Draw the products formed when pentanal
a.
b.
c.
d.
e.
f.
g.
h.
i.
j.
k.
l. The [product in (a), then TBDMS-Cl, imidazole.
(a)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 1
Explanation of Solution
The reaction that shows the formation of product when pentanal reacts with
Figure 2
In the given reaction, sodium borohydride is used as a reducing agent. Sodium borohydride is used to for the reduction of carbonyl compounds to alcohols.
The product formed by the reaction of pentanal with
(b)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 1
Explanation of Solution
The reaction that shows the formation of product when pentanal reacts with
Figure 3
In the given reaction,
The product formed by the reaction of pentanal with
(c)
Interpretation: The product formed by the reaction of pentanal with the
Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.
Answer to Problem 20.38P
The product formed by the reaction of pentanal with the
Figure 1
Explanation of Solution
The reaction that shows the formation of product when
Figure 4
In the given reaction, hydrogenation of alkene takes place in the presence of palladium.
The product formed by the reaction of pentanal with the
(d)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction:
Answer to Problem 20.38P
No product is formed by the reaction of pentanal with
Explanation of Solution
The product formed by the reaction of pentanal with
Figure 5
No product is formed by the reaction of pentanal with
(e)
Interpretation: The product formed by the reaction of pentanal with the
Concept introduction: Organometallic reagents like
Answer to Problem 20.38P
The product formed by the reaction of pentanal with the
Figure 6
Explanation of Solution
The product formed by the reaction of pentanal with the
Figure 7
The product formed by the reaction of pentanal with the
(f)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction:
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 6
Explanation of Solution
The product formed by the reaction of pentanal with
Figure 8
The product formed by the reaction of pentanal with
(g)
Interpretation: The product formed by the reaction of pentanal with the
Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.
Answer to Problem 20.38P
The product formed by the reaction of pentanal with the
Figure 9
Explanation of Solution
The reaction that shows the formation of product when
Figure 10
In the given reaction, Grignard reagent is used. This reagent attacks on the carbonyl compound to form alkoxides. In the next step, protonation with water takes place to give the final product.
The product formed by the reaction of pentanal with the
(h)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: Organometallic reagents like
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 11
Explanation of Solution
The reaction that shows the formation of product when
Figure 12
The product formed by the reaction of pentanal with
(i)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: Organometallic reagents like
Answer to Problem 20.38P
No product formed by the reaction of pentanal with
Explanation of Solution
The product formed by the reaction of pentanal with
Figure 13
Aldehydes do not react with organo copper reagent because these reagents are less reactive and cannot attack to the electrophilic centre of the aldehyde group.
(j)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: Organometallic reagents like
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 14
Explanation of Solution
The product formed by the reaction of pentanal with
Figure 15
(k)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: Organometallic reagents like
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 16
Explanation of Solution
The reaction that shows the formation of product when
Figure 17
(l)
Interpretation: The product formed by the reaction of pentanal with
Concept introduction: Organometallic reagents like
Answer to Problem 20.38P
The product formed by the reaction of pentanal with
Figure 18
Explanation of Solution
The product formed by the reaction of pentanal with
Figure 19
In the given reaction, sodium borohydride is used as a reducing agent. Sodium borohydride is used to for the reduction of carbonyl compounds to alcohols.
The product formed by the reaction of pentanal with the
Want to see more full solutions like this?
Chapter 20 Solutions
Organic Chemistry
- Tollen's reagent, (Ag)+, is an oxidation agent. What are the products of Tollen's reagent reaction with the following molecule? H. Select one: O a. Propanoic acid and Ag+ Ob. Propanol and Ag+arrow_forwardxxxxarrow_forwardDraw the products formed when each alcohol is dehydrated with H 2SO 4. Use the Zaitsev rule to predict the major product when a mixture forms.arrow_forward
- Give the IUPAC name for each compoundarrow_forwardDraw the products formed when each alcohol is oxidized with K 2Cr 2O 7. In some cases, no reaction occurs.arrow_forwardReagents a. C6H5CHO b. NaOH, ethanol h. BrCH2CH=CH2 i. Na* OEt, ethanol j. Br2, H* k. K* t-BuO c. Pyrrolidine, cat. H* d. H2C=CHCN e. H3O* f. I. CH2(CO2ET)2 -CH2CH2CN LDA m. heat g. ELOC(=0)CO2ET Select reagents from the table to synthesize this compound from cyclopentanone. Enter the letters of the chosen reagents, in the order that you wish to use them, without spaces or punctuation (i.e. geda).arrow_forward
- Show how to prepare each compound from 2-methyl- 1- propanol. a. 2- methylpropene b. 2- methyl- 2- propanol c. 2- methylpropanoic acid (CH3)2CHCOOHarrow_forward18. Ketone reduction Dicyclohexyl ketone Reduce the ketone. 1. NaBH4, ethanol 2. H3O+ H OH Dicyclohexylmethanol (88%) (a 2° alcohol)arrow_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