H (creol + 8n C 6H 5CH 3+ 8n (toluene

    ) / D/:

    ;P)?N @A2 ?N)

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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    Bo Co T 5Nhm 3Lp 10TP111

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