А.Н. Кост, Р.С. Сагитуллин, А.П. Терентьев - Упражнения и задачи по органической химии (1125895), страница 36
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Coe..a.lfHenlle A COCTaBa C 5 H 802 BblJte.!JfleT CO 2 !fa NaHCO •aOHO MO>KeT cymeCTBoBaTb B ,D,S YX CTepeOU30MepUblX cj>opMa).. npli'leM o6e OllTJItIecKH HeJ),e5lTeJJbHhI. I1pu BOCCTatIOBnemm A 06pa3yeTcR Cr,H1oO • a182OTllETbl II YKA.3AHllJI i\ PEJ.llEUI110 3A,UA q1.20.
e)IICXOAnoe Bew,et:TSO: lIo.I\JIC"rbliiH300YTlfJI.flo604RO !.IorY'l' oOpa30saTbCIJOJIe·cjJIlHh!.1. HEnACLI~UHbm (ITPEAEJIbUbIE) Yl'JIEBO,l:lOPO,l:lbJ1.4. 1) CH aCH,CH;.CH,CH zC1I 2CH:,1.23. 6,9 A ,1.28. a) 0,8800 i! CO2 • 0,3960 i! H 20. 4,9600 i! CuO;5) 0,7040 e CO,. 0,3240 z HtO, 4 z CuO.I.St. a) 2 HHTpoOYTaJl3 II 2 XJlOpOYTaH8, r) 4 MOHOHlITpOnpOli3BOA/i.blX,1.32. . C2 H d + CI~ -2 •MeTlWreKcaa •tH~C2 H&CI3-MeTUJlreKcaB.TaNICH~CH~MeTHJI.nlmDpOlllJJlNt:2.2 .CH~-LcH-O I=CH-CH -CH -CHa~:I 6211;0)2,2. AIIMenrJln eHT811.I2, 3-IlH MeTlIJl ll eRTan,2.3 . «a~ , «SlI, en , «e" II «I-Ilt; cO,2 4 .
A) 2 3. 4 -TpIIMe TIIJlneUTeR· I ,n)6) CH ~-CH-CH2-CH-CH8IMellfJI3TIIJlI1SO_IlpOmlJlMeTalJtHa2,4 - AHMeTHJlneuT8R.1l1111 3 0npOITlfJ).MeTall IlJiH .!lHMl'T HJlH So6YTHJlMeTaHICH a CH"ICl-J.5) CH s- CH-CH-CH 2 -CHa tHoCHs 3,3 ' IlHMeTIIJln eUTaR,9TRJlMeTallICH g8) CH 3 -CH 2-CH-C!-J2 -CHilH2.5.2.6.I7) CH :J -CH t -C-CH 2- CH 2yr .1Iepolla ) .B) reO\leTpl14ecl<Heuellll.,2 ,3- TpFlMeTHJlOyr81l ,tpUMeTHJI-HSODpODltJlMe T8aCH3-CH-~H-CH2-CH-CI I82.18.II0) CHCHa- t-CH,-CH-CH a~3CHatHaI~H"tHaCH 3G-CH-t-CH2-~=CH-CH3~H tHII!JIIICHaICl1 3- CH-C-CH=C-CH z-CH aI~8 ~HjcjJ) CH3-CH2-CH-C- CH2-CHt-CHs184ICHs-C = CH-C-CH,-CHCHaCtHaCHl.t H3+ BrCH 2Cli=CH ICH2=CHCH~Br + Br2 2.19. ' a) (CH 312CHMgBrH) TPH3TII,1 fl 306 YTUJlMeT3H, 2-NeTHJl.4.4 ' AII9Tl1nreKcall:0) 9TRJIII30DPOOHJlII300YTH.lI MeTaH ,MeTJIJI ·4· 9THJlreKc8H)p) 2,2, 3 .8-TeTpaMeTIlJl HOH8HCH 3a) Cl-]2=C-CH 2--t-CH 1-CH a HJI"CH,CHac)rJla llHoil yrJlepoJl.HoiimpaHC-If30Mep 3·MeTIIJlneuTeH 3 -2C~ H~CHa1.10,KOllt!lIIrYPllJUIH88~'uC8' If " ellnnoCHsIb-'pa 3Jl ll'lalOT1l30Mep hlCH 3 C-CH 2 CH 32.15.CHeeNi'-1:s)/ICH3-L~H-CH3I«,l\lt II e>K».CHJ-C-HCH 2 - CHoCH 3«3',HecUMAI'3T1lJlH300yrHJl3THJleH, <I -MeTllJ'! - 2-9TItJlneJlTeHCU..Iut-efTl Op - OyrIIJl H300yrIfJl3TItJlell, 2, 6-AIIMeTlI.QOKTeH-41'llllMenlJ13T1!J1ll onllm~rnneH .
