IB Chemistry on Nuclear Magnetic Resonance (NMR) Spectroscopy and Spin spin coupling

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http://lawrencekok.blogs pot.com Prepared by Lawrence Kok Tutorial on Nuclear Magnetic Resonance Spectroscopy (NMR) and Spin Coupling.

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IB Chemistry on Nuclear Magnetic Resonance (NMR) Spectroscopy, Spin spin coupling and Splitting Pattern.

Transcript of IB Chemistry on Nuclear Magnetic Resonance (NMR) Spectroscopy and Spin spin coupling

  • 1.Tutorial on Nuclear Magnetic ResonanceSpectroscopy (NMR) and Spin Coupling. Prepared by Lawrence Kok http://lawrencekok.blogspot.com

2. Nuclear Magnetic Resonance Spectroscopy (NMR) Main features of HNMR Spectra 1. Number of different absorption peaks Number of different proton/chemical environment 2. Area under the peaks- Number of hydrogen in a particular proton/chemical environment (Integration trace) - Ratio of number of hydrogen in each environment 3. Chemical shift- Chemical environment where the proton is in - Spinning electrons create own magnetic field, creating a shielding effect - Proton which are shielded appear upfield. (Lower frequency for resonance to occur) - Proton which are deshielded appear downfield away. (Higher frequency for resonance to occur)- Measured in ppm () 4. Splitting pattern- Due to spin-spin coupling - The number of peak split is equal to number of hydrogen on neighbouring carbon +1 (n+1) peak NMR spectrum of CH3CH2Br Splitting Pattern Equivalent H in same chemical environment have no splitting effect on each other Singlet Neighbouring Carbon with No H Equivalent H do not split each other Doublet Neighbouring Carbon with 1 H All Equivalent H in the same chemical environment will produce a same peak /signal.Triplet Neighbouring Carbon with 2H Spin spin coupling occurs when protons have different chemical shift Quartet Neighbouring Carbon with 3H Splitting not observed for protons that are chemically equivalent/same chemical shifthttp://chemwiki.ucdavis.edu/Physical_Chemistry/Quantum_Mechanics/Atomic_Theory/Electrons_in_Atoms/Electron_Spin 3. Nuclear Magnetic Resonance Spectroscopy (NMR)(n + 1 rule) Equivalent H in same chemical environment do not split each other. If a proton H has n equivalent protons on neighboring carbons, then the signal for H will be split into n + 1 peaks. H nuclei split neighbouring H in CH3 into 2 peaks, called a doublet. 1H nuclei split the CH3 methyl gp into doublet H can align with EMF or against EMF. CH3 will experience 2 different EMF One lower, one higher EMF Split into doublet EMF EMF MF MF EMF couple with magnetic field by H EMF couple with magnetic field by H Overall magnetic field experience by CH3 higher Overall magnetic field experience CH3 lower H from CH3 will absorb at higher radiofreq (downfield) H from CH3 will absorb at lower radiofreq (upfield) Split with relative intensity of 1 : 1 CH3 spilt to doublet by 1 adj H CH3 experience two slightly differentmagnetic field due to neighbouring HDownfieldUpfield 4. Nuclear Magnetic Resonance Spectroscopy (NMR) (n + 1 rule) If a proton H has n equivalent protons on neighboring carbons, then the signal for H will be split into n + 1 peaks. 2H nuclei split neighbouring H in CH3 into 3 peaks, called triplet. 2H nuclei split the CH3 methyl into triplet H can align with EMF or against EMF. CH3 will experience 3 different EMF One lower, one higher , one no net change Split into triplet (ratio 1 : 2 : 1 )EMF EMFMF MFEMFMF EMF couple with magnetic field by H Both H align with EMF (Net greater EMF) EMF couple with magnetic field by H Overall magnetic field experience by CH3 higher MF Both align against EMF (Net lower EMF) H from CH3, absorb at higher radiofreq (downfield)Overall magnetic field experience CH3 lowerEMF couple with magnetic field by H H from CH3, absorb at lower radiofreq (upfield) One align with and one against EMF MF by H cancel each other Overall magnetic field experience CH3 the same Split with relative intensity of 1 : 2 : 1 CH3 spilt to triplet by 2 adj H CH3 experience three differentmagnetic field due to 2 adjacent HDownfield Upfield 5. Nuclear Magnetic Resonance Spectroscopy (NMR)(n + 1 rule) If a proton H has n equivalent protons on neighboring carbons, then the signal for H will be split into n + 1 peaks. 3 H nuclei split neighbouring H in CH2 into 4 peaks, called a quartet.3H nuclei split the CH2 methylene into quartet H can align with EMF or against EMF. CH2 will experience 4 different EMF Split into quartet (ratio 1 : 3 : 3 : 1 ) EMF EMF EMFMF MFEMF couple with MF by H Three H align with EMF (Net greater EMF)EMF couple with MF by H Overall magnetic field experience by CH2 higher Three H align against EMF (Net lower EMF) H from CH2, absorb at higher radiofreq (downfield)Overall magnetic field experience CH2 lower H from CH2, absorb at lower radiofreq (upfield)EMF couple with MF by H Two align with and one against EMF (higher) Two align against and one with EMF (lower) Two different MF experience by CH2 in 3 : 3 ratioSplit with relative intensity of 1 : 3 : 3 : 1 CH2 spilt to quartet by 3 adjacent H CH2 experience four differentmagnetic field due to 3 adjacent HDownfieldUpfield 6. Nuclear Magnetic Resonance Spectroscopy (NMR)Singlet peak H nuclei attach to electronegative atom , O - NO splitting Singlet H nuclei attach to neighbouring C without any H - NO splitting Singlet Equivalent H nuclei do not split each other but will split neighbouring H CH3CH2OH, quartet, triplet and singlet split CH2 spilt to quartet by 3 adj H CH3 spilt to triplet by 2 adj H CH2 experience four different CH3 experience three different magnetic field due to 3 adj Hmagnetic field due to 2 adj H HH| | HO- C- C- H| | HH OH CH2 CH3 chemical shift 4.8 chemical shift 3.8 chemical shift 1 integration = 1 H integration = 2 H integration = 3 H No split (Singlet) split into 4 split into 3 Quartet splitTriplet split Singlet split 12 3 No signal splitting from coupling between hydroxyl proton and methylene proton of CH2 despite 2 adjacent H Protons attached to O, undergo rapid chemical exchange, transfer rapidly from each other /loss of H Spin coupling due to H (OH) on methylene proton CH2 is negligible /not seen. NO triplet split on OH due to 2 adjacent H from CH2 Only singlet 7. Equivalent Hydrogen in same chemical Environment (chemical Shift) 8. Equivalent Hydrogen in same chemical Environment (chemical Shift)Equivalent H - Hydrogen attached to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other All Equivalent H will produce same signal/peak4 different chemical environment 3 different chemical environment 4 absorption peak /chemical shift 3 absorption peak/chemical shift2 equivalent H2 equivalent H 2 equivalent H1 equivalent H3 equivalent H O 3 equivalent H 3 equivalent H HO-CH2-CH3 CH3-C-CH2-CH2-CH33 different chemical environment 3 different chemical environment 3 absorption peak/chemical shift 3 absorption peak/chemical shift2 equivalent H1 equivalent H2 equivalent H 3 equivalent HO O 3 equivalent H 3 equivalent HCH3-C-O-CH2-CH3HO-C-CH2-CH3 9. Equivalent Hydrogen in same chemical Environment (chemical Shift)Equivalent H - Hydrogen attached to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other All Equivalent H will produce same signal/peak4 different chemical environment 3 different chemical environment 4 absorption peak /chemical shift 3 absorption peak/chemical shift2 equivalent H 2 equivalent H 2 equivalent H1 equivalent H3 equivalent H O 3 equivalent H3 equivalent H HO-CH2-CH3 CH3-C-CH2-CH2-CH32323 12 33 different chemical environment3 different chemical environment 3 absorption peak/chemical shift 3 absorption peak/chemical shift 2 equivalent H1 equivalent H 2 equivalent H 3 equivalent HOO3 equivalent H3 equivalent HCH3-C-O-CH2-CH3 HO-C-CH2-CH32 33 1 2312 10. Equivalent Hydrogen in molecule with plane of symmetryEquivalent H - Hydrogen attach to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other Hydrogen atoms on neighbouring carbon can be equivalent if they are in the same environment All Equivalent H in the same chemical environment/shift will produce a same peak /signal. 1 chemical environment 2 different chemical environment 1 absorption peak/chemical shift 2 absorption peak/chemical shift CH312 equivalent H4 equivalent H O6 equivalent H| CH3 C -CH3CH3-CH2-C-CH2- CH3| CH3 2 different chemical environment 4 different chemical environment 2 absorption peak/chemical shift 4 absorption peak/chemical shiftCI2 equivalent H1 equivalent H | 6 equivalent H1 equivalent H CH3CH3-C-CH3| |1 equivalent H 6 equivalent HHO-CH2- HCH| CH3 11. Equivalent Hydrogen in molecule with plane of symmetryEquivalent H - Hydrogen attach to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other Hydrogen atoms on neighbouring carbon can be equivalent if they are in the same environment All Equivalent H in the same chemical environment/shift will produce a same peak /signal. 1 chemical environment 2 different chemical environment 1 absorption peak/chemical shift 2 absorption peak/chemical shift CH312 equivalent H4 equivalent H O6 equivalent H| CH3 C -CH3CH3-CH2-C-CH2- CH3| CH312 2 3 2 2 different chemical environment 4 different chemical environment 2 absorption peak/chemical shift 4 absorption peak/chemical shiftCI2 equivalent H1 equivalent H | 6 equivalent H1 equivalent HCH3CH3-C-CH3 | |1 equivalent H 6 equivalent H HO-CH2- HCH |CH316 2 1 1 6 4 2 12. Equivalent Hydrogen in molecule with plane of symmetryEquivalent H - Hydrogen attach to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other Hydrogen atoms on neighbouring carbon can be equivalent if they are in the same environment All Equivalent H in the same chemical environment/shift will produce a same peak /signal. 3 different chemical environment 2 different chemical environment 3 absorption peaks /chemical shift 2 absorption peaks / chemical shift1 equivalent H CH3 O CH3 6 equivalent H1 equivalent H 9 equivalent H | |1 equivalent H H-C-OHH-C- C-CH3 ||CH3 CH3 3 different chemical environment 2 different chemical environment 3 absorption peaks / chemical shift 2 absorption peaks / chemical shift 3 equivalent H O CH3 1 equivalent H HCH3| ||9 equivalent HCH3-C-O-C-H2 equivalent HCI- C- C- CH3 | ||6 equivalent H CH3 HCH3 13. Equivalent Hydrogen in molecule with plane of symmetryEquivalent H - Hydrogen attach to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other Hydrogen atoms on neighbouring carbon can be equivalent if they are in the same environment All Equivalent H in the same chemical environment/shift will produce a same peak /signal. 3 different chemical environment 2 different chemical environment 3 absorption peaks /chemical shift 2 absorption peaks / chemical shift1 equivalent HCH3 O CH3 6 equivalent H1 equivalent H 9 equivalent H| |1 equivalent HH-C-OHH-C- C-CH3|| CH3CH3116 1 99.7 3 different chemical environment2 different chemical environment 3 absorption peaks / chemical shift 2 absorption peaks / chemical shift 3 equivalent HO CH3 1 equivalent H HCH3 | ||9 equivalent H CH3-C-O-C-H 2 equivalent H CI- C- C- CH3| || 6 equivalent HCH3 HCH3136 2 9 14. Equivalent Hydrogen in molecule with plane of symmetryEquivalent H - Hydrogen attach to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other Hydrogen atoms on neighbouring carbon can be equivalent if they are in the same environment All Equivalent H in the same chemical environment/shift will produce a same peak /signal.2 different chemical environment 1 chemical environment 2 absorption peak/ chemical shift 1 absorption peak/chemical shiftCI CI CICI CI ||2 equivalent H 2 equivalent H | || C = CH- C-C- C- H 1 equivalent H|| | || H H CIHCI 1 chemical environment 1 chemical environment 1 absorption peak/chemical shift 1 absorption peak/chemical shiftHH HH 6 equivalent H 4 equivalent H || ||CI- C- C- CI H - C- C- H|| ||HH HH 15. Equivalent Hydrogen in molecule with plane of symmetryEquivalent H - Hydrogen attach to carbon in particular chemical environment Equivalent H in same chemical environment have no splitting effect on each other Hydrogen atoms on neighbouring carbon can be equivalent if they are in the same environment All Equivalent H in the same chemical environment/shift will produce a same peak /signal.2 different chemical environment 1 chemical environment 2 absorption peak/ chemical shift 1 absorption peak/chemical shiftCI CI CI CI CI||2 equivalent H 2 equivalent H |||C = CH- C- C- C- H1 equivalent H|| |||H H CI HCI21 26.1 4.5 1 chemical environment 1 chemical environment 1 absorption peak/chemical shift 1 absorption peak/chemical shiftH HHH 6 equivalent H 4 equivalent H | |||CI- C-C- CIH - C- C- H| |||H HHH 46 16. Splitting Pattern by neighbouring H 17. Splitting Pattern by neighbouring H Equivalent H in same chemical environment have no splitting effect on each other Equivalent H do not split each other All Equivalent H in the same chemical environment will produce a same peak /signal.4 chemical environment O 3 chemical environmentHO-CH2-CH3 4 absorption peak 3 absorption peak CH3-C-CH2-CH2-CH32 3 23 1 23 3 chemical environment O3 chemical environment O 3 absorption peak 3 absorption peakCH3-C-O-CH2-CH3HO-C-CH2-CH323 3 12 312 18. Splitting Pattern by neighbouring H Equivalent H in same chemical environment have no splitting effect on each other Equivalent H do not split each other All Equivalent H in the same chemical environment will produce a same peak /signal.4 chemical environment O 3 chemical environmentHO-CH2-CH3 4 absorption peak 3 absorption peak CH3-C-CH2-CH2-CH3 232 3 1 2 3Triplet SingletSeptetTripletSinglet QuartetTriplet2 adj HNo H5 adj H 2 adj HOH No split 3 adj H2 adj H 3 chemical environment O3 chemical environmentO 3 absorption peak 3 absorption peak CH3-C-O-CH2-CH3 HO-C-CH2-CH32 33 1 2 312 QuartetSingletTripletQuartetTriplet Singlet3 adj HNo H2 adj H 3 adj H 2 adj H No H 19. Splitting Pattern by neighbouring H Equivalent H in same chemical environment have no splitting effect on each other Equivalent H do not split each other All Equivalent H in the same chemical environment will produce a same peak /signal.1 chemical environment CH3 2 chemical environment O 1 absorption peak | 2 absorption peakCH3 C -CH3CH3-CH2-C-CH2- CH3| CH312 2 3 22 chemical environment CI4 chemical environment CH3 2 absorption peak | 4 absorption peak| CH3-C-CH3 HO-CH2- HC| | HCH3 1 6 2 1 1 642 20. Splitting Pattern by neighbouring H Equivalent H in same chemical environment have no splitting effect on each other Equivalent H do not split each other All Equivalent H in the same chemical environment will produce a same peak /signal.1 chemical environmentCH3 2 chemical environment O 1 absorption peak| 2 absorption peak CH3 C -CH3CH3-CH2-C-CH2- CH3 |CH3 12 232SingletQuartetTripletNo H3 adj H 2 adj H2 chemical environmentCI4 chemical environment CH3 2 absorption peak| 4 absorption peak|CH3-C-CH3 HO-CH2- HC | |HCH31 6 2 1 16 42HeptetDoubletDoubletSinglet Nonet Doublet6 adj H 1 adj H 1 adj H OH- No split8 adj H 1 adj H 21. Splitting Pattern by neighbouring H Equivalent H in same chemical environment have no splitting effect on each other Equivalent H do not split each other All Equivalent H in the same chemical environment will produce a same peak /signal.3 chemical environmentCH3 2 chemical environmentO CH3 3 absorption peaks| 2 absorption peaks |H-C-OHH-C- C-CH3|| CH3CH3 11 6 1 99.73 chemical environment O CH3 2 chemical environment 3 absorption peaks | HCH3 2 absorption peaks CH3-C-O-C-H||| CI- C- C- CH3CH3 ||HCH31 3 6 2 9 22. Splitting Pattern by neighbouring H Equivalent H in same chemical environment have no splitting effect on each other Equivalent H do not split each other All Equivalent H in the same chemical environment will produce a same peak /signal.3 chemical environmentCH3 2 chemical environmentO CH3 3 absorption peaks| 2 absorption peaks |H-C-OHH-C- C-CH3|| CH3CH3 11 6 1 99.7 Heptet SingletDoubletSinglet Singlet 6 adj H OH- No split 1 adj HNo H No H3 chemical environment O CH3 2 chemical environment 3 absorption peaks | HCH3 2 absorption peaks CH3-C-O-C-H||| CI- C- C- CH3CH3 ||HCH3 13 6 2 9 Heptet SingletDoubletSinglet Singlet 6 adj HNo H1 adj HNo HNo H 23. Singlet Splitting Pattern Equivalent H in same chemical environment have no splitting effect on each other All Equivalent H in the same chemical environment will produce a same peak /signal. Singlet can be due to presence of OH or no adjacent HSinglet due toCH3Singlet due to O CH3 Equivalent H in same | Equivalent H in same |chemical environment CH3 C -CH3chemical environment H-C- C-CH3 No adj H | No adj H|CH3 CH3121 99.7 Singlet due to HCH3 Singlet due toHH Equivalent H in same Equivalent H in same|| || chemical environment CI- C- C- CH3 chemical environmentCI- C- C- CI No adj H Equivalent H do not split || || each otherHH HCH3 42 9 24. Singlet Splitting Pattern Equivalent H in same chemical environment have no splitting effect on each other All Equivalent H in the same chemical environment will produce a same peak /signal. Singlet can be due to presence of OH or no adjacent HSinglet due toCH3 Singlet due toO CH3 Equivalent H in same | Equivalent H in same |chemical environment CH3 C -CH3 chemical environmentH-C- C-CH3 No adj H | No adj H |CH3 CH3121 99.7 SingletSinglet Singlet No HNo H No H Singlet due to HCH3 Singlet due toHH Equivalent H in same Equivalent H in same|| || chemical environment CI- C- C- CH3 chemical environmentCI- C- C- CI No adj H Equivalent H do not split || || each otherHH HCH3 42 9 SingletSinglet Singlet No HNo HNo H 25. Singlet Splitting Pattern Equivalent H in same chemical environment have no splitting effect on each other All Equivalent H in the same chemical environment will produce a same peak /signal. Singlet can be due to presence of OH or no adjacent H Singlet due toSinglet due to HH CH3 Equivalent H in same Equivalent H in same ||| chemical environmentchemical environment H - C- C- HCH3 O-C -CH3 No adj H Equivalent H do not split|||each other HH CH3 6 3 9 Singlet due to O Singlet due toO OH in COOH OH in COOH No adj H H in CHO HO-C-HHO-C-CH3 1 3 1 1 10.68.312 2 26. Singlet Splitting Pattern Equivalent H in same chemical environment have no splitting effect on each other All Equivalent H in the same chemical environment will produce a same peak /signal. Singlet can be due to presence of OH or no adjacent H Singlet due toSinglet due to HH CH3 Equivalent H in same Equivalent H in same ||| chemical environmentchemical environment H - C- C- HCH3 O-C -CH3 No adj H Equivalent H do not split|||each other HH CH3 6 39SingletSingletSingletNo HNo H No H Singlet due to O Singlet due toO OH in COOH OH in COOH No adj H H in CHO HO-C-HHO-C-CH31 3 11 10.6 8.3 122SingletSingletSingletSinglet No H No H No HNo H 27. Spin spin Coupling and Chemical Shift 28. NMR Spectrum O CH3-C-O-CH2-CH3 B A C 2 3 3 O HO-C-CH2-CH3 A BC 1 2 312 29. NMR Spectrum O CH3-C-O-CH2-CH3 B A C 2 3 3 3 diff proton enviroment, Ratio H - 3: 3 : 2 Peak A split to 3 2H on adj C Peak B - No split No H on adj C Peak C split to 4 3H on adj CO HO-C-CH2-CH3 A BC 1 2 312 3 diff proton enviroment, ratio H - 3:2:1 Peak A split to 3 2H on adj C Peak B split to 4 3H on adj C Peak C No split No H on adj C 30. NMR Spectrum HO-CH2-CH3ABC321OCH3-C-CH2-CH2-CH3AD CB2 3 2 3 31. NMR Spectrum HO-CH2-CH3ABC3213 diff proton enviroment, Ratio H - 3:2:1 Peak A split to 3 2H on adj C Peak B split to 4 3H on adj C Peak C No split for OHO CH3-C-CH2-CH2-CH3ADCB232 34 diff proton enviroment, Ratio H - 3:2:2:3 Peak A split to 3 2H on adj C Peak B split to 6 5H on adj C Peak C No split No H on adj C Peak D split to 3 2H on adj C 32. NMR SpectrumOCH3-C-O-CH2-CH2-CH3 ADC B23 2 3O H-C-CH3 AB 319.8 33. NMR SpectrumO CH3-C-O-CH2-CH2-CH3AD C B2 3 2 34 diff proton enviroment, Ratio H 3:2:2:3 Peak A split to 3 2H on adj C Peak B split to 6 5H on adj C Peak C No split No H on adj C Peak D split to 3 2H on adj C O H-C-CH3AB319.82 diff proton enviroment, Ratio H - 3:1 Peak A split to 2 1H on adj C Peak B split to 4 3H on adj C 34. NMR SpectrumCH3Molecule with plane of symmetry |H-C-OH|CH3 C A B11 6O CH3Molecule with plane of symmetry |CH3-C-O-CH|CH3 A BC13 6 35. NMR Spectrum CH3Molecule with plane of symmetry| H-C-OH | CH3 C A B11 63 diff proton enviroment, Ratio H - 6: 1 : 1 Peak A split to 2 1H on adj C Peak B No split for OH Peak C split to 7 6H on adj C O CH3Molecule with plane of symmetry| CH3-C-O-CH | CH3 A BC13 6 3 diff proton enviroment, Ratio H - 6: 3: 1 Peak A split to 2 1H on adj C Peak B No split 0H on adj C Peak C split to 7 6H on adj C 36. NMR SpectrumOMolecule with plane of symmetry CH3-CH2-C-CH2-CH3 A B 4 6 O CH3Molecule with plane of symmetry | H-C-C-CH3|ACH3 B 9 1 37. NMR Spectrum OMolecule with plane of symmetry CH3-CH2-C-CH2-CH3 A B 4 6 2 diff proton enviroment, Ratio H 6:4 Peak A split to 3 2H on adj C Peak B split to 4 3H on adj C O CH3Molecule with plane of symmetry | H-C-C-CH3|ACH3 B 9 1 2 diff proton enviroment, Ratio H 9:1 Peak A No split No H on adj C Peak B No split No H on adj C 38. NMR Spectrum CH3Molecule with plane of symmetry |HO-CH2-CH | A CH3 B D C 211 6 CH3-CH-CH3Molecule with plane of symmetry |CI AB 1 6 39. NMR SpectrumCH3Molecule with plane of symmetry| HO-CH2-CH|ACH3B DC 2 11 64 diff proton enviroment, Ratio H 6:1:1:2 Peak A split to 2 1H on adj C Peak B split to 7 6H on adj C Peak C No split for OH Peak D split to 2 1H on adj CCH3-CH-CH3Molecule with plane of symmetry| CIAB 162 diff proton enviroment, Ratio H 6:1 Peak A split to 2 1H on adj C Peak B split to 7 6H on adj C 40. NMR SpectrumMolecule with benzene ring All H in benzene are considerA as 1 proton environmentB C D5 3 2 1 2 8 7.3Molecule with benzene ring All H in benzene are consider as 1 proton environmentAC B D E 2 1 25 2 3 8 7.32 41. NMR SpectrumMolecule with benzene ring All H in benzene are considerA as 1 proton environmentB C D5 3 2 1 2 8 7.3 2 diff proton enviroment, Ratio H 3:5 Peak A No split No H on adj C Peak B split to 3 2H on adj C Peak C split to 3 2H on adj C Peak D split to 2 1H on adj CMolecule with benzene ring All H in benzene are consider as 1 proton environmentACB D E 2 1 2523 8 7.3 2 3 diff proton enviroment, Ratio H 3 : 2 :5 Peak A split to 3 2H on adj C Peak B split to 4 3H on adj C Peak C split to 3 2H on adj C Peak D split to 3 2H on adj C Peak E split to 2 1H on adj C 42. NMR SpectrumMolecule with benzene ring All H in benzene are considerA as 1 proton environmentC B D E5 2 3 2 1 2 8 7.33Molecule with benzene ring All H in benzene are consider as 1 proton environmentAD EC B F 2 1 25 2 2 1 8 7.34 3 43. NMR SpectrumMolecule with benzene ring All H in benzene are consider A as 1 proton environmentCB D E52 3 2 1 2 8 7.3 3 3 diff proton enviroment, Ratio H 3 : 2 : 5 Peak A split to 3 2H on adj C Peak B split to 4 3H on adj C Peak C split to 3 2H on adj C Peak D split to 3 2H on adj C Peak E split to 2 1H on adj CMolecule with benzene ring All H in benzene are consider as 1 proton environment AD ECB F 2 1 252 2 1 8 7.343 4 diff proton enviroment, Ratio H 1 : 2 : 2 :5 Peak A No split for OH Peak B split to 3 2H on adj C Peak C split to 3 2H on adj C Peak D split to 3 2H on adj C Peak E split to 3 2H on adj C Peak F split to 2 1H on adj C 44. NMR SpectrumMolecule with benzene ringAll H in benzene are consider as 1 proton environmentCAD BE52 1 2 1 68 7.3 53 diff proton enviroment, Ratio H 6 : 1 : 5 Peak A split to 2 1H on adj C Peak B split to 7 6H on adj C Peak C split to 3 2H on adj C Peak D split to 3 2H on adj C Peak E split to 2 1H on adj C 45. AcknowledgementsThanks to source of pictures and video used in this presentationThanks to Creative Commons for excellent contribution on licenseshttp://creativecommons.org/licenses/Prepared by Lawrence KokCheck out more video tutorials from my site and hope you enjoy this tutorialhttp://lawrencekok.blogspot.com