Concept explainers
Interpretation:
The reasonable structure of the compound having a molecular formula
Concept introduction:
For identifying correct structures from the given IR spectrum, the first step is to calculate the IHD from the given molecular formula of a compound. The IHD accounts for the number of rings or multiple bonds the structure could possess. A benzene ring has an IHD of 4, which accounts for the three double bonds plus a ring. The next step would be analyzing the given IR spectrum for:
1) The number of stretching modes (above
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ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
- 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.arrow_forwardA compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1ΗNMR: 1.4 δ (2 H, quartet, J=7 Hz); 1.2 δ (6H, singlet): 1.0 δ (1 H, singlet); 0.9 δ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 δ (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 molecule’s 1HNMR spectrum corresponding to specific protons.arrow_forwardThe mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.arrow_forward
- Propose a structure consistent with each set of data. C10H14: IR absorptions at 3150–2850, 1600, and 1500 cm−1arrow_forwardA compound with the molecular formula shown below exhibits a 1H NMR spectrum with only one signal. Deduce the structure in each case. (a) C5H10arrow_forwardThe mass spectrum of compound A shows the molecular ion at m/z 85, an M + 1 peak at m/z 86 of approximately 6% abundance relative to M, and an M + 2 peak at m/z 87 of less than 0.1% abundance relative to M. Q.) Propose a molecular formula for compound A.arrow_forward
- These are the 1H RMN and IR spectrums of an A compound with formula C10H13NO2. When A reacts with NaOH in water and heat, B compound is formed, with formula C10H11NO. What are the structures of A and B?arrow_forwardCompound E is a volatile organic liquid with a fruity smell. Its mass spectrum is given below. Identify the fragments at m/z 77 and 105, then propose a structure for this compound.arrow_forwardAn unknown foul smelling hydrocarbon gives a mass spectrum with M+ ion peak at 84. IR spectrum shows a strong and sharp peak at 3200 cm-1 and at 1650 cm-1. )Propose a molecular formula? )How many elements of unsaturation are there? ) Propose a structure for this compound?arrow_forward
- A compound displays key peaks at 1724, 1600, and 1585 cm-1 in its IR spectrum. There are also 2 peaks between 2700-2850 cm-1. The mass spectrum has a molecular ion with m/z 120. The base peak is at m/z=91. Draw a structure that best fits this data.arrow_forwardan unknown compound of molecular formula C4H10O only showed singlets in its 1H-NMRarrow_forwardPredict 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+ = 134 base peak = 105 peaks at 77 and 51 From Proton and Carbon NMR Spectra See attached picture.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning