esomance (or valence-bosd, VB) methods, Hach of hve hs ite rete is 2 pPaviclar approximate way of calculating bonding coerce and inthe wimplest ‘stmic orbits te aban an optim set of ‘The VS procedare stats with Aferent electronic configurations (VB stroctares) corresponding to diferent waye of pring the slectroe inthe the molec an ie calle the resonance hybrid. The enerzy of he of vm ree permite arserement af the importce of diferent VB iruc= mplest qatative frm necote fr important propetie of some Kinde of fyetomas However, when bot predit the sume rev hat rel 0 arsliy Correct: When te predictions difer, a higher level of theory may be roglred. Sd properten of I 3-boatone,propenals acd the B-propen (al) earboce Sbuluation energies (SE) of conjugated polyenes are the difrenc (chapter 21407 Gelocaation sri, and tri etc hedlacliation energy QE) Ie Serween tv ap? cartons vray lashes and bee Sieicatsortoig from 54 A ut ot rm 140 Ay v0 awe oe Tee MO sett prt tat monoyll oneal aetme wi Sher on scsi ie Song mac oni {rin ane completely ile with oe npn tetra ith tnd sales Te rning sect configuration 2 ig a oe nt spy nyc pulones se shouldbe apiad with cston wo plyyer sceurring by eye treston stain fpericfelerenons}.e ete ‘beter svn thermal price Fescin mers he contin imposed by he evangenen ia Mina syotem In dey or a ven numberof oder and “oe [242] eyelondations to conagatea denen or alansty which08 The Resonance and Molecular Orbit Methods PP. meat amid be, * ba, Tenconeenee bt aphoatone can be reprveste by thee diferent Kekald-type atric (Fey various combinations of bond.) BWW CW AH Cen 2 28 se + 3H, w oH, 0 yf sera na 84> 88, carhon of» beysiestrctore weal be very Rig Unlnporean since one fran cuper 219 e vt 80% dobtoctond character whereas al ofer Bonds have 60% (oF CD BERL SnENCEHCH toma ror bran in toe Rona Temas er cewo, + 1,80, —+no + 1,0 + us08 sila in Malgenation, abylason al alae e ‘tytn ents are cmp by poirot Ueciniar fee cis Wndliben cata me cng os ergo gua opectn,m@, may rng ta mee same imitatone av alain ft -RSEEL aycon TE arent may be prearabe tothe one-step alkylation segence, art TORE etn fore ean a At rtrangeman ad polenta be vce with eficaiy, ba ae important in fhe commer ‘fal production of cycltenane (By catalytic hydrogen) ad henachlorocyel hexane by photochlorintn!. Sedecton of bonrene an ite derivatives to nonconfauie dlnas occurs rmmoninrlitons tnd bas wide application fr the proton of ia-botnadoic (maleic) anhydride (rr benzene) and pital ‘lnvéside fom -dimetinibenene and maphtalane), Some faduetal weet polranes wth aromatic properties. Arulene(n very polar fora bydrocarbos {2Ulannuleae, appear ao to bave eas BEL & LeMetiyinphthalenes Z-methyiphtaiee c TeMatylphenaahrese, Z-methypenanthren, 3-methylpbenaa- ‘arene, ‘cmetiyighenenhrane, S-matyipbeanthree 2:2 {letimetnybentene (orte-nyene) - 2 products 1u3-dimetinlbemene (mat-nylane) = 3 progct 28:2 % diphenylmetyl chloride or dphenyshloromethane (enahySey ‘hloride) be phenlaihtorometnase (vnsa chloride); c_phenpticlore- Imethane Genesritlorse demetyniphey] oF 4methyphenybenaeoe cP Stites 2-propenlDbennane oF matanites-(-propeniibnsene 3a tnaihloroptentbaepropentea [3000 cmt! (0m weet}, ao 1600 em and 1500 em" (CSC teat). ‘Compound A (ip) hae swine band at 800 cn”! and-an abrorpson pater in the reton 2006+1050 cn" charactevitc ofa gara-aubotitted Beonene| rmetilbenrene gara- ‘hlootooenel; Compound B etiom) has tno bande430_Ardhes, Electrophitic Aromatic Substitution tea vith 8 us ScoeerS-metiy maces ala ‘hlerstlaee stgnincant than for bensenat (phenol) because {would 22:6 a: The slp (and beta) methylene protons ae predicted to have shout Be ame chemical at a, 2> and fe 2. Cyl: to wypes of hydrogen in ratio of 225 with chemical shift and arial protone, A structre c metylbestene (pareaylenel. sone Tapes, mee mtn ‘rimetyibenzene (ese BB & Cyiy + Che oger + He Smeal oe eee eee Cee BEd. A etrong cid with «nonneclaopiic anton sucha HBF, facilitates Fearon ot 80,2 trom etanoy lta, cxph tno, + Br, Ch cxcoys + 0842__Anenes, lectophitic Aromatic Sibetintion I me cate of hydrochloric acy the chloride lm a nucleophilic And destroye the eaoy! state bythe rection i rhansene and nlirmethyibensees 4x9 cero 6 a 6 xP 1 x2 ts C19, te renciontenc to be reversibe;mueleopille chorice reacts {Se Fgery 1st for lstonsninty onder 20> 1082 “ (B13 brominating agent, being polarised Formation of 619 (416 Bry}® wos be mache tno a ante te, EOS anne BSR, SHSECaM 20 Bak (hyycHoH 4 ar, == ex),cH- PB, Coos -(6™. | = Ssson cgi-Br en Feat mH oMEgHr HOH 7h a -o- g te Chao 9 O*O0= 3880. + Stang ald promotes te formion of NOP byte rencone Ho-No, + 1480, —= 8-NO, » BSCE my 1,0 no, + Ho? == i030, oe Qe Qpntcty, see scimanioes hy Ccr: cs CloneeWee te hydrogens of ammonia ON) are replaced by one or more yt (or asp sroapy compounds of structure BNyy AMO and RYN, ae formed, wilcn are soown a allasamines oF arenaiaes.” Noto Spectroscopic Proper (Srction 2-5) fllowt navi specte Nonsspacira eee fiemolctuse os MY aed” ‘Shanter 22459 eR Toe ateregcheisty of stage ge rr = 8h oy Bl Po = tone of resonance stublintion when the amine nitrogen protonated (Section [Om-O4- Ss] = Ot" bot deloctianion of tage lone pls) (tice tha al slactrone Seaitrorce sre lcaliced) Pllc) of the amie eimary aed eeconéry sttanamines are very weak acide GE, = 10794)se (eos some beeen es °° hit + Cgei — RW PL” 6 coe stone nyu a= -$P U8 6 ae Ls Mae aah at carbone! sat tt catepi ei dvimter ein sme ormatn) whe nit, — nln 6 oe (ecdou 2-04, BE, 48) syns Onis nine oration) yore # nitty = AjC-0m 610) ectons 2890, 4c} Frnbeo + agli ae Fabia, (ectone 23-985 1-46) abylaton s ax 6 afin, — agit, F ections 2349, 23-188) . 2.2 sx + aly — asta © Gestion 2-98, We60, asog-ci + nit, —= R50 RHR + HCL (Geeuon 23-96) 4. Amines wit irons acid ‘& Primary ablanamee rect with HONO te give products dasived rons xy +H? ‘Thies one example of «general rearrangement ofthe type Aro wearin (eee Section 23-100: ORD AE ost pines,8 NOH azar (hyronpamine) Arenamines and €r0, o7 KMaO, lett complex products (iin bach) ed ino (ecton 251 ceanine cure ab, (rovre realy a thse potion amples are Palogeraton (Section BSF), dias coupling (Seton 23-100), aod rearrangement of aloes of shee AroXC) Gein 2900) Motiode ok amine evetosie are baled in Tablee 2-6 and 23-7, 1s allytion or arvlaion of 4 sinper ane or ammonia (Sections 2 reduction methods (Sections 25-128, 23-12¢) ‘MN-cimettyletheamine (dimetyiiayams ce aminoetamate eld (glycine) ©. tdcatnabonsene pyeiting, 1 diaioe) eyeteaytrimetylamnanio ide fled Settramethyaiaoniacylobonane chloride 23:2 The chemlcl ott of the HE proton of (CH) NH wil hangs ‘avkedty with concentration when diasved i advent pub of frozen ending withthe RH proton large sera Wan aleshol i ured ste varying with the coecetiratin. ‘Te protons of he ety groupe wil i formation af (Cgh WD which will, 122-34). The amr spectrum shows four Mode of hydrogen a the Tephenyietanamine (eeaylethylamise) Compound bs Cyl appears tobe secondary amie (on ae sbout $300 cn"! inte ifrred spectrum) aed a monoeubatitted Mensene catycu ncn, Aemetyighenlmatianamine —-tnethyTbentylamioe) ee oom nitrogen Becante 73-5818 for Cis) Se fragment ion correrpondeuri BED The mr epetram of 1,2,2rimethyanteyeopropane Fg: 2-7) (one + ea ont : LP = (one saversion a aitropen im 2 1 of ih energye Gs eles we =~ int 84 Fag: Hy (one cH cH cH NH,OO, Onto Or Oren, ——— OeOefic, {Bi} 4. The conaate hee {om iiss i more strongly stabilized by ‘esonance than he cosugte base from pyzvale lat mm, iat re aoe — Ts a — te Se yuiconcga 6 gHgso RHE SO, Cp, Le eae Oi Oem, = men, ¢ chapter 22s ce emyenenanenci a 2 Opn & ot OyfemenQ-m, s a KO OU ee Seiten, + 6yHso,c1 + amon — Cyr Sb cgi, + ct + 28,0 & exrgomojett, + mer HL yh, tae oa primary ain a soul be CHHEHN, or DN tates sn al Gngenecaray are crate oom eee doer sn ote fenyyronenmen, + yee: + mon — 2A ePrenyfenenledcyn, M2 enyrengenledegs, Pipes, St cenjeye MB mec ws cmpen, ROO fon AL enon446 onasontrogen Commounde, Amines ee eget ety, Bt Arun pinay, tena eran nin maybe eee Dunedioe fuente) aahyd aS | cw — pe, (oobi in aa saat oe bacomeyt, dco? Caster 23 ar gexjcnment, cama, pf afelatino 2190. scmfe, 2, arcinfa, «140 —~ arcio + apt «x? INH + HONO uno ——~ x0 +e Bat ot 62, DA lable for bonding Yo a proton thas in (CH)@ 2 ryiicn,co,x + So —= o=n-Ri,cu,00,8 ° e coe : Es. Oe Hoses ow Gere 8) HO-NeNCH,Co,8 = — O=N-NHCH, CO, eel yt casosthanoate (ety dnsonceat) (Pel, ci,c0,a, cant fated vith otblines 09) PAayjcncnom eryenomencry: (CH,),cor eH, ),omcit, ciycumcuci,, capenen,cr: oH-<] os ce CHCHNCHEHOH CHcHIomeHECH,: ChpcH-cHmCH, 4 CICOCIEH), anatogous to the pinacl rarrangement sae ae a a me = OS Ws ie ae a Oe oat ee A ™ GX. — |e) eon HOMO. eo,cn,2n, 82 12 of cpcusci, oe ‘Te Sy! mechanaey (A) se xO-Sar Oe 4 AE. Qos QeTL fae ay EH . Gren Qear eetsnio, To Sek PP cyan Pci? NO en, Lemus sexier 5 REE emer = “| me m, sowyorey te] B Cater 29 an = eat REE energy BE mye, peyeQpon BEE EM ap 2a a | eee a AEE eyo, 2 a Ps ceo, oe Ce. a) &., oa] oS on eo =1 ety CD-$, trom Party EEL cre © « O&O = Om tO > Oe Oom,$74 opassenitconen Compoands, I, Amines gag cupenciysa, + cyte BBL cpencn,sne,s, et cumcuca len, ST encnenne + xox SREP cu mcncnycn cupencu,cuxi, » Ono BP Opor Oo, = Qeon = Qo, 9 Qrcom, As \sae Qeeosests ms / Ore BEayter be eqigert, 8, Bo, & fe myMetgm 2 