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(a)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an
(b)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an alkyl halide. The anion abstracts the alkyl group from the alkyl halide. On heating, decarboxylation takes place which gives the desired carboxylic acid.
(c)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an alkyl halide. The anion abstracts the alkyl group from the alkyl halide. On heating, decarboxylation takes place which gives the desired carboxylic acid.
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Chapter 17 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
- Check all molecules that are acids on the list below. H2CO3 HC2H3O2 C6H5NH2 HNO3 NH3arrow_forwardFrom the given compound, choose the proton that best fits each given description. a CH2 CH 2 Cl b с CH2 F Most shielded: (Choose one) Least shielded: (Choose one) Highest chemical shift: (Choose one) Lowest chemical shift: (Choose one) ×arrow_forwardConsider this molecule: How many H atoms are in this molecule? How many different signals could be found in its 1H NMR spectrum? Note: A multiplet is considered one signal.arrow_forward
- For each of the given mass spectrum data, identify whether the compound contains chlorine, bromine, or neither. Compound m/z of M* peak m/z of M + 2 peak ratio of M+ : M + 2 peak Which element is present? A 122 no M + 2 peak not applicable (Choose one) B 78 80 3:1 (Choose one) C 227 229 1:1 (Choose one)arrow_forwardShow transformation from reactant to product, step by step. *see imagearrow_forwardCheck the box if the molecule contains the listed item. *See imagearrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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