Interpretation: The structure corresponding to
Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
The use of prefix E or Z depends upon the location of the higher priority groups. When two higher priority groups are present on the opposite side then it is an
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Chapter 10 Solutions
Organic Chemistry
- Draw and explain the mechanism in the reaction from compound 8, 9 to compound 10 e) NaH, RT, 72 h, 73%, >19:1 (E):(Z)arrow_forwardNonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.arrow_forwardReaction of iodoethane with CN- yields a small amount of isonitrile, CH3CH2N≡C, along with the nitrile CH3CH2N≡N, as the major product. Write electron-dot structures for both products, assign formal charges as necessary, and propose mechanisms to account for their formation.arrow_forward
- Treatment of 1-aminoadamantane, C10H17N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. Propose a structural formula for compound A.arrow_forwardList the following in increasing order of nucleophilic strength. CH3COO-, H2O, CH3O-, OH-, CH3CH20-arrow_forwardDraw a resonance structure of the acetonitrile anion, :CH2C =N, and account for the acidity of nitriles.arrow_forward
- could you propose a mechanism for these problems?arrow_forwardWhich of the reactions below are correctly identified? These are SN2 reactions:arrow_forwardA graduate student tried to make o-fluorophenylmagnesium bromide by adding magnesium to an ether solution of o-fluorobromobenzene. After obtaining puzzling results with this reaction, she repeated the reaction by using as solvent some tetrahydrofuran that contained a small amount of furan. From this reaction, she isolated a fair yield of the compound that follows. Propose a mechanism for its formation.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning