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(a)
Interpretation:
The products should be identified by the reaction of 2,6-dimethyl-3-heptanone with
Concept Introduction:
Addition of H2gas to a multiple bond is known as hydrogenation. In the presence of palladium metal as the catalyst, H2 molecules react with
Answer to Problem 78P
Explanation of Solution
When a ketone reacts with H2 gas in the presence of palladium metal resulting product is the secondary alcohol of the initial ketone molecule. Palladium metal act as a catalyst to the reaction that provides a surface to bind both the H2 and carbonyl compound which reduce the activation energy of the reaction.
Hydrogen atoms in the alcohol molecule shown below, which are indicated in red color are the added H during the hydrogenation reaction.
(b)
Interpretation:
The products should be identified by the reaction of 2,6-dimethyl-3-heptanone with
Concept Introduction:
Addition of an O atom in to a molecule is known as oxidation. If a carbonyl atom consists of a hydrogen atom directly connected to the carbonyl C, it will be oxidized in the presence of an oxidizing agent such as
Answer to Problem 78P
No reaction.
Explanation of Solution
Addition of an O atom in to a molecule is known as oxidation. If a carbonyl atom consists of a hydrogen atom directly connected to the carbonyl C, it will be oxidized in the presence of an oxidizing agent such as
Hence, during the reaction no color change can be observed.
(c)
Interpretation:
The products should be identified by the reaction of 2,6-dimethyl-3-heptanone with
Concept Introduction:
Addition of an O atom in to a molecule is known as oxidation. If a carbonyl atom consists of a hydrogen atom directly connected to the carbonyl C, it will be oxidized in the presence of an oxidizing agent such as (
Answer to Problem 78P
No reaction.
Explanation of Solution
Addition of an O atom in to a molecule is known as oxidation. If a carbonyl atom consists of a hydrogen atom directly connected to the carbonyl C in an it will be oxidized in the presence of an oxidizing agent such as
Hence, during the reaction is no silver mirror can be observed.
(d)
Interpretation:
The products should be identified by the reaction of 2,6-dimethyl-3-heptanone with
Concept Introduction:
In the presence of alcohol in the acidic medium, ketones undergo addition reactions and give acetal in two steps.
Hydrogen atom and CH3 groups in the acetal and hemiacetal molecules shown below, which are indicated in red color are the added molecules during the reaction.
Answer to Problem 78P
Explanation of Solution
In the presence of alcohol in the acidic medium, ketones undergo addition reactions and give acetal in two steps. In the first step ketones form hemiacetals and during the second step it converts to an acetal molecule of the respective ketone molecule.
Addition of one molecule of alcohol in to a ketone forms a hemiacetal, one bond of the
Hydrogen atom, CH3 and OCH3 groups in the acetal and hemiacetal molecules shown below, which are indicated in red color are the added molecules during the reaction.
(e)
Interpretation:
The products should be identified by the reaction of 2,6-dimethyl-3-heptanone with
Concept Introduction:
In the presence of alcohol in the acidic medium,
Hydrogen atom and CH2CH3 groups in the acetal and hemiacetal molecules shown below, which are indicated in red color are the added molecules during the reaction.
Answer to Problem 78P
Explanation of Solution
In the presence of alcohol in the acidic medium, ketones undergo addition reactions and give acetal in two steps. In the first step ketones form hemiacetals and during the second step it converts to an acetal molecule of the respective ketone molecule.
Addition of one molecule of alcohol in to aketone forms a hemiacetal, one bond of the
Hydrogen atom, CH2CH3 and OCH2CH3 groups in the acetal and hemiacetal molecules shown below, which are indicated in red color are the added molecules during the reaction.
(f)
Interpretation:
The products should be identified by the reaction of
Concept Introduction:
In the presence of water and acid, acetals undergo hydrolysis reaction and produce aldehydes.
OR' groups in the acetal molecule shown below, which are indicated in red color are the molecules which becomes alcohol molecules during the hydrolysis.
Answer to Problem 78P
Explanation of Solution
Acetals are stable molecules, but their bonds can cleave by a reaction with water and produce aldehydes.
In the acetal molecule, two bonds of the
CH2CH3 groups in the acetal molecule shown below, which are indicated in red color are the molecules which becomes alcohol molecules during the hydrolysis.
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Chapter 16 Solutions
General, Organic, and Biological Chemistry - 4th edition
- Draw the product formed when pentanal (CH3 CH₂ CH₂ CH₂ CHO) is treated with each reagent. With some reagents, no reaction occurs. a. NaBH4, CH3OH b. [1] LiAiH4: [2] H₂O c. H₂, Pd-C d. PCC e. Na₂Cr₂O7, H₂SO4, H₂O f. Ag₂O, NH4OH g. [1] CH3 MgBr; [2] H₂O h. [1] C6H5 Li: [2] H₂O i. [1] (CH3)2 CuLi; [2] H₂O J. [1] HC=CNa; [2] H₂O k. [1] CH 3 C=CLI; [2] H₂O 1. The product in (a), then TBDMS-CI, imidazolearrow_forwardWhich alcohols can be prepared as a single product by hydroboration–oxidation of an alkene? Which alcohols can be prepared as a singleproduct by the acid-catalyzed addition of H2O to an alkene?arrow_forwardDraw the products formed when each alcohol is oxidized with K 2Cr 2O 7. In some cases, no reaction occurs.arrow_forward
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- Which alcohols can be prepared as a single product by hydroboration– oxidation of an alkene? Which alcohols can be prepared as a single product by the acid-catalyzed addition of H2O to an alkene?arrow_forwardDraw the product formed when pentanal (CH3CH2CH2CH2CHO) is treated with each reagent. With some reagents, no reaction occurs.arrow_forward73. O-hydroxybenzoic acid.is a major product formed with phenol and which other reactant/s? I-primary alcohol Il-sodium hydroxide Ill-water IV-carbon dioxide A. I and III B. I and IV C. II and III D. II and IV 74. How many substitution product/s is/are formed when metabromo anisole is treated with ammonia? A. 0 no reaction B. 1 C. 2 D. 3 75. Butan-1-ol is formed from which of the following reactant-reaction pair? A. Butanal-reduction reaction B. Butanone - reduction reaction C. Butanoic acid oxidation reaction D. Butene- dehydration reaction 76. Dienone phenol rearrangement reaction belongs to which type of reaction? A. Neutral B. Acid-catalyzed reaction C. Base catalyzed reaction D. Neither of the given choices 77. Evaluate the given statements: In SNI the first step involves the formation of a carbocation. Afterward, the carbocation is attacked by an electrophile. A. Only the first statement is correct. B. Only the second statement is correct. C. Both statements are correct.arrow_forward
- Draw the products in each reaction.arrow_forwardGive the products of the following acid–base reactions and indicate whether reactants or products are favored at equilibrium. a.CH3COH + CH3O− b. CH3CH2OH + −NH2 c. CH3COH + CH3NH2 d. CH3CH2OH + HClarrow_forwardClassify each alkyl halide as 1 °, 2 °, or 3 °.arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning