Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 20.2, Problem 4P
Draw the structure of an optically active fat that, when hydrolyzed, gives the same products as the fat in Problem 3.
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HW 11 #19
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.
C. 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.
Chapter 20 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.2 - Draw the structure of an optically active fat...Ch. 20.4 - Prob. 6PCh. 20.4 - Prob. 7PCh. 20.4 - The membrane phospholipids in deer have a higher...Ch. 20.4 - Prob. 9PCh. 20.6 - Prob. 10PCh. 20.6 - Prob. 11P
Ch. 20.6 - Prob. 12PCh. 20.7 - Propose a mechanism for the biosynthesis of...Ch. 20.7 - Prob. 14PCh. 20.8 - Draw the individual 1,2-hydride and 1,2-methyl...Ch. 20.9 - Prob. 16PCh. 20 - Prob. 17PCh. 20 - Prob. 18PCh. 20 - Cardiolipins are found in heart muscles. Draw the...Ch. 20 - Prob. 20PCh. 20 - 5-Androstene-3,17-dione is isomerized to...Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Prob. 24PCh. 20 - Eudesmol is a sesquiterpene found in eucalyptus....
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- Click on all glycosidic bonds in the structure below.arrow_forwardKindly answer question i & iiarrow_forwardFats can be either optically active or optically inactive, depending on their structure. Draw the structure of an optically active fat that yields 2 equivalents of stearic acid and 1 equivalent of oleic acid on hydrolysis. Draw the structure of an optically inactive fat that yields the same products.arrow_forward
- Linoleic acid is shown below. What makes this fatty acid particularly susceptible to autoxidation? 1. The red CH bond has a low bond dissociation energy because it is doubly allylic. 2. The red CH bond has a high bond dissociation energy because it is doubly allylic. 3. The red CH bond is the most accessible to reaction with O2 because it is the least sterically crowded CH bond. 4. Both 2 and 3.arrow_forward3. 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_forward4) Structure: the appropriate box. CHO -OH H- HO- -H HO -H Write the requested cyclized form of the given carbohydrates in B-pyranose a-furanose CH₂OHarrow_forward
- 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.arrow_forwarda. In an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. Draw the structures of these compounds.b. Which of the six-membered ring compounds will be the major product?arrow_forwardThere is only one ketotriose, called dihydroxyacetone. Draw its structure.(arrow_forward
- Propose structural formulas for the following polysaccharides. Q.) Pectic acid is the main component of pectin, which is responsible for the formation of jellies from fruits and berries. Pectic acid is a polymer of d-galacturonic acid in the pyranose form joined by a-1,4-glycosidic bonds.arrow_forwarda). Identify the type of glycosidic bond (α or b, 1→4 or 1→6) b). Circle the reducing end, if any.arrow_forwardClick on all glycosidic bonds in the structure below. HO- OH HH HO- OH HO -OH -OH OH Trehalose, main carbohydrate in the blood of some insects, also in young mushroomsarrow_forward
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