FHIRD EDITION INTRODUCTION TO SPECTROSCOPY A GUIDE FOR STUDENTS OF ORGANIC CHEMISTRY Donald L. Pavia Gary M. Lampman Geor i acorn etc Coretanges ho Lata ae 1 PREFACE chamiey. Tis eank ea ote an petra Kopin engaie ches Tease lentbook. and its alga 32 assis hor. uae” eu. bubk Foran advanced a eae cour ia sprenoscepis mands of «welie eka, Ts Bec sl af tH sn ens engaged in escas)O2aim x wley eles lense peta tals seu bese tsoretcal coscepte AG wile previo edn se have ie! 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They deserve to "oom se tn deg wal os neg pag al soci sense User tec sea: Dou Pasa ‘uge Letra George Rie CONTENTS CHAPTER 1 MOLECULAR FORMULAS AND WHAT CAN BE LEARNED FROM THEM = 1 11 egectlAnalyis nd Caleatons 3 12 Detecuturou ct Molseuer Mass 3 14 oleeslar Formals 14 Indes of iparogen Deficisney LS AueRideot'thineen 7 V6 A Quick Losk Abead Simple Tacs af MaveSitia 1 ohms 11 eters 12 cnarTeR 2 INFRARED SPECTROSCOPY 13 ‘Thelerred Atwaption Process 14 21 12 Cewoftteared Spann 15 23 The Moles Sirething and Bending V6 24 Powal royeniee aad sbsupive Tenis 18 23° Thelefeaml Spacromeir A.Dispenine tne Species — 20 B. Rowiel Taustonn Specimens — 23 26 Plopatio ef Souls lu Lainzed Sperancony 28 27 Whar ToT ok fe When txaesning nian Specta 24 28 Conclaion Chere wa ey 27 29 Mow to Approach the Analyt fu Sprsinum @r What You Can Telata lanes} 28 vi cata NUCLEAR MAGNETIC RESONANCE SPECTHOSCOPY Hiydrccrhane: Alkane Aukeurs. sad IRsra 29 A.akucr 3 Balen 1 Galkaes —-B AromutieRinge Alvoboly aud Phase Lite 48 Caheryi Compornee $0 A fetus Ta uence te C0 Storing Vso We Aldehydes 5 © Kewore 56 PLease ede 80 rtaeay 62 Fxuke 68 Gch Chiles TAntpele, 71 Amie 7 Nis, Teyana Jtneyauetos aad Tes Nie Ccngmate FF Carboeyie Sal, Anioe Sats se Arcine Asi 76 SullComgunaaes 78 PhowicrnsComponls $2 byl Apt es 2 Teobene Fefelsnss nt PART ONE: BASIC CONCEPIS 102 usler Sin Ste. WP Susser Magoo Movants 103 Atcontiovof rims Ws The Meslouisn sf Aurion Resonse! 6 Populaion Jeasrosof Neclee Sp Stes 18 TheChovies Sil wal Seabling 20) ‘ThoNuclen Mapaetc maniac Speetametse LI ATheCorthonus-Wavei¥iicumest LLL The Polied Fowie Panera Lj lostcsuk 213 ChomicalPiyicalenen Ace Ovenwiene 117 Tinsgrasamt ngration 118 Caonica Bevinsament and Caer Suit 20 Lose Diamagaeti Shit 121 A.Blronezaivig Flt 121 Fyn cation ras Avid wns Hachangahe syne Uyecoyen Bending 12 Mgrs Aniewmone 7 Spin-Ssin Siting ge je 12 Trerinn of SpineSpia Ssbing Tre RY Gerup {CTEM 5 Pascal Tse The Chuping Comsat 148 Consent 0? NVR Spat Taal igh els Seagtbs 237 Streagof Tpit TIME Abwplonstytype af Coupours) (38 AL stkanes 125 B. alkoace bts 1. arematioCpeands 199 Dates 2 svt aides Fascias 14 Rte 1s BL Amines 146 & Nite UT 1 Aushydes HS K Kewrse 110 Lesem 30 NGartosglie ide 180 IS. Amides 152 O. Nizokues 153 veces 154 Relesnene 66 CHARTER 4 NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY PART TWO: CARGON-13 SPECTRA, INCLUDING HETERONUCLEAR COUPLING WITH OTHER NUCLEL 167 4 1s VreCartor sR 16F Gotu 1S Chere Shits 188 Acueeinine coms 168 1. Clean at 2C Chemie Shite 190 ‘ator Coupled MC Speci—Spin-SpiaSpliting of Cabin gaat 5 Pon deed ME Sem ITS Nucla: sulianesRakmement NOE? 104 a Contents Afi Crus Poatatums Crigin of he Nn Over Fest 176 43 Priest gration a CSpiny 199 43 VilecelarRetmationYnsstese 180 43° OnfsRewonaneeDecnhing 182 Alte Quek Dis DEPC iB 441 Suore Sapte Spoon -tgusaene Cans 8S 412 Compounds with Anite Rings 17 U2 Canoe S NMR Soleens—Hetrenacstt Cov pling of Chun a estas 88 S14 Hosorovalear Couplog 1 Catua le Flawvine 4295 $15 Hetnmteue Coupling oCsabon se Poosine-3L Ht Preblems 195 Refelewn 216 caarree § NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY PART THREE: SPIN-SPIN COUPLING 217, S51 Coupling Comma: Syosok 217 2 Conpirg Custis: The Mselewwsm ofCouging, 218 A.Ore Rumi Cexzings (1 219 B.Twotons Couptings 273 . Tves-Rel Couplivg D. Long Ratse Compigs (2 “15 207 cn 23 SR MagnadeFipivlease 228 SA Sonsgufalsnoe Witkin Groap. The Ihe of Tee Diggins hoa ths 91 tle Pals 1 5S Meaweeng Conny Comat ean est Ondo Speuna 234 Sine Weilizies—OreWahien JiQuo Couplings 234 1. Bore Cowper Molise Mune then Die Wake 235 Alisast 27 Mecizciane of Cnpling iz Allens: Soyic Coupling 288 eanurng Coup!ng Constane—Anatye ufun Allie Sern Hi lethe n= 1 Ruel ver Rouly hye! 246 Setend- Orde Speers —Sue Cowphag AF A.FistOnla sol Seon O-ier Seca HT B Spinsisem Kotaion 24 © THAD ABs AM Spin Spars 245 D.The AB... AXcané ADBy...A2% Span Sess 251 1 Simulation Speen 251 1 The Absenee of Sevmd-Che et ac Higher Feld 254 1G Doceptine'y Sale Spot a Some ines tues 233 S11 Avena Compsunss—Substial wane Riggs 255 A Monownbstined Rings 256 Biron Dinthaiutol Rigs 2 (tus: Sustiion 281 S12 Coping a Harrogate Spams 264 SAS Hoegekeage Coupling 205 SHE Unmotesic, Braniomic, nd Disacmopie Spey 28 Sy Spies orbsesconopi Spatsaw 7h A Diass:cetopis Moly) huss 5 Hee deMetbyd-buaod 279 He Dimesotope Hydiagems [2 DiMowpropine | 272 © Diasseotpio Foviges. Hirano ee fZaeilusroetne 273 Ueleeaves 2H CHARTER & ‘NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY PART FOUR: GTHER TOPICS IN ONE-DIMENSIONAL NMR 305 5A Prutunsun Oxygen ales 3 2 Meckuogoir Watered sO 519 A ACHP AlooROI War Wnt “HHT NH. Deueriua eesange 310 Peak Besta Des we Ecaengs BA Othe Iypee uc ksbangs:Taoorans a1 Ke Protons se Migege: Amie 314 fp Prone oe Nigmgor: Qnadrpels Broads sal scoupligg 318 AG Andves 319 43 “Tobe al Solve sm Chased Shi 6A Cenien Sul Rees HghFie a Space VE5 69 CheslttesingAgeats 2h S011 Spin toro ylug Method: Doehe Resenarer 134 2.1 NORTIltewnee spony 529 Twsaleey 382 Refinance: EL ULTRAVIOLET SPECTROSCOPY 353 TU TheNetuise Heme vieoay 385 32 TheChiginof tiv the Siete 355 7.3 Brneplesct Abuanvion Spa socagy 388 fd axewnerstion 385,