An unknown compound with molecular formula C9H180 forms a phenylhydrazone, but gives anegative with Tollens' test. The IR spectrum has a strong band near 1710 cm. The broadband proton-decoupled "C NMR spectrum is given below. Propose a structure for the unknown compound. Explainyour answer based on the given spectroscopic dataCH3A, C3H180CH2CHCDCI3TMS22020018016014012010080604020S, (ppm)

IR mainly explaine the functional groups that are present in a molecule 13C NMR mainly give the…

Answered: An unknown compound with molecular…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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A ¹H NMR spectrum is shown for a molecule with the molecular formula of C10H12O4. Draw the structure that best fits this data. 1H 11 10 2H 2H U 7 1H 1H ΤΗ 1Η ppm Q
The compound has a molecular formula of C5H10O and the following 13C spectrum. A proton NMR was measured, but the data was lost except for the fact that it showed three distinct signals: a singlet, a doublet, and a septet, all of which appear between 0 and 3 ppm. Identify the compound, and draw its 1H NMR.
Propose a structure consistent with each set of data. C10H14: IR absorptions at 3150–2850, 1600, and 1500 cm−1
This is the 13C RMN compound with molecular formula C9H18O. The compound reacts with 2,4-Dinitrophenylhydrazine but not with Tollens reactant. On the IR spectrum it has a stretch at 1710cm-1. What is the structure for the compound?
What is the structure of the compound if the mass spectrum shows M+ = 72, IR shows peak near 1720 cm-1, 13C-NMR shows 4 lines. The proton NMR is: 2.4 ppm (2H quartet) 2.1 ppm (3H singlet) 1.1 ppm (3H triplet)
An organic compound B with formula C6H14O has the following: IR Spectroscopy 2974 cm-1, 1080 cm-1 Mass Spectrometry 102 (M+), 87, 73 1H NMR Spectroscopy Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H). Compound B is obtained by the reaction of compound A with NaH followed by CH3CH2Br. The stereochemistry of A is "S" Using this information, deduce a plausible structure for Compound A with correct stereochemistry.
Mass spectrometry of an unknown compound revealed a molecular ion at m/z 100.09. The IR spectrum, the ¹³C NMR spectrum, and the ¹H NMR spectrum are shown below. Draw the structure of this compound. 4000 220 3000 200 180 160 2000 M 1500 Wavenumbers (cm-¹) 140 120 100 1H 80 6H 1000 40 3H 20 ppm 500
Show a structure for the compound C6H8 that has the following 13C NMR spectrum and explain how you got the answer.
A ¹H NMR spectrum is shown for a molecule with the molecular formula of C5H1002. Draw the structure that best fits this data. 8 + 1 ppm Q
Given the following 13C NMR signals, construct a structure for the unknown compounds. A. Molecular formula: C6H14O DEPT-135 (positive): 14.1 δ DEPT-135 (negative): 22.7 δ, 25.3 δ, 31.8 δ, 32.2 δ, 62.8 δ B. Molecular formula: C7H12O2 Broadband decoupled: 19.1 δ, 28.0 δ, 70.5 δ, 129.0 δ, 129.8 δ, 165.8 δ DEPT-90: 28.0 δ, 129.8 δ DEPT-135 (positive): 19.1 δ, 28.0 δ, 129.8 δ DEPT-135 (negative): 70.5 δ, 129.0 δ
Q2: The proton NMR spectrum is shown for a compound with formula C5H9NO4. The infrared spectrum displays strong bands at 1750 and 1562 cm-1 and a medium-intensity band at 1320 cm-1. The normal carbon- 13 and the DEPT experimental results are tabulated. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 14 ppm Positive No peak No peak 16 Positive 63 Negative No peak 83 Positive Positive 165 No peak No peak Proton spectrum C;H,NO4 0.92 2.01 3.00 3.00 5.0 4.5 4.0 3.5 3.0 25 2.0 1.5 10 0.5 0.0
The H NMR spectra corresponds to a hydrocarbon with the molecular formula C6H₁4. Deduce the structure from the spectra. Draw the unknown compound. 'H NMR 12 H Select Draw Rings More 1.5 1.4 2 H 1.5 1.0 0.5 0.0 300-MHz H NMR spectrum ppm (8) 0.9 0.8 (CH3)4Si G G Q2E

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