NMR Assignment -
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Question 1 - The NMR spectra of an organic compound of molecular formula C11H10O3 was recorded on 400 MHz instrument. Elucidate the structure based on the NMR spectra provided. NMR spectra provided includes 1H, 13C, DEPT 135, DEPT 90, COSY and HSQC.
I) 1H spectral details
Answer - The method of removing Carbon (13C-1H) Hydrogen decoupling interactions to alter a particular NMR spectrum and determine that combination of nuclei is concerned within the decoupling. The 13C NMR spectra only show that decoupling of 1 peak (singlet) for every distinctive carbon within the molecule. The irradiation of the frequency of 1 nucleon with continuous low-power RF is achieved by decoupling.
II) 13C spectral details
Answer - The best decoupling of Carbon (13C) with comparison to Hydrogen (1H) is that the width of the NMR spectrum from 0-250 ppm with relative to TMS normal as critically solely 1-15 ppm to all the protons. From the result, carbon 13C protons overlapping will indicate individual peaks for carbon in similar environments. The NMR spectrum of 1-hepanol, showed the alcohol nucleon (Ha) and two protons and carbon (Hb) square measure also analyzed.
III) Draw the proposed structure and assign 1H and 13C chemical shift values with brief justification.
Answer - DEPT-45 can provides a positive single signal associate carbon atom with a hooked up nucleon. The NMR DEPT-90, 45 spectra shows a positive signal for methane carbons. Positive signals for methine and methyl group carbons can offered by DEPT-135 and chemical group carbons indicates negative signals in NMR. The linear comparison of these three DEPT45, 90, 135 spectra resembles Carbon 13C spectrum. All the carbon molecule arrangement is mentioned in the below DEPT specra.
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Question 2 - Elucidate the structure of product B. A substrate A which was subjected to two consecutive reactions as shown in scheme 1 below to give the product B of molecular formula C9H14Br2. Provide the structure for Product B based on the NMR data provided. The spectra for product B was recorded on 400 MHz instrument. Elucidate the structure based on the NMR spectra provided: 1H, 13C, DEPT 135, DEPT 90.
I) 1H spectral details
Answer - The molecule shows a -OCH3 on one amongst the rings. there's no undergarment to be seen between three and four ppm. The aromatic signals don't extremely add up to twelve once one excludes the Chloroform signal.
II) 13C spectral details
Answer - This is begin by numeration all carbons. Then integrate the nucleon spectrum to relinquish you associate degree approximate count of the amount of chemical element atoms. The opposite atoms will solely be guessed or deduced from the chemical shift of protons and carbons. Number of carbons with a chemical shift of one hundred sixty five ppm or more. This permits to assemble some basic information concerning the molecule. Carbonyl carbons, O-Methyls and N-Methyls and C-Methyls that reconnected to C, CH or CH2. Next is the interpretation of HSQC and HMBC information.
III) Draw the proposed structure and assign 1H and 13C chemical shift values with brief justification.
Answer - From the below graph, the carbon spectrum shows that the different arrangement of various carbons in methyl, methylene, methine and quaternary. Through 1 D experiement, multiple pulse sequence will be involved like decoupling and NOE. Every NMR of Carbon 13C- Hydrogen1H, indicates protons and carbons square measure with related to decoupling of protons.
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