Concept explainers
(a)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Oxidation of primary alcohol to
(b)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Reaction with
(c)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Reaction with
Secondary alcohols may react by
(d)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Reaction with
Secondary alcohols may react by
(e)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Oxidation of primary alcohol to carboxylic acid: A primary alcohol is oxidized to a carboxylic acid by chromic acid. The mechanism involves initial formation of an alkyl chromate intermediate, followed by reaction with base to remove a proton, generating the carbonyl group of an aldehyde and simultaneously reducing the chromium (VI) to chromium (IV). An initially formed aldehyde adds water, generating an aldehyde hydrate, which is oxidized according to the same mechanism to give the carboxylic acid.
(f)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Oxidative cleavage of a glycol:
(g)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Oxidative cleavage of a glycol:
(h)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Reaction with
(i)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Oxidation of primary alcohol to an aldehyde: The oxidation of a primary alcohol to an aldehyde can be carried out using pyridinium chlorochromate (PCC). Because there is no water, the aldehyde does not form the hydrate, and the oxidation reaction stops at the aldehyde stage. Alternatively, Swern or Dess-martin oxidation can be used.
(j)
Interpretation:
The major product of each of the given reaction has to be drawn.
Concept Introduction:
Oxidation of primary alcohol to an aldehyde: The oxidation of a primary alcohol to an aldehyde can be carried out using pyridinium chlorochromate (PCC). Because there is no water, the aldehyde does not form the hydrate, and the oxidation reaction stops at the aldehyde stage. Alternatively, Swern or Dess-martin oxidation can be used.
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Chapter 10 Solutions
OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
- Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. We study this reaction in Chapter 16. Draw structural formulas for the hemiacetal and acetal formed from these reagents. The stoichiometry of each reaction is given in the problem.arrow_forwardPhenols are aromatic rings with an alcohol functional group attached directly to the ring. These compounds have unique acidity and solubility for alcohol groups. Predict the solubility of this phenol in water.arrow_forwardDesribe the reaction product.arrow_forward
- Mixing cyclohexanol with phosphoric acid is an exothermic process, whereas the production of cyclohexene is endothermic. Construct an energy diagram showing the course of this reaction. Label the diagram with the starting alcohol, the oxonium ion (the protonated alcohol), the carbocation, and the product.arrow_forwardDraw structural formulas for the alkene that gives each alcohol upon hydroboration-oxidation.arrow_forwardGive A Summary of Substitution and Elimination Reactions of Alcohols ?arrow_forward
- When trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone i. Write the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide. ii. Why doesn’t the cis isomer yield the oxide?. iii. Write the mechanism for each of the two reactions.arrow_forwardAldehydes and ketones are soluble in organic solvents True False The IUPAC name of the compound CH3CH2COCH3 is ******** The reaction between strong base and C6H6Cl is called The reaction between phenol and nitric acid product O-nitro phenol p-nitro phenol picric acid 2,4-nitrophenol إجابتك إجابتكarrow_forwardWhen trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone A.Write the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide B.Why doesn’t the cis isomer yield the oxide? C.Write the mechanism for each of the two reactions.arrow_forward
- Write the organic products for the following reactionsarrow_forwardComplete the following reaction by drawing structural formulas for the organic product(s). CH₂ ondeloom CH₂C CH₂ + H₂O H*arrow_forwardUsing the relationship between the structure and the boiling point. Obtain a table for the listed chemicals below showing how the boiling point will be different with (1) the different chemical structures, (2) with different functional groups. Boiling Point and Functionalized Compounds: Chemical: Cyclohexanol Cyclohexanone Cyclohexene Benzaldehyde Benzyl alcoholarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning