Instruction:(a) Based on the information provided, determine the structures of compounds.(b) Assign all peaks in ¹H and ¹³C NMR spectra of compoundsCompound 2:4000100803410% of base peakDEPT1040300013C NMR Spectrum(50.0 MHz, CDCI, solution)6.043proton decoupled9IR Spectrum(liquid film)200¹H NMR Spectrum(200 MHz, CDCI, solution)80expansion5.582000v (cm)M 86 (<1%)160016075.0 ppm120 160 200 240 280m/e61200120800Mass Spectrum5C5H100solvent80440exchangeswith D₂032018 (ppm)TMS108 (ppm)

From the 13C-NMR chemical shift;4-types of carbon atoms are present.2 out 4 are related to C=C1 of…

Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and C NMR spectra of compounds Compound 2: 4000 100 80 3410 % of base peak DEPT 10 40 3000 13C NMR Spectrum (50.0 MHz, CDC), solution) 6.0 43 proton decoupled 9 IR Spectrum (liquid film) 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 80 expansion 5.5 8 2000 v (cm) M 86 (1%) 1600 160 7 5.0 ppm 120 160 200 240 280 m/e 6 1200 120 800 Mass Spectrum 5 C5H100 solvent 80 4 40 exchanges with D₂0 3 2 0 1 8 (ppm) TMS 1 0 8 (ppm)

Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and C NMR spectra of compounds Compound 2: 4000 100 80 3410 % of base peak DEPT 10 40 3000 13C NMR Spectrum (50.0 MHz, CDC), solution) 6.0 43 proton decoupled 9 IR Spectrum (liquid film) 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 80 expansion 5.5 8 2000 v (cm) M 86 (1%) 1600 160 7 5.0 ppm 120 160 200 240 280 m/e 6 1200 120 800 Mass Spectrum 5 C5H100 solvent 80 4 40 exchanges with D₂0 3 2 0 1 8 (ppm) TMS 1 0 8 (ppm)

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter14: Mass Spectrometry

Section: Chapter Questions

Problem 14.27P: Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122....

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Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122. Suggest a structure for this compound. (Data from http://webbook.nist.gov/chemistry/.)
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