. For each set of spectral data, propose an acceptable structure that is consistent with the data. a. MS: M+ m/z=71, IR: 3340, 2960, 2870 cm-1 , 13C NMR: 47.20 (CH2), 25.64 (CH2) ppm b. MS: M+ m/z= 102, IR: 2960, 2870 cm-1, 13C NMR: 72.73 (t), 23.20 (t), 10.80 (q) ppm c. MS: M+ m/z=74, IR: 3310, 2960, 2870 cm^-1, 13C NMR: 62.44 (down), 34.86 (down), 18.98 (down), 13.88 (up) ppm (DEPT-direction) d. MS: M+ m/z=92 (M:M+2=3:1), IR: 2960, 2870 cm^-1, 13C NMR: 67.29 (C), 34.46 (CH3) ppm e. MS:M+ m/z=70, IR: 3070, 2960, 2870, 1666 cm^-1, 13C NMR: 138.92 (t), 114.26 (d), 35.96 (t), 22.17 (t), 13.59 (q) ppm f. MS: M+ m/z= 72, IR: 2960, 2870 cm^-1, 13C NMR: 31.68 (t), 29.80 (d), 22.20 (q), 11.69 (q) ppm g. MS: M+ m/z= 84, IR: 2960, 2870, 1734 cm^-1, 13C NMR: 220.16 (C), 38.30 (CH2), 23.24 (CH2) ppm h. MS:M+ m/z= 138, (M:M+2=1:1), IR: ~3010(broad), 1715 cm^-1, 13C NMR: 173.61(s), 25.21(t) ppm i. MS:M+ m/z=88, IR: 2960, 2870, 1736cm^-1, 13C NMR: 170.95 (C), 60.34 (CH2), 20.98 (CH3), 14.23 (CH3) ppm j. MS: M+ m/z=73, IR: 3410, 2960, 2870, 1668 cm^-1, 13C NMR: 171.27 (C), 26.26 (CH3), 22.87 (CH3) ppm

. For each set of spectral data, propose an acceptable structure that is consistent with the data. a. MS: M+ m/z=71, IR: 3340, 2960, 2870 cm-1 , 13C NMR: 47.20 (CH2), 25.64 (CH2) ppm b. MS: M+ m/z= 102, IR: 2960, 2870 cm-1, 13C NMR: 72.73 (t), 23.20 (t), 10.80 (q) ppm c. MS: M+ m/z=74, IR: 3310, 2960, 2870 cm^-1, 13C NMR: 62.44 (down), 34.86 (down), 18.98 (down), 13.88 (up) ppm (DEPT-direction) d. MS: M+ m/z=92 (M:M+2=3:1), IR: 2960, 2870 cm^-1, 13C NMR: 67.29 (C), 34.46 (CH3) ppm e. MS:M+ m/z=70, IR: 3070, 2960, 2870, 1666 cm^-1, 13C NMR: 138.92 (t), 114.26 (d), 35.96 (t), 22.17 (t), 13.59 (q) ppm f. MS: M+ m/z= 72, IR: 2960, 2870 cm^-1, 13C NMR: 31.68 (t), 29.80 (d), 22.20 (q), 11.69 (q) ppm g. MS: M+ m/z= 84, IR: 2960, 2870, 1734 cm^-1, 13C NMR: 220.16 (C), 38.30 (CH2), 23.24 (CH2) ppm h. MS:M+ m/z= 138, (M:M+2=1:1), IR: ~3010(broad), 1715 cm^-1, 13C NMR: 173.61(s), 25.21(t) ppm i. MS:M+ m/z=88, IR: 2960, 2870, 1736cm^-1, 13C NMR: 170.95 (C), 60.34 (CH2), 20.98 (CH3), 14.23 (CH3) ppm j. MS: M+ m/z=73, IR: 3410, 2960, 2870, 1668 cm^-1, 13C NMR: 171.27 (C), 26.26 (CH3), 22.87 (CH3) ppm

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 31AP: When measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp...

