Concept explainers
Interpretation:
The structure of the compound has to be identified from the given data.
Concept introduction:
Spectroscopy:
It is study of the interaction of matter and
IR frequency (cm-1):
It is the number of wave crests that pass by a given point in one second frequency has units of hertz (Hz).
Stretch vibrations:
It is a vibration occurring along the line of the bond a stretching vibration changes the bond length.
Bending vibrations:
It is a vibration that does not occur along the line of the bond, bending vibration changes the bond angle.
Mass spectroscopy:
Interpreting a mass spectrum:
Each m/z values is the m/z value of one the fragments to the nearest whole number.
The peak with the highest m/z value in the molecular ions (M+), the fragment that results when the molecules lose electrons as result of being bombarding by the electron beam.
The m/z value of the molecular ion gives the molecular mass of the compound.
Peaks with smaller m/z values, fragment ion peak represent positively charged fragments of the molecular ion.
Base peak of mass spectrum:
The base peak is the one of highest (or) tallest peak, it has great abundance. It has the greatest relative abundance because it is generally the most stable positively charged fragment.
Given information:
The absorption value is at 1584, 1478, and 1446 cm-1 and it has M+ = 114, 112 and 77.
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Chapter 12 Solutions
ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<
- Draw the structure of the compound that produced the spectra below. The infrared spectrum has strong bands at 1720 and 1738 cm-1.arrow_forwardA proton nmr spectrum is shown for a compound having formula C5H9NO4 the infrared spectrum shows strong band at 1750 andarrow_forwardThe 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.arrow_forward
- Compound 1, was found to consist of C,H,N, and Cl with an elemental analysis of 61.1% C, 2.9% H, and 10.2% N. IR Spectra displayed absorbances at 2215, 1605. Deduce the structure of this compound. (there is only one Cl)arrow_forwardThe two isomeric compounds with the formula C3H5ClO2 have NMR spectra shown in 4a and 4b below. The downfield protons appearing in the NMR spectra at about 12.1 and 11.5 ppm, respectively, are shown as insets. Determine the structure of the two isomersarrow_forwardThe cyclobutenyl dichloride below reacts with the powerful Lewis acid antimony pentafluoride in liquid SO2 at -75o to give a pale yellow solution that exhibits one singlet at 3.68 ppm in its 1H-NMR spectrum. The species in solution has been deduced to be the salt C8H12X2 where X is an hexahaloantimonate anion. Draw the cation part of the salt C8H12X2arrow_forward
- Treatment of compound D with LiAlH4 followed by H2O forms compound E. D shows a molecular ion in its mass spectrum at m/z = 71 and IR absorptions at 3600–3200 and 2263 cm–1. E shows a molecular ion in its mass spectrum at m/z = 75 and IR absorptions at 3636 and 3600–3200 cm–1. Propose structures for D and E from these data and the given 1H NMR spectra.arrow_forwardGive the structure for two isomers of molecular formula C4H10O which are consistent with the ^1H-NMR spectra shown below.arrow_forwardThe unknown compound with molecular formula C4H8O3, has infrared absorptions at 1710 and 2500 to 3100 cm^-1 and has ¹H NMR spectrum shown. Analyze the given data and propose a structure for this compound. Explain how you come up with your proposed compound.arrow_forward
- Propose a structure for the molecule with the formula of C5H10O from the H NMR, C NMR, IR and mass spectrometry spectrums.arrow_forward(a) Compound A has molecular formula C9H18O but shows only one singlet in the 1H-NMR spectrum. Suggest a structure for A and explain your reasoning. (b) Compound B has molecular formula C10H14. The IR, mass, 1H-NMR, and 13C-NMR speca are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Suggest a structure for B and explain your reasoning.arrow_forwardThe molecular weight of the compound is 126. Deduce its structure based on molecular weight. HNMR,IR, and 13C NMR data provided..arrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT