(a)
Interpretation:
The structure of the Weinreb amide on completion of the given reaction is to be predicted.
Concept introduction:
The Weinreb amides behave as electrophiles. Therefore, they are reactive in the presence of nucleophiles. Weinreb amides are used as a reducing agent and they are selective in nature which converts amides into
(b)
Interpretation:
The structure of the intermediate formed on reaction between Weinreb amide and Grignard reagent is to be drawn. The two reasons for the stability of intermediate to decomposition is to be explained.
Concept introduction:
Grignard reagents are
(c)
Interpretation:
The curved-arrow mechanism for the break down of tetrahedral intermediate into
Concept introduction:
Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases. The Grignard reagent is used to increase the chain length of the carbon-carbon bond.
(d)
Interpretation:
The products formed when cyclohexanecarbonyl chloride (A) converted into Weinreb amide (B), which further reacts with propylmagnesium bromide (C) followed by protonolysis are to be stated.
Concept introduction:
Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases. The Grignard reagent is used to increase the chain length of the carbon-carbon bond.
(e)
Interpretation:
The reason as to why the acid chloride is not reacted with Grignard or oraganolithium reagent instead of using Weinreb amide is to be stated.
Concept introduction:
Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases. The Grignard reagent is used to increase the chain length of the carbon-carbon bond.
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Chapter 21 Solutions
EBK ORGANIC CHEMISTRY
- Indicate whether the following two statements are correct or not:- The S8 heterocycle is the origin of a family of compounds- Most of the elements that give rise to stable heterocycles belong to group d.arrow_forwardcould someone draw curly arrow mechanism for this question pleasearrow_forwardIn the phase diagram of quartz (SiO2), indicate what happens as the pressure increases.arrow_forward
- Show work. Don't give Ai generated solutionarrow_forwardNonearrow_forwardTransmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning