The following is the mass spectrum of compound C, C,H,O. Compound C is infinitelysoluble in water, undergoes reaction with sodium metal with the evolution of a gas, andundergoes reaction with thionyl chloride to give a water-insoluble chloroalkarne. Proposea structural formula for compound C and write equations for each of its reactions.1003180604020M (60)10203040m/z50607080Relative Abundance

The given molecular formula can represent either an alcohol or ether. Since the compound is…

Answered: The following is the mass spectrum of…

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 14.29P

See similar textbooks

Similar questions

The reaction of Compound B with O3, followed by Me2S gave two products, C and D (Scheme 1). The mass spectrums of products C and D are shown below. Identify the structures of products C and D. Provide explanation for your answer (based on mass spectrometry interpretation).
Benzonitrile (C6H5CN) is reduced to two different products depending on the reducing agent used. Treatment with lithium aluminum hydride followed by water forms K, which has a molecular ion in its mass spectrum at 107 and the following IR absorptions: 3373, 3290, 3062, 2920, and 1600 cm-1. Treatment with a milder reducing agent forms L, which has amolecular ion in its mass spectrum at 106 and the following IR absorptions: 3086, 2820, 2736, 1703, and 1600 cm-1. L shows fragments in its mass spectrum at m/z = 105 and 77. Propose structures for K and L and explain how you arrived at your conclusions.
A compound of formula C8H8O has a strong infrared absorption band near 1690 cm-1.Suggest a reasonable structure for the compound.
The mass spectrum of the following compound shows fragments at m/z= 127, 113, and 85. Propose structures for the ions that give rise to thesepeaks.
Suggest structures given the 1H NMR spectra and formulas for each of the compounds below. C9H10O
2) Figures 2 to 4 show the IR, 1H NMR and 13C NMR spectra of a compound with formula C3H5N 2a) Identify bands A and B in the IR spectrum 2b) Using the information from the 1H NMR spectrum, fill in the table below Peak cluster (ppm) Multiplicity Number of H in neighbouring C Proposed identification 0 1.30 2.35 2c) Propose a structure for the compound C3H5N. Justify your answer by referring to key spectral features of the 3 spectra.
Give the mass spectrum of bee alarm pheromone in detail with m/ z ratio
Reaction of pentanoyl chloride (CH3CH2CH2CH2COCl) with lithium dimethyl cuprate [LiCu(CH3)2] forms a compound J that has a molecular ion in its mass spectrum at 100, as well as fragments at m/z = 85, 57, and 43 (base). The IR spectrum of J has strong peaks at 2962 and 1718 cm-1. Propose a structure for J.
The tabulated 1H NMR and 13C NMR spectral data acquired for an unknown compound with an atomic composition of C11H20O2is detailed below. Using this data, propose a molecular structure for the unknown compound and, based on this structure, hypothesise a molecular structure of at least one major fragment appearing in the corresponding EI mass spectrum of the unknown compound, which is shown below; 1H NMR (500 MHz, Chloroform-d) δ 5.55 (s, 1H), 5.11 (d, J = 5.8 Hz, 1H), 4.16 (q, J = 6.3 Hz, 2H), 2.22 (d, J = 6.1 Hz, 2H), 2.18 (d, J = 6.1 Hz, 2H), 2.13 (s, 3H), 1.65 (s, 3H), 1.61 (s, 3H), 1.27 (t, J = 6.3 Hz, 3H). 13C NMR (125 MHz, Common NMR Solvents) δ 166.72 (C), 158.99 (C), 131.99 (C), 123.58 (CH), 116.45 (CH), 59.71 (CH2), 38.94 (CH2), 26.53 (CH2), 24.98 (CH3), 19.87 (CH3), 18.90 (CH3), 14.53 (CH3).
Using mass spectrum and NMR data deduce the structure of the following compounds.
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.
The infrared spectrum of the compound with the mass spectrum shown below has a medium-intensity peak at about 1650 cm-1. There is also a C-H out-of-plane bending peak near 880 cm-1. Propose a structure consistent with the data.

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS