
a)
Interpretation:
The molecular formula and the structure of an unknown compound to be predicted using spectrum details.
Concept introduction:
Molecular formula:
It represents the types of atoms with their total number present in a given molecule.
Mass spectroscopy:
It is a form of spectroscopic technique which is used for the elucidation of the molecular formula and molecular weight of the compound, depending upon the mass of the molecule.
Molecular ion peak (M)+.:
It is defined as the heaviest peak in the IR spectrum of the molecule which represents the largest molecular ion in the given molecule with greater m/z value.
The (M+1)+. peak:
It denotes the peak that arises next to molecular ion peak in the mass spectrum. The peak arises due to the presence of the isotope of carbon (13C).
(M+1)+. peak in mass spectroscopy is used to explain the number of carbon atoms present in a molecule depending on the abundance of (M+1)+. peak.
1HNMR: The 1HNMR spectrum gives information on the different electronic environment of protons. The number of signal (proton types) generated in 1HNMR are predicted by performing symmetry operations (rotation or reflection symmetry).
The 13CNMR spectrum gives information on the different electronic environments of carbon. As like 1HNMR, the number of signals generated in 13CNMR are predicted by performing symmetry operations (rotation or reflection symmetry). Only chemical shift values are reported in the spectrum but not the multiplicity and integration values because the coupling between two neighboring 13C-13 C nuclei are weakly involved due to the low abundance of 13C isotopes of carbon atom.
To Identify:
The molecular formula to be identified.
b)
Interpretation:
The molecular formula and the structure of an unknown compound to be predicted using spectrum details.
Concept introduction:
Molecular formula:
It represents the types of atoms with their total number present in a given molecule.
Mass spectroscopy:
It is a form of spectroscopic technique which is used for the elucidation of the molecular formula and molecular weight of the compound, depending upon the mass of the molecule.
Molecular ion peak (M)+.:
It is defined as the heaviest peak in the IR spectrum of the molecule which represents the largest molecular ion in the given molecule with greater m/z value.
The (M+1)+. peak:
It denotes the peak that arises next to molecular ion peak in the mass spectrum. The peak arises due to the presence of the isotope of carbon (13C).
(M+1)+. peak in mass spectroscopy is used to explain the number of carbon atoms present in a molecule depending on the abundance of (M+1)+. peak.
1HNMR: The 1HNMR spectrum gives information on the different electronic environment of protons. The number of signal (proton types) generated in 1HNMR are predicted by performing symmetry operations (rotation or reflection symmetry).
The 13CNMR spectrum gives information on the different electronic environments of carbon. As like 1HNMR, the number of signals generated in 13CNMR are predicted by performing symmetry operations (rotation or reflection symmetry). Only chemical shift values are reported in the spectrum but not the multiplicity and integration values because the coupling between two neighboring 13C-13 C nuclei are weakly involved due to the low abundance of 13C isotopes of carbon atom.
To Identify:
The structure to be predicted for C5H10O.

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Chapter 13 Solutions
Organic Chemistry
- Please draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13arrow_forwardA 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 10.0 mL of the base solution, what is the pH of the resulting solution?arrow_forwardFirefly luciferin exhibits three rings. Identify which of the rings are aromatic. Identify which lone pairs are involved in establishing aromaticity. The lone pairs are labeled A-D below.arrow_forward
- A 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 10.0 mL of the base solution, what is the pH of the resulting solution?arrow_forwardGiven a complex reaction with rate equation v = k1[A] + k2[A]2, what is the overall reaction order?arrow_forwardPlease draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13arrow_forward
- CHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the steady-state approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the limiting or determining step approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. Indicate the approximation methods for solving the rate equation.arrow_forward
- TRANSMITTANCE เบบ Please identify the one structure below that is consistent with the 'H NMR and IR spectra shown and draw its complete structure in the box below with the protons alphabetically labeled as shown in the NMR spectrum and label the IR bands, including sp³C-H and sp2C-H stretch, indicated by the arrows. D 4000 OH LOH H₂C CH3 OH H₂C OCH3 CH3 OH 3000 2000 1500 HAVENUMBERI-11 1000 LOCH3 Draw your structure below and label its equivalent protons according to the peak labeling that is used in the NMR spectrum in order to assign the peaks. Integrals indicate number of equivalent protons. Splitting patterns are: s=singlet, d=doublet, m-multiplet 8 3Hb s m 1Hd s 3Hf m 2Hcd 2Had 1He 鄙视 m 7 7 6 5 4 3 22 500 T 1 0arrow_forwardRelative Transmittance 0.995 0.99 0.985 0.98 Please draw the structure that is consistent with all the spectral data below in the box and alphabetically label the equivalent protons in the structure (Ha, Hb, Hc ....) in order to assign all the proton NMR peaks. Label the absorption bands in the IR spectrum indicated by the arrows. INFRARED SPECTRUM 1 0.975 3000 2000 Wavenumber (cm-1) 1000 Structure with assigned H peaks 1 3 180 160 140 120 100 f1 (ppm) 80 60 40 20 0 C-13 NMR note that there are 4 peaks between 120-140ppm Integral values equal the number of equivalent protons 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 fl (ppm)arrow_forwardCalculate the pH of 0.0025 M phenol.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

