Propose a structure consistent with each set of data. a.a compound that contains a benzene ring and has a molecular ion at m/z = 107 b.a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z = 84 c.a compound that contains a carbonyl group and gives a molecular ion at m/z = 114 d.a compound that contains C, H, N, and O and has an exact mass for the molecular ion at 101.0841

Propose a structure consistent with each set of data. a.a compound that contains a benzene ring and has a molecular ion at m/z = 107 b.a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z = 84 c.a compound that contains a carbonyl group and gives a molecular ion at m/z = 114 d.a compound that contains C, H, N, and O and has an exact mass for the molecular ion at 101.0841

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 20AP: The hormone cortisone contains C, H, and O, and shows a molecular ion at M+=360.1937 by...

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Propose a structure consistent with each set of data.a. a compound that contains a benzene ring and has a molecular ion at m/z = 107b. a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z = 84c. a compound that contains a carbonyl group and gives a molecular ion at m/z = 114d. a compound that contains C, H, N, and O and has an exact mass for the molecular ion at 101.0841
Draw a full Lewis structure for each following compound. Include lone pairs andnon-zero formal charges as necessary.a. HCN, hydrogen cyanideb. Si(OH)4, orthosilicic acid c. and d. are in the attached photo. e. Write compound in ques=on 4 that should exhibit a strong, sharp peak at 1712cm–1 in its IR spectrum.
The mass spectra of two very stable cycloalkanes both show a molecular ion peak at m/z = 98 . One spectrum shows a base peak at m/z = 69, the other shows a base peak at m/z = 83. Identify the cycloalkane.
The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. Kne appears af m/z=111 and the other appears at m/z=97. Identify the structure of each of these fragments.
Given the IR chart, identify what functional groups are present using the values below. Functional Group cm-1 O-H 3600-3200 N-H 3500-3200 Csp-H 3300 Csp2-H 3150-3000 Csp3-H 3000-2850 O=C-H 1740-1720 C=O 1800-1650 C=C (aromatic) 1650
Propose a structure consistent with each set of data. C10H14: IR absorptions at 3150–2850, 1600, and 1500 cm−1
Propose a structure consistent with each set of spectral data: a. C4H8Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 1.87 (singlet, 6 H) 3.86 (singlet, 2 H) b.C3H6Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 2.4 (quintet) 3.5 (triplet) c. C5H10O2: IR peak at 1740 cm−1; NMR (ppm): 1.15 (triplet, 3 H) 2.30 (quartet, 2 H) 1.25 (triplet, 3 H) 4.72 (quartet, 2 H) d.C3H6O: IR peak at 1730 cm−1; NMR (ppm): 1.11 (triplet) 2.46 (multiplet) 9.79 (triplet)
The infrared spectrum of the compound with the mass spectrum shown below lacks any significant absorption above 3000 cm-1. There is a distinct peak near 1740 cm-1 and another strong peak near 1200 cm-1. molecular ion: M+ = 172
Below are three MS spectra, Spectra 1, 2, and 3. Each of this mass spectrum corresponds to either Compound A (contains one Cl in the molecular formula), Compound B (one I in the molecular formula), and Compound C (one Br in the molecular formula). Identify which spectra corresponds to which compound. Provide explanations for your choices.
The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. One appears at m/z = 111 and the other appears at m/z = 97. Determine the identity and structure of each of these fragments
Long-range coupling between protons more than two carbon atoms apart is sometimes observed when bonds intervene. An example is found in 1-methoxy-l-buten-3-yne. Not only does the acetylenic proton, Î—a, couple with the vinylic proton Hb, it also couples with the vinylic proton Hc, four carbon atoms away. The data are: Construct tree diagrams that account for the observed splitting patterns of Î—a, Hb, and Hc.
Here are proton NMR data for 1-bromopropane: Ha : triplet (2H) 3.32ppm; Hb : multiplet (2H)1.81ppm; Hc : triplet (3H) 0.93ppm. (Relative integrations shown in parentheses.) a. Through how many bonds can a hydrogen split another hydrogen? b. According to this splitting rule, does Ha split Hc ? c. Is your answer in part a) consistent with the multiplicity listed for peak clusters a and c? d. How many hydrogenssplit Hb ? e. Upon very close inspection of the proton NMR spectrum of 1-bromopropane, you wouldfind that peak cluster b has at least six peaks. Is this consistent with your answer in part d)? f. Speculate as to why any peak cluster with more than four peaks is listed simply as a"multiplet."