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Reealucion 28¢ Examen Final B-5 (Compuesto orgémico arboresconte y aimetrico) AY MCG2 = M NC-CH2-CH2-CN R=867. (todas \as teacciones) CHa-CN44H2Ot ZHCL —+ HOGC-CHa-CH2-COOH+ 2NHYCl Addo succinice HOOC-CH2-CHa-COGH 4 2CIGC-COCI —+ C1OC-CH2-CHa-COCl4 260 $2CO242HCI jer, HWE de suceinarlo 2COC-CHe-CH2- CCN + LiATHy 4 214C\ EP7CHOH-CHa-CHo-CHaDhL+ LiC\AANCL 3 AM-Butanadiot BCHaOH~CHy~C2-CH 20H 42PBi3 —> 3 CHaBi-CHe-C2-CHaBr4 2 PUGH) 3 4-oromebutane H-CH=CH24 2K B14 2H20 A3-Buranedieno H-CH=CH2+ WBy 2+ chats CH=Cliz@@e + CHs-C-CH=Ch2 A-Brome-2-ovkeno Br Cg~CH=CH-CH2 Bvt Ha Ek ca ce CH2-CH2Br Geol A-Bromeloutane 1 2CHa-CHa-CH2-CHaBr A2KOWRA, EF CHta-CH= CH=CH 3 4CHa-CH2-CH= at 2ZKBANO Vide 2-Butene — ovteno CarCHa-CH=Ca4t WBr 2% CHa-CH2-Clt2-GHaBr A-Bromoouiane Ha-CHa-CHa-CoBy KGHcene. —> Cla-Cz-CHa-C20Hd kBy A-Buianc\ SCMa-CHa-CH2-CHaGH+4 KH nGu + SH2SOy —r SCH3-CH2-CH2-COOH + 4RnSOyk2k2S0ut HO Acigo ovAancice ees CHa-CH\2-CH2-CO. CH3-CO ” \V= 60 cm? H20 4°C Me mee 49,G50054 2 Low tase del annidrido: PP = 384,000 tow Mann. = pose (2 oo. Pain a) Hasa y porcentaye de carbone =AZOM3_ , 2O,GB24 9, PRR ZPARcoc! , SPRROH, PHREY , PAR=@ 1 2PNRBy HOOF,” PHRCooH *PuRcoct “ZPROM “SARE, PARR PURer ZPARER * C: Br-MHar Ha-Ha Bvt 2KOHeone. a-CHa-CHz-COOH 4 CH2= PHe=k, PHRer, SPHROH SPHROOM , OH 1 [609 _ (24,2000. PRR-Be” PRO “SPRROOK” PR aa 'Hecs%9 (3Ht asoogaTo *)|” 400. AQO A00\"~ AOG $90,400 -((2)' AGS = 4036.209049 g Escaneado con CamScanner = 4RASAGAOSY 71 LC = 1036,209949 gxargans Ja) Wal =MNooe H12-COOH R= B51. Godas las veacciones) CH2-CO) j TRO yL0 CH2-Co Aninidhide succiniee Ss 4 2Cg-CH2BH —~ CHg-CH2GGC-CH2-CH2-COGCH2-CHs, HOOC-CA2-CH2-COOH * de CO’ Buiancdicale de eile c-CHa-(a-COOHa- Ce OGLE cacy cn Cla-CHLOHF ZH 2-CH2OH COC: 200M Ly Gulancdisl EA anol + BCUBI-Ca-Clp-CH Bx + 2PGH) 3 AM-Dilorome’outane: 4o-CH2dH42PBr3 {-C2 ALR -Ha-Ha Mabe Bn Be L$ Bre Ss Gddoulane CO —— Otte coy Ciclolovienc. Dy +034 2n4 20 SSS CHO-CHa-Ca-CHO Butanodial CHO-CHa-CH2-CHO 42 Ag (NHalaNOstHCl — HOOC-CH2-CHa-COGHt HNO34 Nat ZAgCh Aade svecinice HOOC-CH2-CHa-COOW 2COC-COCI —r COC-CHa-CH2-COCl +20 42CO24ZNCI Qowre de Succineile | ClOC-CHla-CHa-COCL } UNH —> NHaOC-CH2-~C2-CONH2 NM a Cd Butanodiamida ZNMoOC-CHa-Ma-COWM2 4 Lialtly +2¥a0 —> 2 Nila Ha-Ha-Ha-CHaltite + HOW 4 Al OH) a — , Guianediamina WH2CHa-GHa-Qa-CHanidad ZC) — CI Ns -Cia-CHa-CHa-CH2 NHS'CN N= 550 con® H20 4S ZBYBISAYOA wed / Kg, Hasa dela sal 4, MiPKod-md SA=" OOO 0) Mase 4 porcomajye de lnidregene GOAMNLG, M2,08424g , Phar, , PARcooe