
Concept explainers
Interpretation:
Two compounds are to be identified on the basis of their chemical formulas, and IR and
Concept introduction:
Peaks in an IR spectrum help in determining
In 13C NMR spectroscopy, we get information about the different types of carbon present in the given molecular formula.
13C NMR spectroscopy can even differentiate between primary, secondary, tertiary, and quaternary carbons.
If the compound only contains C, H, and O, the index of hydrogen deficiency is calculated as
If a compound contains C, H, O, and a halogen, the halogen can be treated as if it were a hydrogen for the purpose of calculating index of hydrogen deficiency.

Answer to Problem 35P
Solution:
a) The structure of the compound
b) The structure of the compound
Explanation of Solution
The chemical formula of the compound is
The count of four indicates the possibility of a benzene ring. If a benzene ring is present, the oxygen atom would be singly bonded, either as a hydroxyl group or as an ether functional group.
The IR and 13C NMR spectra of the compound are as follows:
The presence of a broad peak around 3200
Chemical formula of the compound is
Therefore this compound also is likely to have a benzene ring.
The IR and 13C NMR spectra of the compound are as follows:
Two peaks in the IR spectrum, at about 700 and 750
Therefore, the structure of the compound is
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Chapter 23 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
- Would the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.arrow_forward(a) Sketch the 'H NMR of the following chemical including the approximate chemical shifts, the multiplicity (splitting) of all signals and the integration (b) How many signals would you expect in the 13C NMR? CH3arrow_forwardDraw the Show the major and minor product(s) for the following reaction mechanisms for both reactions and show all resonance structures for any Explain why the major product is favoured? intermediates H-Brarrow_forward
- 3. Draw ALL THE POSSBILE PRODUCTS AND THE MECHANISMS WITH ALL RESONANCE STRUCTURES. Explain using the resonance structures why the major product(s) are formed over the minor product(s). H₂SO4, HONO CHarrow_forward7. Provide the product(s), starting material(s) and/or condition(s) required for the No mechanisms required. below reaction HO + H-I CI FO Br2, FeBr3 O I-Oarrow_forward6. Design the most efficient synthesis of the following product starting from phenot Provide the reaction conditions for each step (more than one step is required) and explain the selectivity of each reaction. NO MECHANISMS ARE REQUIRED. OH step(s) CIarrow_forward
- What is the skeletal structure of the product of the following organic reaction?arrow_forwardIf a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.arrow_forwardWhat is the major organic product of the following nucleophilic acyl substitution reaction of an acid chloride below?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

