The HNMR , CNMR , 2D NMR SPECTRA OF COMPOUND M1 ARE ATTACHED. WHAT IS STRUCTURE OF IT ? IS IT SYMMETRICAL REGARDS TO ITS CNMR SPECTRUM ?WHAT IS THE STRUCTURE SUGGESTION AND WHY ? ¹H NMR spectrum of M1There are no other peaks in the spectrum than the ones depicted hereNumbers in parentheses above peaks are relative integral valuesSolvent: CDC13Field: 500 MHz (¹H): 125 MHz (¹3C)1H(1)10.00DEPT 13513C9.5COSY(2)M13C NMR spectra of M11809.08.08.57.58.01602D NMR spectra of M1anjic(2)7.57.014024 #neighbour(2atomatic6.5Solvent7.0DⒸ CH₂ / CH6.06.5120¹H (ppm)6.0-2 peaks2 peaks5.510013C (ppm)5.05.51H (ppm)4.55.0Solvent804.54.04.0603.53.53.0PACH403.002.5O(3) CM32.5@@202.53.03.54.04.55.05.56.06.57.07.58.0(wdd) Hi HSQCO P@HMBC10.0 9.5109.098.58.0® Ⓡ87.587.076.56.01H (ppm)5.55.04.54.03.53.00Disregard peaks with red strike-through65431H (ppm)+2.520406080-100-120140160-1802025-125-130135-140-145150-19019520013C (ppm)13C (ppm)4

Number of signals in 1H NMR = Sets of protons in different electronic environment Position of…

¹H NMR spectrum of M1 There are no other peaks in the spectrum than the ones depicted here Numbers in parentheses above peaks are relative integral values Solvent: CDC13 Field: 500 MHz (¹H): 125 MHz (13C) 1H (1) 10.0 0 9.5 DEPT 135 13C 180 9.0 8.0 8.5 13C NMR spectra of M1 7.5 8.0 160 112 (2) 7.0 aparic (2) 7.5 2D NMR spectra of M1 COSY Ⓡ (2 u 140 241 6.5 Aneighbour atomatic Solvent 7.0 6.0 6.5 120 CH3 / CH ←2 peaks 6.0 ¹H (ppm) 2 peaks 5.5 100 13C (ppm) 5.0 5.5 1H (ppm) 4.5 5.0 Solvent 80 4.5 4.0 4.0 60 3.5 #t 3.5 V 3.0 40 3.0 0 2.5 O (3) CH 2.5 (8) 20 2.5 3.0 3.5 -4.0 -4.5 -5.0 5.5 6.0 6.5 7.0 7.5 8.0 ¹H (ppm)

¹H NMR spectrum of M1 There are no other peaks in the spectrum than the ones depicted here Numbers in parentheses above peaks are relative integral values Solvent: CDC13 Field: 500 MHz (¹H): 125 MHz (13C) 1H (1) 10.0 0 9.5 DEPT 135 13C 180 9.0 8.0 8.5 13C NMR spectra of M1 7.5 8.0 160 112 (2) 7.0 aparic (2) 7.5 2D NMR spectra of M1 COSY Ⓡ (2 u 140 241 6.5 Aneighbour atomatic Solvent 7.0 6.0 6.5 120 CH3 / CH ←2 peaks 6.0 ¹H (ppm) 2 peaks 5.5 100 13C (ppm) 5.0 5.5 1H (ppm) 4.5 5.0 Solvent 80 4.5 4.0 4.0 60 3.5 #t 3.5 V 3.0 40 3.0 0 2.5 O (3) CH 2.5 (8) 20 2.5 3.0 3.5 -4.0 -4.5 -5.0 5.5 6.0 6.5 7.0 7.5 8.0 ¹H (ppm)

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

Section12.SE: Something Extra

Problem 48AP: The infrared spectrum of the compound with the mass spectrum shown below lacks any significant...

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