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CHUONG 12 đại cương về cơ chế phản ứng PDF
CHUONG 12 đại cương về cơ chế phản ứng PDF
ICNGVCCHPHNNGVPHNGPHPNGHINCU
I.KHINIMVCCHPHNNG
II.PHNGPHPNGHINCUCCHPHNNG
1.Phngphpnghc
2.Phngphpkhngnghc
3.Phmvigiihncaccphngphpkhcnhaunghincucchphnng
BitpchngXII
CHNGXII
ICNGVCCHPHNNGVPHNGPHPNGHINCU
I.KHINIMVCCHPHNNG
Cthhiukhinimcchphnngnhlmttphpcaccqutrnhcbn
trongqutrnhhahc,chtphnngtothnhsnphmphnng.
Theonhnghatrnsnghincucchphnngcnhimvmttrngthitrung
gianxuthintrongkhichuynhttrngthiuntrngthicui.Cnphimtmt
cchchititstnticattcccnguynttrongphntthamgiavophnng,quanh
cachngviphntdungmituchotilcktthcqutrnh.Trcht,cnch
ynsthayilclinktgiaccnguynttrongphnt,sthayicuhnh
khnggian,sthayinnglngcah,tronglcdinraphnng.
Smtchuynngcaccphnttrongphnngcththchinc,biv
nhngnmgnycnhngquanimngnvsbotonccnguynttrongphnt
phnng.Mtkhc,cnnhiuphngphpthcnghimmicthnghincuchngc.
Bctranhthucsctrngchottctrngthitrunggian,cahphnng.
Trngthichuyntipcaphnngiquavccsnphmtrunggiantngngc
xcnhvphnbitbngccvtrkhcnhautrnginnnglngsdinbinphn
ng,hnh12.1.
Hnh12.1:Sdinbincaphnngphctptheonnglng.
Cchphnngcngcthcnhnghanhmttphpttccctrngthi
chuyntipvsnphmtrunggiancaphnng.Nghincucchphnngdatrnc
trngcutoelectronvccthamskhnggiancaphnngtrngthinyvnhnghm
nhitngcachng.
Snphmtrunggianccoinhnhngphnt,nguynttdo...chnhthnht
mthocmtschtphnng,khidinraphnnghahcvnguyntccthxcnh
nhlngc,lngrtnh,bbinhathnhsnphmcuitrongiukincaphn
ng.
II.PHNGPHPNGHINCUCCHPHNNG
nghincutrngthichuyntip(TTCT)vsnphmtrunggian(SPTG)caphn
ngcthlsdngccphngphpkhcnhau.Ngitachiaccphngphpnghincu
rathnhphngphpnghcvphngphpkhngnghc.
1Phngphpnghc TOP
2Phngphpkhngnghc TOP
Diygiithiuphngphpkhngnghc.Phngphpnybaogm:
1.Phthinvxcnhtnh,nhlngsnphmphnng
Thchinphthinphntchchnhxcttcsnphmphnng,kcsnphmph
liucbntinhnhtholun,dthocchphnnghahc.Chbngconng
nymicthngthictrngchophnngvthitlpphngtrnhtlngcan.
Hiubitmtcchtngtnloiphnng,xcnhmtcchchnhxctsccsnphm
phnngbngthcnghimchophpchngtartracktlunclinquanncch
phnng,trchtlsnphmtrunggiancthc.
2.Phthinsnphmtrunggian
Snphmtrunggiancaphnngcthcoinhnhngphntbohahockhng
bohahatr,vdcationhydrocacbon,anionhydrocacbon,gctdo...
Thigiansngcachngkhcnhauphthucvosutngngcathunglngth
nngtronggin(12.1).Ttcschuynhagiasnphmtrunggianbnvkhngbn
ucthdinra,chnghn,cthsnphmtrunggiankhngbnchuynthnhsnphm
trunggianbn,cctrngrrt.
Sphthintrctipsnphmtrunggianbngphngphphallhontoncth
thchinc.Ngoira,snphmtrunggiancthcctrngtrctiptrncsthc
nghimnghcnh:nghincunhhngcacutolnhottnh,loitssnphm
trunggianbngphngphpngvllpth.Tchsnphmtrunggian.
Ttnhtlsdngphngphpvtltheodisbbinthinnngsnphm
trunggiantheothigian,sauxcnhthigian,ticcsnphmtrunggianxuthin
vinnglnnht.
Nuthigiannylrtngn,cthtchcsnphmtrongnhiutrnghpc
thkmhmphnngbngcchlmlnh,thayimitrng(pHcadungmi).
Snphmtrunggianctchraiukingingnhiukintinhnhphnng,
nukhngthchinciudnnktqulmolnphnnglmthayitc
phnng.
Phthinsnphmtrunggianbngphngphpvtl.
cthphthinsnphmtrunggianttnhtcnsdngphngphpquangph
nhquangphnhnthy(Vis)tngoi(UV),hngngoi(IR),cnglngthtnhn
(NMR),cnghngthuntelectron(EPR).
QuangphUV,EPRcnhyrtcao,tcghinhanhchophpphthinvxc
nhsnphmtrunggiankmbn,isngngn.Ngitasdngrngriccphng
phpnytrchtnghincugctdo.Vimcchlmtngnng,kodithigian
sngcasnphmtrunggiankmbn,lmthuntinchovicnghincunhlng,c
thlmgimtcphnngbngcchlmlnhhocdngccphngphpkhc.Cchny
chiunghimnhtiviphnngcagctdo.
Nhnbitsnphmtrunggian.
Snphmtrunggianrtkmbncthcnhnrabngphngphpnhnbit.
Snphmtrunggianrtkmbncthcnhnrabngphngphpnhnbit.
nhnbitngitachovohnhpphnngchtchthsnphmtrunggianctrng.Phn
ngnhnracacbenaryl,cnghincuchthng,ctrnhbymtschuyn.
Bngphngphpthngthng,mcdchahonchnhcngcthnhnrac
cationhydrocacbonvanionhydrocacbon.Cationhydrocacboncthnhnrabngthucth
nucleofil,cktqurrtlionaxit.nhnraanionhydrocacbonngitasdngthuc
thelectrofilchnghn,ccclorua,andehyt,keton.
Nghincuchtphnngbanucnggipchchovicnghincucchphnng.
Thngthngngitakhosttinhkhitcachtphnngbngccphngphpvtl
nh:onhitsi,nhitkttinh,chitsut,ttrngvccthamsvtlkhcnh
disngctrngtrongquangphIR,chuyndchhahctrongquangphNMR...
3.nhdungv
Cthnghincuhiungngvnhhnglntcphnngcngthucs
liucgitrchovicdthocchphnng.Halpthcngcvaitrtrongnghincu
cch.Tinhnhphnngbngcchpchtlpthvquanstcuhnhkhnggiancasn
phmtrunggian.Nghincuhiungthlntcphnnglmtbiuhin.
3Phmvigiihncaccphngphpkhcnhaunghincucchphn
TOP
ng
Phngphpnghccngnhphngphpkhngnghccungcpccbngchng
vphnghngxcnhcchphnng.Hiunghimcachngtrchtphidavo
sliuthcnghim,loitrcccchkhngphhp.Mtphnngcthxyratheo
nhiucchkhcnhau,docthhnchmthocmtscchxcnh,khisdng
hnhpnhiuphngphpkhcnhau.Trnnguyntccthchpnhncchno,khida
voncthgiithchcttccchintngquanstcbngthcnghim,ngoira,
chophpdoncccyutnhhnglnphnng.
BitpchngXII