Current Attempt in Progress A compound with molecular formula CaHO, produces a broad signal between 2500 and 3600 cm¹ in its IR spectrum and produces two signals in its ¹H NMR spectrum (a singlet at 12.1 ppm with a relative integration of 1 and a singlet at 2.4 ppm with a relative integration of 2). Draw the structure of the compound. Draw Your Solution

Current Attempt in Progress A compound with molecular formula CaHO, produces a broad signal between 2500 and 3600 cm¹ in its IR spectrum and produces two signals in its ¹H NMR spectrum (a singlet at 12.1 ppm with a relative integration of 1 and a singlet at 2.4 ppm with a relative integration of 2). Draw the structure of the compound. Draw Your Solution

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 87AP: The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum...

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A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1Î—NMR: 1.4 Î´ (2 H, quartet, J=7 Hz); 1.2 Î´ (6H, singlet): 1.0 Î´ (1 H, singlet); 0.9 Î´ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 Î´ (a) Assuming that the compound contains C and H but may or may not contain O, give three possible molecular formulas (b) How many protons (H) does the compound contain? (c) What functional groups(s) does the compound contain? (d) How many carbons does the compound contain? (e) What is the molecular formula of the compound? (f) What is the structure of the compound? (g) Assign peaks in the moleculeâ€™s 1HNMR spectrum corresponding to specific protons.
Identify the structures of isomers A and B (molecular formula C9H10O). Compound A: I R peak at 1742 cm−1; 1H NMR data (ppm) at 2.15 (singlet, 3 A: H), 3.70 (singlet, 2 H), and 7.20 (broad singlet, 5 H). Compound B: I R peak at 1688 cm−1; 1H NMR data (ppm) at 1.22 (triplet, 3 B: H), 2.98 (quartet, 2 H), and 7.28–7.95 (multiplet, 5 H).
Please show work 1. Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning.
Propose structures consistent with each set of data: (a) a hydrocarbon with a molecular ion at m/z = 68 and IR absorptions at 3310, 3000–2850, and 2120 cm-1; (b) a compound containing C, H, and O with a molecular ion at m/z = 60 and IR absorptions at 3600–3200 and 3000–2850 cm-1.
Predict the structure of the compound using the information below. From IR Spectra: Broad peak at 3500-3200 cm-1 Medium peak at 750 cm-1 From Mass Spectra M+ = 108 M+2 = 110 (with 3:1 peak ratio) From Proton NMR Spectra See attached picture.
Propose a structure consistent with each set of data. molecular ion at 88; IR peak at 3600-3200 cm−1; 1H NMR data (ppm) at 0.9 (triplet, 3 H), 1.2 (singlet, 6 H), 1.5 (quartet, 2 H), and 1.6 (singlet, 1 H)
PART 2: Compounds A, B, and C are isomers with the formula C5H11Br. Their broadband proton-decoupled 13C NMR spectra are given below. Information from the DEPT 13C NMR spectra is given near each peak. Give structure for C.
Propose a structure consistent with each set of data. molecular ion at 72; IR peak at 1710 cm−1; 1H NMR data (ppm) at 1.0 (triplet, 3 H), 2.1 (singlet, 3 H), and 2.4(quartet, 2 H)
Treatment of butan-2-one (CH3COCH2CH3) with strong base followed by CH3I forms a compound Q, which gives a molecular ion in its mass spectrum at 86. The IR (> 1500 cm−1 only) and 1H NMR spectrum of Q are given below. What is the structure of Q?
Provide a structure for the compound with molecular formula C5H10O and with the following spectroscopic data.IR: 1720 cm−11H NMR: 0.9δ (triplet, I=3H), 1.7δ (sextet, I=2H), 2.1δ (singlet, I=3H), 2.4δ (triplet, I=2H)
Compounds A, B, and C are isomers with the formula C5H11Br. Their broadband proton-decoupled 13C NMR spectra are given below. Information from the DEPT 13C NMR spectra is given near each peak. Give structures for A and B. (Note: part 2 will be posted).
Predict the structure of the compound using the information below. Kindly show what information are obtained for each spectra which may help in predicting the structure. From IR Spectra: See the attached picture From Mass Spectra M+ = 87 From Proton and Carbon NMR Spectra See attached picture.