1 / 10

NMR Assignment

NMR Assignment . Example : IPSENOL. Unknown: Ipsenol. C 10 H 18 O. Index of H deficiency: C –H/2 + 1 = 2. C-C. CH and CH 3 UP. CH 2 Down. C=C. C13 NMR and DEPT. CH only. C-O. C 10 H 18 O. Unknown: Ipsenol. Index of H deficiency: C –H/2 + 1 = 2.

jemima
Télécharger la présentation

NMR Assignment

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. NMR Assignment Example : IPSENOL

  2. Unknown: Ipsenol C10H18O Index of H deficiency: C –H/2 + 1 =2

  3. C-C CH and CH3 UP CH2 Down C=C C13 NMR and DEPT CH only C-O

  4. C10H18O Unknown: Ipsenol Index of H deficiency: C –H/2 + 1 =2 In 13C: All carbons are visible => no symmetry • 5 aliphatic carbons: • 2 Methyls • 1 CH • 2 CH2 • 1 CH-O (deshielded) • 4 Olefinic carbons: • 2 =CH2 • 1 =CH • 1 =C Counting # protons attached to Carbon: 17 H The one Missing might be attached to Heteroatom: OH

  5. Aliphatic Proton Spectra: Integration Olefinic 1 CH= 2 CH2= CH-O 6 H: 1 CH, 2 CH2 OH 4H 6H : 2 Me Triplet!! 1H 1H

  6. o x =CH2 Me o =CH CH-O HETCOR o CH-O =CH

  7. 2 s? d dd Proton Spectra: Expansion Septet? dd d ddd 2 x d dd m + OH ddd CH2

  8. =CH2 Me =CH CH-O o CH2 x Me C o CH2 CH-OH CH2 CH-O CH o =CH2 Me Me CH=CH2 o =CH x o COSY

  9. 6’ 6’ Proton Spectra: Analysis 7 cis/trans 4 5a 6 5 7 H4 : not septet 8c 8t 8 3 4 tt 2 1’ 1 2 1,1’ 5b 3a 3b

  10. x Me o CH= CH-O o CH2 x o C CH CH2 CH2 o CH-OH CH2 CH o Me Me o x x =CH =CH =C =C HMBC

More Related