(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
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
- Question 7 (10 points) Identify the carboxylic acid present in each of the following items and draw their structures: Food Vinegar Oranges Yogurt Sour Milk Pickles Acid Structure Paragraph ✓ BI UAE 0118 + v Task: 1. Identify the carboxylic acid 2. Provide Name 3. Draw structure 4. Take a picture of your table and insert Add a File Record Audio Record Video 11.arrow_forwardCheck the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of the above box under the table. Molecule 1 Molecule 2 IZ IN Molecule 4 Molecule 5 ZI none of the above ☐ Molecule 3 Х IN www Molecule 6 NH Garrow_forwardHighlight each chiral center in the following molecule. If there are none, then check the box under the drawing area. There are no chiral centers. Cl Cl Highlightarrow_forward
- A student proposes the following two-step synthesis of an ether from an alcohol A: 1. strong base A 2. R Is the student's proposed synthesis likely to work? If you said the proposed synthesis would work, enter the chemical formula or common abbreviation for an appropriate strong base to use in Step 1: If you said the synthesis would work, draw the structure of an alcohol A, and the structure of the additional reagent R needed in Step 2, in the drawing area below. If there's more than one reasonable choice for a good reaction yield, you can draw any of them. ☐ Click and drag to start drawing a structure. Yes No ロ→ロ 0|0 G Х D : ☐ பarrow_forwardटे Predict the major products of this organic reaction. Be sure to use wedge and dash bonds when necessary, for example to distinguish between different major products. ☐ ☐ : ☐ + NaOH HO 2 Click and drag to start drawing a structure.arrow_forwardShown below are five NMR spectra for five different C6H10O2 compounds. For each spectrum, draw the structure of the compound, and assign the spectrum by labeling H's in your structure (or in a second drawing of the structure) with the chemical shifts of the corresponding signals (which can be estimated to nearest 0.1 ppm). IR information is also provided. As a reminder, a peak near 1700 cm-1 is consistent with the presence of a carbonyl (C=O), and a peak near 3300 cm-1 is consistent with the presence of an O–H. Extra information: For C6H10O2 , there must be either 2 double bonds, or 1 triple bond, or two rings to account for the unsaturation. There is no two rings for this problem. A strong band was observed in the IR at 1717 cm-1arrow_forward
- Predict the major products of the organic reaction below. : ☐ + Х ك OH 1. NaH 2. CH₂Br Click and drag to start drawing a structure.arrow_forwardNG NC 15Show all the steps you would use to synthesize the following products shown below using benzene and any organic reagent 4 carbons or less as your starting material in addition to any inorganic reagents that you have learned. NO 2 NC SO3H NO2 OHarrow_forwardDon't used hand raiting and don't used Ai solutionarrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning