
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
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
- Q2: Explain why epoxides that react in an SN1 manner will not show any stereochemical inversion in the product. Q3: Rationalize why Alcohol B will react under the indicated reaction conditions, but Alcohol A will not. A ☑ OH B OH PBr3 R-Brarrow_forwardQ1: Predict the major organic product(s) of the following reactions. Include stereochemistry when necessary. Write NR if no reaction, try to explain. 1.) LDA, THF 2.) СОН CI OH H2SO4, heat OH m...... OH 1.) PCC, CH2Cl2 2.) CH3CH2MgBr, THF 3.) H3O+ 4.) TsCl, pyr 5.) tBuOK, tBuOH 1.) SOCI 2, CHCI 3 2.) CH3CH2ONA, DMF OH 1.) HBr 2.) Mg, THF 3.) H₂CO, THE 4.) H3O+ OH NaH, THFarrow_forwardWhat is the stepwise mechanism for this reaction?arrow_forward
- Draw the major product of this reactionarrow_forwardPlease provide the IUPAC name for the compound shown herearrow_forwardProblem 6-29 Identify the functional groups in the following molecules, and show the polarity of each: (a) CH3CH2C=N CH, CH, COCH (c) CH3CCH2COCH3 NH2 (e) OCH3 (b) (d) O Problem 6-30 Identify the following reactions as additions, eliminations, substitutions, or rearrangements: (a) CH3CH2Br + NaCN CH3CH2CN ( + NaBr) Acid -OH (+ H2O) catalyst (b) + (c) Heat NO2 Light + 02N-NO2 (+ HNO2) (d)arrow_forward
- Predict the organic product of Y that is formed in the reaction below, and draw the skeletal ("line") structures of the missing organic product. Please include all steps & drawings & explanations.arrow_forwardPlease choose the best reagents to complete the following reactionarrow_forwardProblem 6-17 Look at the following energy diagram: Energy Reaction progress (a) Is AG for the reaction positive or negative? Label it on the diagram. (b) How many steps are involved in the reaction? (c) How many transition states are there? Label them on the diagram. Problem 6-19 What is the difference between a transition state and an intermediate? Problem 6-21 Draw an energy diagram for a two-step reaction with Keq > 1. Label the overall AG°, transition states, and intermediate. Is AG° positive or negative? Problem 6-23 Draw an energy diagram for a reaction with Keq = 1. What is the value of AG° in this reaction?arrow_forward
- Problem 6-37 Draw the different monochlorinated constitutional isomers you would obtain by the radical chlorination of the following compounds. (b) (c) Problem 6-39 Show the structure of the carbocation that would result when each of the following alkenes reacts with an acid, H+. (a) (b) (c)arrow_forwardPlease draw the major product of this reaction. Ignore inorganic byproducts and the carboxylic side productarrow_forwardPlease draw the major product of this reaction.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

