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Chapter 21: Q79E (page 726)

Propose a structure for the compound with the formulaC19H9NO2 and the following IR and NMR spectra

Short Answer

Expert verified

The Structure should be

Step by step solution

01

Apply the given formula

The Given Formula is,C19H9NO2

A set of instauration and fused benzene rings. The IR bond 1724 cm-1 corresponds to the nitrile stretching and the bonds 1600 cm-1 to the carbonyl group.

02

Draw the Structure of the reaction

Therefore, The proton of the group is deshielded and hence the resulting NMR.

The structure has been drawn

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Most popular questions from this chapter

21-73 N,N-Diethyl-m-toluamide (DEET) is the active ingredient in manyinsect repellent preparations. How might you synthesize this substancefrom m-bromotoluene?

Predict the products of the following nucleophilic acyl substitution reactions:

Show the mechanism of the following nucleophilic acyl substitution reaction, using curved arrows to indicate the electron flow in each step:

Draw structures corresponding to the following names:
(a) Phenyl benzoate
(b) N-Ethyl-N-methylbutanamide
(c) 2,4-Dimethylpentanoyl chloride
(d) Methyl 1-methylcyclohexanecarboxylate
(e) Ethyl 3-oxopentanoate
(f) Methyl p-bromobenzenethioate
(g) Formic propanoic anhydride
(h) cis-2-Methylcyclopentanecarbonyl bromide

21-75 One frequently used method for preparing methyl esters is by reactionof carboxylic acids with diazomethane, CH2N2

The reaction occurs in two steps: (1) protonation of diazomethane bythe carboxylic acid to yield methyldiazonium ion,, CH3N2+plus a carboxylate ion; and (2) reaction of the carboxylate ion with CH3N2+.
(a) Draw two resonance structures of diazomethane, and account forstep 1.
(b) What kind of reaction occurs in step 2?
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