2-Menw -3-91I1JTreKCeH-2.5 H30Mepoe;13 HSOMepoB (113 HHX 9 H30MepoB cOlleplKaT rpeTII'IHLle aTOMbICHaCH~1.8. lit)ItlIHMeTlM,lUI-3-3THml e HT8H. TPll 3Tfl JlMeT8HIcO» ,p) CHs-CH=CH-CtI-lsCH3- CH;-CH~ -CH =C HtXlTpHMeTItJlnpo.DHJlMeT,lffCH 3 t2I4) C H3-C-CHzC H ~CH3II C,l\lI.30: 71 , 061>eMHble 111..!mMeTflJlOYTIIJIMeT8BCHa1.7. «a»npellMy2: aTUJIEHOn bm yrJIEBO,l:lOPOJJ:hl3) CHaCH2CHCHilCHaCH39)+ HC]BecoBble OnTOWefIJ11I IIf alfB " 1UI0pax·renTaR2) CH3CHCH2CH2CH2CH3HOw,ecrnt'H!to 2-HIITPO-2- MeTiIJlCiyTall.•2.5 - ,IUIMeTIW-3'9TItJl reKCaO(HOHe2. 22 .0)0)2.2S.DOCJleAOBaTeJlbHo:2.5-Jl.B.2-Me TI\Jl6yTa H~ 110JJ-2,_3, -HaO,+ HCl,-Hel, +HCI.
1852.29. CMech 06p860T8Th6POMOM" nO,/1BeprnYTh ¢ paKu.11011IlpOaSUflorr neperol:lKe.BblCOI\O KUDSliUHll 2 , 3-A116pOMreKC3H (T. 10m . 78° nplf I ~ MAl pm . em.) 06pa60TaTb UllHKOM II BblJleJUlTb SHOBh reKceH ·2.2 .30. 06t.et.l raga nplI 110PM3J1hHblX YCJlOBHSllI OnpeAeJIlleTtH no ¢oPMyJle= UUo[(I+ ~)760BeC= 10,T.2 .32. 84~y .2.33. Mon.2.39 . feKceH-2.lr Aea=4. to. UUK,10reKC3AHeRCuCl, 273CHa4.19 .
CH~-~=CH-CI-I~-CH=t-Cn=CHI ~I_Cl-I ~CHaCOCH,Ho0)2CHO+ CH COCHO + CH.O3CH Jt HICH 3ICH4.24 . Cll a- CH=CH-CH=CH 22, 2 , 5, 5 -TeTpaMenlnr enTllll.3;4.26 . CH2 =C-C= CH~3,6- JlIIMeTHII·3 -6YTHJIrenntH-l;HBSB3Hlle(4 ·MeTHJl neHTeH .2).npe.lle.rthllWA yrJl e80/l0pOJl 2· MeTllJlDeHT8H •Br, I{OHCH aCH=CHCH 3 _ CHsCHBr-CHBrCH a - - - - +!IcaneTIIJleHHJlUIIKJlOneUTaHi3.13 . 5,35 z.3. 14. 14 . 3% .3. 16. 6) n plI HenOJl tJOM rH)lpITpOBaHHll - on e<pHHCHa CHaa npu Don5. rA~O rEHllPOH380~brn VrJIEBO}lOPO}lOBHOM -(8 cnllpre)H,O _3.32.
8)15)CH 3C = CCH:l - - - - CH sCOCH 2CH a (HgSO.,CI5.1. 9)C1CH =C-CH = CH 212)!ICH 2 = CH-C-CH=CH. ICH:~ 12 ,32 .. O~ II11. 6 z CO z;19 .04 .. OQ n 26,4 a COli'CHa14) CHa-CH-CH - C := C-CH z- CH-CH 3 IIIC.G CI4. YrJIEBO.lJ,OPO}lbl C RECHOJI b KI1MIf KPATH LtMH CBH3HMIi3)CH.=Cl-I - t- CH=CH 2ICH T)CH ~ =C -C-CH2t4.3. 4.6. 4. 8. 18624)HC==C-CH~CIICH 311)CH 2=C- C= C-CH 3~HlIyl CH 3- ClI=CII- CI (=CHs ICH d CH.I5 ·MenIJJreKca/llletJ-I, 3; 11) 4-IHIHIIJI-4·3TIUlII.rrrenT8 p.KeH- I, 6 .neliTHH · I; lleJI11lH · 2; 3·weTJlJlOYTlIFl -1; 14uc-mpaHc ,"eH18 11l1 eHbl'(' 3;nel! 'TB.lI.lleH- ! ,4; lTeHT8Jlllen·1.2, TIeJffa/lueH-2.3.8) 2 .
3 · .D.IIMeTuJl6YT8J!.lIeH-l,3 (n pll KlICJlOTItOM K8TaJll13e npOBCXo/lTIT OUH8KO·JlltHOBaR neperpynllllpoBKa, OPHBoJl.Hwall g 06p8soaallulO MeTIiJl-mpem-6yrllJlKeTOlta); 6) c5yr8Alleu·l. 3.a) MeT HJlaJl.~eB.4. 2. r)CH,2 1) CH~ -CH(C H ~hCICH.4.1. I0----0 0 - - - -0+ OCH-CH -ICHa-C:= C-CH-CHaHTall(paU.HOIf<lJlblioe~? ~THllHIIIIHJlu.II.KnOneCUHKJlOneHTl tnanenWeHIt .3.29 .I i4.21. CHa- C=CH-CH=C-CH gHC=C-CI-I-tCH3-~H~r)II0---0 3. AUETBJIEHOHhfE YI'JIEBO}lOPO,I(LI3 .2.CH.-~ CH3-~-0-CII-.CH~-CH--0-t-CH-O-CHitHn)Cli.CHli2.40. Cll$CH2C=-CH(Cl-I2),CH=C HCH~CHJ3.1.
C41-1 104.18 . reKcaAllell-2,4"TO ~HlO'e.aH.4 . 16. 2HC:= CH - -+ CH:= CI-I-C:=CH -28) rsCC = CH29) CHCI 1CHCI,31) Br(CH 2)&Br32) Cl(CH 2h Br30) CHaCHCI,34) F,C=CF-CF=CFt&.2. JI)p)5. 7.B)1.10. r)4·6poM . 3 -MeTlm6YT~H · l; J. 1. 4· TPlltlrrOP · 3· MenlJIllem a/lllell - I . 3. OTJllen.qel!ue II nplICOe/llluelllfe HBr .BOJluoll w,e.rtO'lII 06pasyeTclI flOIlB10- -CltnhlJblnOlOlCJllfTeJlb.TorAaI, CH aCH(OH)CH 3-.--.OHCH 3COCH.H T•./l.1875.14.a)_~OBo3MO}l(HO HeCKOJIbKO cnoco60e.
HatlpHMep.H, OJ)6 .]9.HC= CH - - ---> CHaCHO CH3-C-OC2H~e)(HgS o .)HC= CMgI+ CHaCHO-CHa- C:....cHsI...; CHa- CH2- CH- CHa2)-CHaCH 2COCH a -6) 4 ,5 e;6. 2 1.r>a>6>B.5 .27.a)Hso6YTaH;5. 29 .a)(CHS)2C=CHCH2CH2Br;6 .20..D.) R3np "ldep, ria6.2].0) 2CHaCH,CH 2MgBrA))1.)rexc3HJI,HOJl-2 .5.6.25.CH 2C1CH 2CH 2C l -CHsCOCHs " (CHahCHMgBr + CHsCOOCzHoCH8CH3CH~gBr + CHaCOCH70CHsoa) CHsOH _6) CHCI =CC1 2CH~OP + I,J<OHa)CH8CH2GHBrCH~+ Mg(OH)IbHaCH 2 =CH-CO-CH s __CHnCH 2 CHOl-ICHa _a)ICH 8 -C- CH,---+8) 5,4 e.5.
]5.5.30.5,8 2;IOHn,o~ CH3CH~CHBrCH9CH ~ = CH -C= CHHC= CH _CHa-C- CHs -CHnHErPd+ ~HeOMglI+ CHaMglHC=C- CH- CH a _OH2H"yO_ CHa--C-CHsOMgI#0 OHI+ CHaMgII ) CH.DMilCHsOH - - + CHal - - ..... CHaMgl 2HCI(S<jmp)- -.... CH 2 =C=CH 2 - --+ CHaCClzCH,2) H,O+(8 cnHpr e)PI./0\11CHsC H~O H - - + CHaCH 2 1 - - >-(slimp)6. CllUPTbI II HX llPOnaBo,a:HbIEI) CtI.O6.1.14)ICH g -C-CH-CH 3CH 3 --CH-CH-CH- CH e18)dH 6H23)ICHsHO(CH2)80H28)IIOHCH 3 CHCH 2 CH a34) . CH 3CH2CH - CHC H~CHa39)"'-/6.35.O=P (OC4 H,lao121153 -MeT IlJl6YTall )l.1l0Jl3- xnop-4 · 6pOM - 2 .-I , 2;2- All tdeH ln-4 ·H30np0nflJr renT all l\1l 0Jl-l, 5;196 -x.1rop-2 ,244 'XJlOp - 5-Me'Il-i.1J - 5- 3T11n recneH· 2-Auo.1J .
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