Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 25.3, Problem 4P
Draw the structure of an optically active fat that, when hydrolyzed under acidic conditions, gives the same products as the fat in problem 3.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
1. A carbohydrate has the molecular formula C6H12O6 and has three chiral carbons. Is this a ketohexose, an aldohexose, or an aldopentose? Explain2. Show the Fischer projection formula for the organic product of the reaction between D-ribose and warm, dilute nitric acid. Circle the carbons that are oxidized in this reaction.
In solution, glucose is mostly found in the cyclic hemiacetal state, which lacks an aldehyde group. How are mild oxidising agents able to oxidise glucose?
Trehalose and maltose are both dimers of glucose. However, they have considereably
different reactivities. Concisely explain why these differences are observed.
но
но
HO
HO
но
"HO
он
но
он
OH
O HO
OHOH
но
trehalose
maltose
1. Malthose is a reducing sugar while trehalose is not.
2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with
ease.
Chapter 25 Solutions
Organic Chemistry (8th Edition)
Ch. 25.1 - Prob. 1PCh. 25.3 - Which has a higher melting point, glyceryl...Ch. 25.3 - Draw the structure of an optically inactive fat...Ch. 25.3 - Draw the structure of an optically active fat...Ch. 25.5 - Do the identities of R1 and R2 in phosphatidic...Ch. 25.5 - Membranes contain proteins, Integral membrane...Ch. 25.5 - Prob. 8PCh. 25.5 - The membrane phospholipids in deer have a higher...Ch. 25.6 - Treating PGC2 with a strong base such as sodium...Ch. 25.7 - Mark off the isoprene units in menthol, -selinene,...
Ch. 25.7 - Prob. 13PCh. 25.7 - Prob. 14PCh. 25.8 - Propose mechanisms for the Claisen condensation...Ch. 25.8 - Prob. 16PCh. 25.8 - Propose a mechanism for the conversion of...Ch. 25.8 - Propose a mechanism for the biosynthesis of...Ch. 25.8 - Propose a mechanism for the conversion of the E...Ch. 25.8 - The fluoro-substitued geranyl pyrophosphate shown...Ch. 25.8 - Prob. 22PCh. 25.8 - Prob. 23PCh. 25.9 - Draw the individual 1,2-hydride and 1,2-methyl...Ch. 25.10 - Prob. 26PCh. 25.10 - Prob. 27PCh. 25.10 - The acid component of a cholesterol ester is a...Ch. 25.10 - Prob. 29PCh. 25.10 - Prob. 30PCh. 25 - Prob. 31PCh. 25 - An optically active fat, when completely...Ch. 25 - Prob. 33PCh. 25 - a. How many different triacylglycerols are there...Ch. 25 - Cardiolipins are found in heart muscles. Draw the...Ch. 25 - Nutmeg contains a simple, fully saturated...Ch. 25 - Draw the product that is obtained from the...Ch. 25 - Prob. 39PCh. 25 - Prob. 40PCh. 25 - Propose a mechanism for the biosynthesis of...Ch. 25 - 5-Androstene-3.17-dione is isomerized to...Ch. 25 - Prob. 44PCh. 25 - Eudesmol is a sesquiterpene found in eucalyptus....Ch. 25 - Prob. 46PCh. 25 - Prob. 47PCh. 25 - Diethylstilbestrol (DES) was given to pregnant...
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
- 27. Which of the following statements about cholesterol is not correct? CH3 CH3 H. d но Cholesterol (a) Cholesterol is a steroid that contains a tetracyclic ring system. (b) Cholesterol is a steroid that contains 8 chiral carbons and can form 28 or 256 stereoisomers. (c) Each atom or group attached to a ring-junction carbon (i.e., carbons a -e) is in a trans or axial position. Because of this the tetracyclic ring system is mostly flat. (d) Cholesterol is used to synthesized vitamin D, bile acids, sex hormones, and adrenocorticoid hormones. (e) Cholesterol is not found in the cell membranes of animals.arrow_forward1. Bromine test is a test used to determine the degree of unsaturation in fatty acids. A colorless solution indicates a positive result. Which of the following fatty acids will not give a colorless solution? oleic acid Linoleic acid Lauric acid Linolenic acid 2. The following can cause the breaking of hydrogen bond, except? addition of silver nitrate heating agitation addition of acetic acid none of the abovearrow_forwardIn an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. Draw the structures of these compounds.arrow_forward
- C. Trehalose and isomaltose are both dimers of glucose. However, they have considerably different reactivities. Concisely explain why these differences are observed. OH HO но но. HO HO OH Но- он но OH HO НО trehalose isomaltose 1. Isomaltose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while isomaltose can be acid-hydrolyzed with ease.arrow_forwardC. Trehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. HO НО НО HO Но HO OH Он HO OHOH Но trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.arrow_forwardTrehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. OH но но но OH LOH он O'HO- он OH. OHOH HO trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.arrow_forward
- 3. HO" он HO. но, но HO OH Solanine Solanine is a naturally occurring compound that contain glycoside bonds as part of its structure. Determine the structure of aglycon and monosaccharides fomed when solanine is hydrolyzed with aqueous acid. Include all the appropriate anomers.arrow_forwardWhy can isomaltose be easily hydrolyzed through acid hydrolysis while trehalose cannot undergo acid hydrolysis?arrow_forward4. The ester you drew in Question #1 has a melting point range of 32-35 °C. The methyl ester of mono-unsaturated palmitoleic acid (IUPAC name: hexadec-9enoic acid) has a considerably lower melting point range: -0.5-+0.5 °C. a) Explain what it means for a fatty acid to the "mono-unsaturated." b) Illustrate your explanation by drawing the structure of the methyl ester of octadec-11-enoic acid. (Be sure to draw the geometric stereoisomer that is commonly found in nature.)arrow_forward
- 2. Identify the carbon atoms of the carbohydrate rings at which the oxidation takes place by circling the carbon atoms in the structure that become an aldehyde or ketone group. Note: do this for the reducing sugars only! H -OH H HO Po-glucose он HO OCH, methyl e-D-glucoside но. HO OH OH a-D-fructone он HO HO HO, H HỌ HO- OH Suarose HO- HO maltosearrow_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_forward1. The reactions of fatty acids ( (a) hydrolysis, (b) saponification, and (c) hydrogenation), show the three chemical reactions of the triesters of palmitic acid. Give the IUPAC names of the products in every chemical reaction. [Use the expanded structure] Reaction 1 Reaction 2 Reaction 3 IUPAC Name of the products in Reaction 1 IUPAC Name of the products in Reaction 2. IUPAC Name of the products in Reaction 3.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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