Sr, Bo, BL cgi oS ae ee ghee teeye® + x eee ere Ree en nen lec egigycor + x T° + rm? + texjco? Ancoe + penser RB cycomenenenon npenencog ME cycoucnenco oa yenynncocn, =e ee oes eer eat oa (cx coun,cHpemenscs, 2 arcxcuscucn,se npenenenenencym, PE wecwcmenenon NH oF RyN whe ay ange hydrocarbon group (eg: butyl S04c,H5 nbs ee be (eHca ys Ot toe ‘co,it i ca sci fener, noone emer, cougar sre faa, tM open Caster 23 art open fees, $2 Bac Sct See een, Bet ace tact et ea tye nm ae BM et tes cytyai® hts ccd ane CHCc0 oi wwe ere ne tyoridationofitoren, Or tgs ting the sme far he HoH toed obo formed, the stronger te N compound ae bse the smaller the gecharaster cyclopropane because, Inte latter compound Adding a proton to iene” Ye ea? Me tas? we nal erain207= 60 <7" [Remamber tat (to 4 erade approximation) angle strain depends on the oguare ofthe deviation from the nosma valuts (ate Eaercine 2+? and Eneeite 23-6) wiutnave more p character thn hos in an anteyelopentnne, we enpect he hydrogen inte confepate ac willbe ener fo femove au proton (see_ Pa Se = Omy O ' a eee Tem ie = ey eee AG. /| “ eee . aa oth, SE adnre ae-Q-nes-Q-meis, eae icy ece the 4,9 grovp acsnaten halogen to mclephitesbettaton Bist cam + HPIOM, — can + “Prom, + HO tesog Amides are "Moped amin, her Ey, EMER, oF Ste te amide regs spprenc coplaciy Gees hore) fo Chanter 24 an ronda at much over ide (27 ppm) than amine NaH protons (1 pps bonding than im aminen andy accoraingly, amides alse basic fod lene nucleophilic. However they are stronger ace han amines, again -n®. ee Rections for srntbesi of amides inci: 1 acylation ecsons 23-9A, 23-186, 24-24) REAN + 1,0 tor #,0,) (secon 24-30) 3. allyaton of nitrilee Bitty sncton 7. (Secvon 24:38) 4 Sectmaon reurrangemest of oximee(Secton 25-50) 22 acon (Section 24-4) *. Se Hofoann degraaision Gection 23-120) ot Sea ee ROE ca 4s detydration (Section 24-8) cow, "8* on Gaclon 244) 1s atkration By ncxon = SE acne 2 arylation ‘Arti, HON. gin,® E268 son, > craton at ae mA nocfopingeo 5 ox Speron ES. can tnt have lah hydrogen coupounde are polar compounds that may be nythesaed by 1 fromattanee (Section 6) HNO 2, from arenes (Sectlons 2-46, 24-73) camer a as 3. from aly! tlides (Seton 23-21) RE + MANO, —— RNO, + Max 4. from amines (Sectons 23-108 and 23-1), anni, —~ amnif exponen, Potato obtained depends critically onthe ature of he seducing agent andthe pH of fhe medium (ne Secon 24-60). Speen Sends are ataines, RyNoihy 0 compound, ORR cao compound ‘Typical examples ceuyenc, 8. cup, + my ee cHpked + cx,co,n — cx,co,c, + 2° capes » cujcocr = enycocim, + x, + caer cggcon, —jclted with aidan throagh electron dloclinaion ‘0 propenamnide(acrylami is he common mel (i) evel hyletanamide (8) epbenyletanamide Sole elo Compo gy! Th need petra ‘tte SSSETSTERETAOSS ant acm nate of carson Sous sngars fore ta byaopesbonded =O“ our pes of haroven inthe te tmehylacetemidmentte oF methyl acetygieln) cen,comncs,co,cit, “Tee iy resonance ie elit by the RH proton. The NH resonance too rendered to show the triplet structure expected from sping bythe Cp, Compo iH Te erred wpecrom a an ames catbony and een 1680 cov? and two bande in he sep 3300-3400 em" due ot COCK, hydrogens. A slab sructre fellows! egtigerie,SHCoct. ent )tanamide Resonance de othe methylene hydrogen ising by protons on ances aron ad (Mes Atanevenmase (raument ions m/e 14 reais the strogen fom ‘he pero amide A ely moleclarformla 4 CH,NO, wiicncorrerponde ° te OB-nat, formed bye cleavage of he molecular ton. ° be the more stable aad pve the stronger sitrores (2X) 2c6, protonation of amides occurs om atrogen, electron dlocaliation ‘hold then occu of 8. 3-methynethmamide, tin would maSac “ee 5) ye vhe ‘he wept by which angen ie avoved not actly nen, IC atep 2 Ms alow ving Hoy. he Mo sbet is preaictd by seg ach atest , H80y A Noo, ea a iets the prodnc 4 3-0, ldinethy-2-phenethylimethanamide BA pect = a ee (@e eee = crpewbtaencay + ongiebeien, cycne S86 [onl — en fate] SBM capesns | 1 fe, pee Oa eee eat cabo, eoeee e 2 b a renege + sBeex —- nonlin eg tty enon naSrathsie of angering batones uen en & oy ey 5 =] Ce 5 Ge sere ey Tlenjcr ML cenyyemecr “£8. ten,)ecor — her e tenyyeon 2. enyocomy, 420 | eee aa eee ea Nwenyy, #2? (cu,c0,0 tengo 32° en, cenanon he eaetige oHencnyen M8 b chpencner 18, 150 nen, 8 cy 8 & enone BESS. cup ow cemencge: BL Compound HO(CNI, ne he following strsctare! vo Newer, chapter 24 489 cae nengpdiem, © Bacm, — 00,28 Eex aa ne ON om, — ecnpeyieso, EAL cenpegeemin, seeutscgiinnicoctt, “eu | by deamination antogout tothe reactions shyiphenlbtanamise woud give te Son -O = TT ane ans tSOrganmsitrogen Campomds, Uh Amitse, Wises, Mire Comeoende Pap b= be ga sues ee acne 1 He, aanors hereon letronesive nat (aye) generally aro : (ryeen othe sano inte intermelatan (A and A) formed lathe fenton ee ‘Reno with av tO0H. hie wos fend fo nur Ar M(OPOAG” ae ee Armenionae open of tetracyanoethene with benaene font of aathracene, The cl Son ScH,No, + cupro ocnc1,X0, snthracene, — - es b. ockcH No, a cupcino, aie te en (0,Noct,),0%0, 216 Becanee ear compton Ae ow giSou cto, + scnmonen 20H ccnjcny 0x0, 1. (Giiy,cHNO, + cHECHN, opNHcH, ClCH, — NCH CHCICIL), NH, TM renyycon EC jenyc-ricno 2. soxy)scon, — a = comin remyene, s reyecoge ZEEE exec, 2 enyerm, 9 . =f iniieiimo Sejm «nam AE rnybenste ny RES] 8 ony ei 4e Bo capo + akon, ea ua) Sea en eee eae ete olay fe rgyremeny BB ene BEFRR an wee sana Se es a tenyyrtac Sener! 2 enyjefetn, — Chapter 4493 { expected to be abut like 5) beens the raccale er aa bridgehend carbon. With eee eae ea a eos, rye offi, tp orfinm fin = ny Lnendiony, asl, fn ony Lonnfion, atcayyboe + x 2 8 ©. is cup 8 oi Marden — care oe et , a nee Br San eee ee ae aecenter 088 be be (et)goHemo + eit, —- len,)onet gee Cengg 6 one ey OO a eae eee Pe | oe 4 « onpbey Sh ams on, +m cmon sass ayono + —[<2 oe nm] “Orr OXige SOR | TS | oe ee es fs > einen = pkts — pre ofgn) ant arg ao aa a me ct; Q)s0,01 ce a eae TT eupencnjcnjon =~ cuprcnenen,ose,-€)-cn, Seer ee is gees S ee re ee al ao ae OX Ee OS FEO2a soe ,, Sr tenyoncno AE enycnenanon 72S. eny,cuc fa (exc0),0 S eryno, + 36H0 MOL wocn,yeno, A cencoyenyeno, ogiigouro,yco,t 82 eyrcrime,r60,6H, tamer une ee Eee ea ene We Gear a, EE Canty eyummcoce, yucons, we egrimcoc, 0. GAPE eps eam asa sme) & cron _ 10, 19] sucoon, © angnncocn, spe om poranoy H&P 0H ‘See, eR ss tay 9, 250, oF 2 Hypo, Ca BNO NO, _ Hy caneH,NCHRCO,E, in which the configuation tthe chisel carbon ta alm Snare labiy be The Brow vari hale (ace Table 25-0 solton (HO) amino at 1 comere th amon product formed between the amino nd and he wshyarin reagent ie forall amino acide fencep proline and bydrnypraline} andthe colar py: tin inyer chromatography, and lovexctange chromatorraphy Chapter 25 603 tre clas te annctonee 9 iketopiperasiney mines ms) ae eee eee 1 ee eo co, 8 i 9 » Sebencae ty CLES peste sonpeoye tides “3IH,NCRCO,M) —-FNHCHRCO, + aH,0. Pro- {eine are hgh malecuir-wtight polymers while pep tet very chery bat nt in spac ydrated conformations omeating Genatraion. whe p writen onthe right (G-termisue)Three-teerabbre= sd reidae one Tae 25-1 vag Eon ssoArr + nyenco gaa] CMD. ao 1,08 AMNHCHRCO,E + amino acide (separated and identi) wae = Go ‘Arso,et + HNciRco payee] — Arso,snicunco {gemma + Hci n,0°| Arf0,XHCHRCO,H + amine acide on Xv + HNCHRCO fa xrsncHnco- 55] erentfares for pote syuthene that opines the yield by misimising material tontastheeagh handling.” ‘Thie i achieved by anchoring the peptic chin tobe ough wo that i can be penetrated bythe reagents ued for fe peptide wyate- epses and proteins can be separated and pared by physica compleiy. ‘The piney sizctare refers tote teqeence of amino aden the Dulypeptide chaos: the sacendary strate rlers tothe way the caine are oled or pleated trough local Noi" -O5C hydrogen boutiog to form the @~ in ot Bopleated sheet arrangements the erin etractare Ie te folding of ‘Grouse long-range formation of sinlfidebriges, binding of ther prosthetic preps, Van dev Waal' interactions, bySropen sop fer emoslabin (ection 25-80) and heratin (Figure 25-17) Lo ‘iensonl sructare (enatration) generally rei intel ‘Acumber of important proteioe ee Table 253) have metal sar ‘esty a there prose ad fonction to rant lactone (ytochrome ¢) in ebindreveruiiy molecular nygen (hemoglobin ad nyolabial Gamer 25 sot I eneyne-cataiaed rnctont, th enayme frat comple reactant (etutrate) ats repos within te ony cll ‘hanes in forming the ennyoertubrrate complex Unducd-ft theory) and that ‘st lonst, by Snag covalent with BS —= ES". The Include peptide hydeiyaa by earboxrpeptidave A an chymotrpsin. Tap Many earynes operate in conjunction With mall orgaaie molecules cated ceanaymts oF stactrs. Soma important cosnsymes ares RADE Uolole! mess, ‘The Hey intermediate are expected to ave besa metaoal sd hydrogen cyanide. From tese ebetncer, and smmoniy lt is possible to208__Amino Acids, Peptides, Proteine sud Eeercae 25:19), Arpnine hae the more strony basi nitrogen (ection (Compare wien pyrrole, Beercoe 2-15) placed wonardeNghar pH. That eto any, slenyco nas tcne teste a gn Se carcarwaremn tense CTrsamun a pnenn Ney CO eae ensure we SIRROGAE Sinan este bron amor Bish lnwtectsic pins pb in defined ae the pH at which CH,NCHRCO,SY = (cH, Reumco,¥]- (Gn bdding Equations 2501 and 24-2 we get ca,Romcogn t,fenco2) 7 Pee ¥ eg +9606 238 (TH ReH,c0,P7 TH NeH,COL) ‘and Deca me 1g term reduces to aero at he ple Py t rEg + Bol = 60 + 2.38 = H+ @eoezan2 Se cee ceanaren njkpuca® > aynpucoye > wySenco,st Gay ra Gia) oon on toy npc? > eee ti coy okey a ‘oe eionaa i at for) Se tne sabe ba one, Regardag Dd Bor A got By the moet sable ors athe ne onceponding tthe lent cite Ona groupe ot treny baie MH troup) hich ia at hv ot C2 ou, Po,cen,cn,uco,? Onn, on, mi 9 Cojcesrercco? PL (luamic aca) + 2.394 4.25)/2 = 3.22 er ys ° nSelaiengncon B22 Salyer) cucos he aie i wodgleneuco® Hast, PEilencucoe Mt hy ML Uasininn) = (9.00412.49)/2 » 10.76 8 1 -CoP at hoo cm”), Neat at 3800-3300 aL HNpoa + 2,0 ences) er myEO,D + 21,0 ey a ‘Toe sbterved nmr spectra wold bef B,NEHICH,JCO,D snd would show & Setow 300 pn forte methine (ED) grep, nds sgt renence sane Spm for 10 and HDO.ma 3G + mene = ee ie es “9, ee = ae ee Li rF ty 2 yumen, HS Be i -Arainin in roney ba CEENPICOS atch haher 9 Gane conn) Gan dvs te 30,6, ipote fort otthoumie ac H,SenCoe pe cic taathe G8,6),6-4E fanction of agian no-ciiz Gaia, MEO noc crcriciiar one SS Caper 25s When polymerization io cazsied ct inthe pevence of 2-108 of lné-diethenst= Teeament ote ler th AOA, etc at, Fane 2 ‘A vesin at cnting cationic groupe, such as retaeni® Si, ~ Boe ES ES be The cic hydrogen i the on hat mts oriinaly sen of phonlalanioe, I acide becaune the compute Dae o rewonancee 18. B PxcncoeyHy ettc0,64N Se ee Sees Krenco? “E eqzeno BE. ono FAecrompelicon MS. noe fen aa no,cien,) peo i H0,o-(0H,) cave OE » eng hiteny yon HCL en,jneHc1 owt ae. ence TE a ncHcoe + ce Qasier 28 a3 cicncon 8 Ro? - —— a vet, SS bacd.n fs wharae Brogan, ™ Coie Se Cas Hee Cot 3 ae Ge pone ara aaa a “poneonpconizon wr Aci eM ew ona he emi yer of ieoS pepe a Tac Perr tert Ape AacPoe-ne-o ten Matty Ass Tep-Gillyn, Proy Val) Oly tys-Pro- Van, [Are Te Giy- ya -Pro- Val Conti, The gro peptides frm chynteypee harass, Shaner 28 as fie fer De tee ro rope “| Belrcoubeoys : 2EGRE, The ytd ofthe desired polypeptide after 100 ape would be {0-99} 100R = 36.65 Ed Order of seactivity correlates with licacy of K nr a Inving group ACOx + HNpepEa-y —+ nconfepual—r + ax Based on pK, value of 1 (Table 241) and steric Bks Route givers yield of 0.8 x 0.8 40.8 100 = 51% Route 2 given yield of 0.85 0.8100 = 69% as g sywgucon SAVETOTENN . rengcoyst Fo beae) dine ee plete S768 TT a engmcome ted SE) awhcomem tcarbonyl of sepa aid and te tend EON cane prota REO and ROH 2 ROSH Eh Bic2h_ The mreviations uted here correspond te hots of Section 23-196 an Boca’ cmc yom, bose, oe pelynncenaide~o-chty- act, [rorestect sete opaacan lar weight of typtophan. Then emeglobie. Hence, de 0.385/55.8 = 100 15,400718, 700, or any maltipe thereat depending on wheter thane are, 2,3 fr 4 ates g. atone of conor mele oftryptphen per mele of hema ‘Anydrayic enayme that vets exclusively (or mare rply) with finer Dor [peptides may be Fer esas LEH 9 Lexcomemenycoyn —uttnis enycoytt + omcncrjco,n -—I NEHICH,ICO,H + Favked (pertaps ars temitioistal) bute evidenty easly reformed Acyla~ Sono the “SH group precedes the hydrolyse aep tn papalnecataiyed byraly= eereree feck ere