See similar textbooks

Similar questions

The infrared spectrum of the compound with the mass spectrum shown below lacks any significant absorption above 3000 cm-1. There is a prominent peak near 1740 cm-1 and another strong peak near 1200 cm-1. Propose a structure consistent with the data.
When measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp absorption at 7.3 Î´. (a) How many parts per million downfield from TMS does chloroform absorb? (b) How many hertz downfield from TMS would chloroform absorb if the measurement were carried out on a spectrometer operating at 360 MHz? (c) What would be the position of the chloroform absorption in Î´ units when measured on a 360 MHz spectrometer?
For each set of spectral data, propose an acceptable structure that is consistent with the data 1.. MS: M+ m/z=92 (M:M+2=3:1), IR: 2960, 2870 cm^-1, 13C NMR: 67.29 (C), 34.46 (CH3) ppm 2.. MS:M+ m/z=70, IR: 3070, 2960, 2870, 1666 cm^-1, 13C NMR: 138.92 (t), 114.26 (d), 35.96 (t), 22.17 (t), 13.59 (q) ppm 3.. MS: M+ m/z= 72, IR: 2960, 2870 cm^-1, 13C NMR: 31.68 (t), 29.80 (d), 22.20 (q), 11.69 (q) ppm
For each set of spectral data, propose an acceptable structure that is consistent with that data 1.. MS: M+ m/z= 84, IR: 2960, 2870, 1734 cm^-1, 13C NMR: 220.16 (C), 38.30 (CH2), 23.24 (CH2) ppm 2. MS:M+ m/z= 138, (M:M+2=1:1), IR: ~3010(broad), 1715 cm^-1, 13C NMR: 173.61(s), 25.21(t) ppm 3. MS:M+ m/z=88, IR: 2960, 2870, 1736cm^-1, 13C NMR: 170.95 (C), 60.34 (CH2), 20.98 (CH3), 14.23 (CH3) ppm 4. MS: M+ m/z=73, IR: 3410, 2960, 2870, 1668 cm^-1, 13C NMR: 171.27 (C), 26.26 (CH3), 22.87 (CH3) ppm
3 2 3 4 2 O (ppm) what structure goes along with this NMR spectra? ON
13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT proton decoupled 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) C₂H₂ NO ₂ expansion 3.0 160 2.0 120 1.0 ppm 10 9 8 7 6 Determine the structure of the compound 5 solvent 80 4 40 3 2 08 (ppm) 1 TMS 0 8 (ppm)
Draw out the structure: The Key signals for IR are = 3090, 2800-3000,1700,1455,1560,1598,1110,1290 cm^-1. MS is = M+ 150,m/z121,105,77. 1H NMR is=7.5 –7.9 m,4.1 q,1.2 t.; 13C NMR: 14.4,60.8,128.4,129.7,131,133,167ppm
A 13C NMR spectrum is shown below. Match the spectrum with the proper structure.
4000 100 80 60 40 20 3410 tele 3000 40 10 43 ¹3C NMR Spectrum (50.0 MHz, CDCI, solution) proton decoupled 6.0 DEPT CH, CH₂ 1 CH 1 9 71 80 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) expansion ORGANIC STRUCTURES FROM SPECTRA 5.5 8 IR Spectrum (liquid film) 2000 M 86 (1%) 120 V (cm) m/e 160 1600 7 160 200 5.0 ppm 6 120 1200 J Mass Spectrum 240 800 5 CsH10O 280 solvent 80 4 exchanges with D.O 1 L 3 40 No significant UV absorption above 220 nm 2 E Q 115 08 (ppm) 1 TMS L 0 ō (ppm) IR: List bands and possible/probable structural units responsible Band (cm³) Possible stretches/functional groups MS: Molecular Formula, 13C NMR: 1 2 3 4 5 6 Chem. Shift (8) Type of C (sp), sp², carbonyl, etc.) ¹H NMR: 1 Chem. Shift (8) Multiplicity (singlet, doublet, etc.) IHD(DU)= 2 3 4 5 6 If you need more space, add any additional signal info here: (Show calculation) # of attached H's # of identical C's in signal Probable Type of H (methyl, aromatic, etc.) # of identical H's in signal
A compound has the molecular formula: C4H8O2 and gives the following C-13 NMR spectrum. Provide the most likely functional groups for each signal. nmrsim presentation 1 1 C:Bruken Topspin3.5pl7 examdata -170.7658 150 100 d 170.8 (O CH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0) 8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂) 8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8170.8 (C) ; 60.4 (O CH2); 20.8, 14.1 (2 x O CH3) -60.4293 50 -20.7902 -14.1385 [ppm] [+]
determine compound based on this spectrum data: MS Data- m/z = 112(45.45 %), 113 (3.961 %), and 114 (0.195%) IR Peaks-0.9 ppm (t, 6H), 1.5 ppm (dt, 4H), 2 ppm (td, 4H), 5.4 ppm (tt, 2H) C NMR Peaks- 15, 24, 36, and 127 ppm
Draw the structure of the compound identified by the simulated 'H NMR and ¹3C NMR spectra. The molecular formula of the compound is C₁0H₁2O. (Blue numbers next to the lines in the 'H NMR spectra indicate the integration values.) ¹H NMR 1H 2H 2H 2H 2H 3H IT 111 10 8 6 8 (ppm) 13C NMR III. 220 200 180 160 140 60 40 20 100 8 (ppm) Deduce the structure from the spectra. Select Draw More CHO 2 Ć Rings 120 80 Erase Q 2 Q