SPNROH , MRGy, PHI PH te 4201529 ~ PRarle, “PARGAR™ FARO “STRRGY “Mn “Pl “Pactic »igcre ,PNRcoets PRR PI RcoWHe PRAWN, 2 .3I328WN04 Psalx550q Peart” PuRcoe. “PitRcaulte, PTR ~ Pisa AQIO ae AR = 199,0128086 9 ( AQOY. Me 468,04389969 *sGQg. a9 = SABSU3SIS 7. Escaneado con CamScanner > 07. . \ 7 egg SOF ~ (rials Ou leaeciones' Mutu)s Pou = CH eCH-CHONNCI” Hs CH chs cseuiligcbclancamnida Clowre de \sclou\\\amen ¢H-COOH + CH Caw HEO4™ Cs ‘sdbuansice 2 Cs ACOH LE CulOHla—r | CHeCH-COO) Cy \ ts ), Tedovianoste cuprice CH-COS\ Cy ACHarcHaC] —wIHs-CH-COOCH CHS ¥ Oa Vs /2 CH Seaouanoate de eli cus . gulfaic dcido de iscloutllameni CHs-CHH COOH a-CHa + ANH Cae) 2438 SE af A-CHO FHa-CHaGll + 2Cuble As dis Thana Lscboviawal UCs-AI-CHG + NaBHa + HC\4 SHG — 4CHa-CH-CHaGH + Wadd Wal2O a Cis CHS Alesha iscloutilieo & v ee NS To doutilenc CHa-C=CH2 ¥Clot W2G —> CHa-COH Maclt kel CAs git-cn2o SEO cus-ceaha as He cls Tsobuiilenclorhidrina. Hs Cs CH3- c- CH2 4 Nadi — Ca c- fie ANac ou cl \ Gxide de iscbulilene Ms na M5 Hort Ae 4 M20 S» CHa-C-CH2 on oH Ce 2-Welil- 4,2- Propane dial 4Ma- é- CHa, S3NaTOq —+ UcHa- cao +4CO2 + SNaTASH2O oH on cia Propanena CHa-CO-CHa4 3NalO —+ CHa-COONat CUT 3, NV=4Wem? Wad 4c x=65/. Re. sd =-A0,4G 49336 °C Escaneado con CamScanner Maca de RCOON mecganng= Ze PHecncnva tnd Kp-A000- 4 (Ha-c00 Wa ——* coo7 + Nat 5 Ne2 As gN-A) 44 = 0,65 (2-A)AA = AGS ¥ goreentage de — G.SSIGES PRKcaWHe , ZeHRCOM RH: PHRcoMMN2 “PRC “PHea “ZN o) Masa 4 PARBCR 4 PAE PNRae ACK Rego RMdiol PARR, [OC-10,409953267C) JPRemonns A209 Phin “PARcoe “Chemo na. A,BEXAGOG * 4,6 te ~ (AQ2) 400 = usa zaay222 9 £NI=492,97992829 gto = 20,88216252 7. AQ=AQO.-7.C- ZH- ZA N= 23,85269336 7% Delenminacien dA compuesto: S YRASAGANSY _ 3,945656526 _ 2,666 cs 42,044 MIOBEYS AS F.E.=7 CaccHe No 4S1354357S _ 1NS43S5924 _ Sawn 12,044 TMROBGISAS ~ 3 EMESEE, ANIGEGYSTS _ F.H.=7 CelistsGa N= 208821826) NeeUT AMIOBCYSTS = 23,85260836_AMIOBUG242 _ 44 4,490849 247 WLOC-CH-CH - CH-Cona, t => B- Cia Cone CHa ee 3) Sintesis. NWZOC-FU-CH~ CH COW CHa coma CH Tis GOC-CH=CH- Ch\-Coct CHa COC CHa faoe-coet WOOC-CH~ CH FH-COOH CHa COOH CHa Escaneado con CamScanner feo. Wet CH-CH-Ha@e gas He 1 Hg, .E.S Gr~CH —CM- CH- By Hs Cr CHa 4 | P@rs CHOR-CH- CHO CHa OH Cis 1 H20,.KWndu CHa-cH = CH-CHOH-CH Toltcene., CaHed, F CHa-CHg -cHCl -CHOW-CH3 {cle 260°C CHa-Cl2-Cia~CHOW-CH} Hcl Herta Helly Br [Kg E-€.S. CHs-C2-CMaBy [Bu Me-CH2-CHg, 4 CHact (CHa-CHa)aCuly fei2,2508C for, Cty CHa-Chtal funtes, CHa-ciacl faa Lun. CHa

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