Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 18.21, Problem 45P
- a. If the biosynthesis of palmitic acid were carried out with CD3COSR and nondeuterated malonyl thioester, how many deuterium atoms would be incorporated into palmitic acid?
- b. If the biosynthesis of palmitic acid were carried out with –OOCCD2COSR and nondeuterated acetyl thioester, how many deuterium atoms would be incorporated into palmitic acid?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
If the biosynthesis of palmitic acid were carried out with -OOCCD2COSR and nondeuterated acetyl thioester, how many deuterium atoms would be incorporated into palmitic acid?
Draw the products formed when β-D-galactose is treated with each reagent.
a. Ag2O + CH3I
b. NaH + C6H5CH2Cl
c. The product in (b), then H3O+
d. Ac2O + pyridine
e. C6H5COCl + pyridine
f. The product in (c), then C6H5COCl + pyridine
If the biosynthesis of palmitic acid were carried out with CD3COSR and nondeuterated malonyl thioester, how many deuterium atoms would be incorporated into palmitic acid?
Chapter 18 Solutions
Organic Chemistry
Ch. 18.1 - Prob. 1PCh. 18.1 - Prob. 2PCh. 18.1 - Prob. 3PCh. 18.1 - Prob. 4PCh. 18.1 - PROBLEM 5♦
List the compounds in each of the...Ch. 18.2 - Explain why 92% of 2,4-pemtanedione exists as the...Ch. 18.3 - Draw the enol tautomers for each of the following...Ch. 18.3 - Prob. 8PCh. 18.4 - Prob. 9PCh. 18.4 - Prob. 10P
Ch. 18.5 - Show how the following compounds can be prepared...Ch. 18.6 - What compound is formed when a dilute solution of...Ch. 18.7 - Prob. 13PCh. 18.7 - Prob. 14PCh. 18.7 - How many stereoisomers are obtained from each of...Ch. 18.7 - Prob. 16PCh. 18.8 - Prob. 17PCh. 18.9 - Prob. 18PCh. 18.9 - Prob. 19PCh. 18.10 - Prob. 20PCh. 18.10 - What aldehyde or ketone would be obtained when...Ch. 18.11 - Prob. 22PCh. 18.12 - Prob. 24PCh. 18.12 - What two carbonyl compound are required for the...Ch. 18.12 - Propose a mechanism for the following reaction:Ch. 18.13 - Draw the products of the following reactions:Ch. 18.13 - Prob. 28PCh. 18.13 - Prob. 29PCh. 18.14 - Prob. 30PCh. 18.15 - Write the mechanism for the reaction of a...Ch. 18.15 - Prob. 32PCh. 18.15 - Prob. 33PCh. 18.15 - Draw the product of the reaction of each of the...Ch. 18.16 - Draw the product obtained by heating each pair of...Ch. 18.16 - Prob. 36PCh. 18.17 - Prob. 37PCh. 18.18 - Prob. 38PCh. 18.18 - Prob. 39PCh. 18.19 - Prob. 40PCh. 18.20 - Prob. 42PCh. 18.21 - Propose a mechanism for the formation of...Ch. 18.21 - Prob. 44PCh. 18.21 - a. If the biosynthesis of palmitic acid were...Ch. 18.21 - Prob. 46PCh. 18 - Prob. 47PCh. 18 - Prob. 48PCh. 18 - Number the following compounds in order of...Ch. 18 - The 1H NMR chemical shifts of nitromethane,...Ch. 18 - Prob. 51PCh. 18 - Draw the products of the following reactions: a....Ch. 18 - A racemic mixture of 2-methyl-1-phenyl-1-butanone...Ch. 18 - Prob. 54PCh. 18 - Prob. 55PCh. 18 - Prob. 56PCh. 18 - Prob. 57PCh. 18 - Identify A-L. (Hint: A shows three singles in its...Ch. 18 - Using cyclopentanone as the reactant, show the...Ch. 18 - Show how the following compounds can be prepared...Ch. 18 - Prob. 61PCh. 18 - Prob. 62PCh. 18 - Prob. 63PCh. 18 - The ketone whose 1H NMR spectrum is shown here was...Ch. 18 - Prob. 65PCh. 18 - Compound A with molecular formula C6H10 has two...Ch. 18 - Indicate how each of the following compounds can...Ch. 18 - Draw the products of the following reactions:Ch. 18 - Prob. 69PCh. 18 - a. Show how the amino acid alanine can be...Ch. 18 - Prob. 71PCh. 18 - Show how the following compounds can be...Ch. 18 - Explain why the following bromoketone forms...Ch. 18 - Prob. 74PCh. 18 - What carbonyl compounds are required to prepare a...Ch. 18 - Prob. 76PCh. 18 - A carboxylic arid is formed when an -haloketone...Ch. 18 - An , -unsaturated carbonyl compound can be...Ch. 18 - Prob. 79PCh. 18 - A Cannizzaro reaction is the reaction of an...Ch. 18 - Propose a mechanism for each of the following...Ch. 18 - The following reaction is known as the benzoni...Ch. 18 - Prob. 83PCh. 18 - Prob. 84PCh. 18 - Prob. 85PCh. 18 - Prob. 86PCh. 18 - Propose a mechanism for the following reaction:
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Draw the organic product(s) formed when CH3CH2CH2OH is treated withfollowing reagent : SOCl2, pyridinearrow_forwardCan hemi-acetal carbon be formed even in open chain structure of carbohydrates or only in cyclic form?arrow_forwardIn an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. a.Draw the structures of these compounds. b. Which of the six-membered ring compounds will be the major product?arrow_forward
- Draw the products formed when ß-D-galactose is treated with each reagent.a. Ag2O + CH3Ib. NaH + C6H5CH2Clc. The product in (b), then H3O+d. Ac2O + pyridinee. C6H5COCl + pyridinef. The product in (c), then C6H5COCl + pyridinearrow_forwardHow many aldaric acids are obtained from the 16 aldohexoses?arrow_forwardproduct formed by reaction of D-Galactose with:Tollens’ reagentarrow_forward
- Write down the reactions: D-Glucose + HNO3 →arrow_forwardDrug synthesis from Fischer indole synthesis.arrow_forwardStearidonic acid (C18H28O2) is an unsaturated fatty acid obtained fromoils isolated from hemp and blackcurrant a.) What fatty acid is formed when stearidonic acid is hydrogenated withexcess H2 and a Pd catalyst?b.) What fatty acids are formed when stearidonic acid is hydrogenatedwith one equivalent of H2 and a Pd catalyst?c.) Draw the structure of a possible product formed when stearidonic acidis hydrogenated with one equivalent of H2 and a Pd catalyst, and onedouble bond is isomerized to a trans isomer.d.) How do the melting points of the following fatty acids compare:stearidonic acid; one of the products formed in part (b); the productdrawn in part (c)?arrow_forward
- In making candy or sugar syrups, sucrose is boiled in water with a little acid, such as lemon juice. Why does the product mixture taste sweeter than the starting sucrose solution?arrow_forward2. Which of the sugar solution gave a negative/ positive test with Orcinol reagent? Why? What is the purpose of this test? How are carbohydrates differentiated by this test? What is the reaction involved in this test?arrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Lipids - Fatty Acids, Triglycerides, Phospholipids, Terpenes, Waxes, Eicosanoids; Author: The Organic Chemistry Tutor;https://www.youtube.com/watch?v=7dmoH5dAvpY;License: Standard YouTube License, CC-BY