a)
Interpretation:
The products need to be predicted when tripalmitolein is treated with the given set of reagents.
Concept introduction:
Reduction is a reaction in which hydrogen is added to the given compound. One of the examples is conversion of unsaturated bonds to saturated bonds.
To predict: the product formed when tripalmitolein is treated with excess hydrogen and nickel.
a)
Answer to Problem 29PP
Solution:
The product predicted when tripalmitolein is treated with hydrogen and nickel is,
Explanation of Solution
Structure of tripalmitolein
The structure of tripalmitolein is drawn as above. In tripalmitolein there are three double bonds.
Reaction with excess hydrogen and nickel.
When tripalmitolein is treated with excess hydrogen and nickel, all the double bonds present in the fatty acid residue are reduced to saturated bonds to give a saturated triglyceride as shown above.
The product formed when tripalmitolein undergoes reaction with excess hydrogen and nickel is a saturated triglyceride and the structure is,
(b)
Interpretation:
The products need to be predicted when tripalmitolein is treated with the given set of reagents.
Concept introduction:
When triglyceride is treated with aqueous sodium hydroxide, the ester group is hydrolyzed to give glycerol and the fatty acid as carboxylate ion.
To predict: the product formed when tripalmitolein is treated with aqueous sodium hydroxide.
(b)
Answer to Problem 29PP
Answer
The product obtained when tripalmitolein is treated with aqueous base is,
Explanation of Solution
Structure of tripalmitolein
The structure of tripalmitolein is drawn as above. In tripalmitolein there are three ester groups.
Reaction with excess hydrogen and nickel.
When tripalmitolein is treated with aqueous sodium hydroxide the ester group is hydrolyzed to form glycerol and fatty acid carboxylate ion.
The product formed when tripalmitolein is treated with aqueous sodium hydroxide is glycerol and three equivalents of carboxylate ion,
Want to see more full solutions like this?
Chapter 26 Solutions
ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
- Determine if the following salt is neutral, acidic or basic. If acidic or basic, write the appropriate equilibrium equation for the acid or base that exists when the salt is dissolved in aqueous solution. If neutral, simply write only NR. Be sure to include the proper phases for all species within the reaction LiNO3arrow_forwardAn unknown weak acid with a concentration of 0.410 M has a pH of 5.600. What is the Ka of the weak acid?arrow_forward(racemic) 19.84 Using your reaction roadmaps as a guide, show how to convert 2-oxepanone and ethanol into 1-cyclopentenecarbaldehyde. You must use 2-oxepanone as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way. & + EtOH H 2-Oxepanone 1-Cyclopentenecarbaldehydearrow_forward
- R₂ R₁ R₁ a R Rg Nu R₂ Rg R₁ R R₁₂ R3 R R Nu enolate forming R₁ R B-Alkylated carbonyl species or amines Cyclic B-Ketoester R₁₁ HOB R R₁B R R₁₂ B-Hydroxy carbonyl R diester R2 R3 R₁ RB OR R₂ 0 aB-Unsaturated carbonyl NaOR Aldol HOR reaction 1) LDA 2) R-X 3) H₂O/H₂O ketone, aldehyde 1) 2°-amine 2) acid chloride 3) H₂O'/H₂O 0 O R₁ R₁ R R₁ R₁₂ Alkylated a-carbon R₁ H.C R₁ H.C Alkylated methyl ketone acetoacetic ester B-Ketoester ester R₁ HO R₂ R B-Dicarbonyl HO Alkylated carboxylic acid malonic ester Write the reagents required to bring about each reaction next to the arrows shown. Next, record any regiochemistry or stereochemistry considerations relevant to the reaction. You should also record any key aspects of the mechanism, such as forma- tion of an important intermediate, as a helpful reminder. You may want to keep track of all reactions that make carbon-carbon bonds, because these help you build large molecules from smaller fragments. This especially applies to the reactions in…arrow_forwardProvide the reasonable steps to achieve the following synthesis.arrow_forwardIdentify which compound is more acidic. Justify your choice.arrow_forward
- Provide the reasonable steps to achieve the following synthesis.arrow_forwardWhen anisole is treated with excess bromine, the reaction gives a product which shows two singlets in 1H NMR. Draw the product.arrow_forward(ii) Draw a reasonable mechanism for the following reaction: CI NaOH heat OH (hint: SNAr Reaction) :arrow_forward
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY