Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 19.4, Problem 3P
Why does the OH group add to the β-carbon rather than to the α-carbon in the second reaction in the β-oxidation of fats? (Hint: See Section 12.10.)
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
You are given 150 mL of an oil made up of a mixture of 3 fatty acids:
palmitoleic acid (C 16:1 (n-7))
erucic acid (C 22:1 (n-9))
stearidonic acid (C 18:4 (n-3))
You know that the 150 mL sample of this oil was prepared by adding 60 mL of palmitoleic acid to 90 mL of a mixture of erucic acid and stearidonic acid.
Using a hydrometer you carefully measure the density of the 150 mL sample of oil and your analysis indicates that it has a density of 0.900 g/cm3.
The densities of the individual fatty acids are:
palmitoleic acid = 0.894 g/cm3
erucic acid = 0.860 g/cm3
stearidonic acid = 0.9334 g/cm3
Can you determine the volumes (in mL) of erucic acid and stearidonic acid in the total volume (150 mL) of the oil mixture?
Why does the OH group add to the b-carbon rather than to the α-carbon in the second reaction in the β-oxidation of fats?
19-16 Classify each of the fatty acids in Problem 19-14 using the
omega classification system or indicate that the omega
classification system does not apply to the fatty acid.
1 formula for the fatty acid
Chapter 19 Solutions
Essential Organic Chemistry, Global Edition
Ch. 19.4 - Prob. 1PCh. 19.4 - How many molecules of NADH are formed from the...Ch. 19.4 - Why does the OH group add to the -carbon rather...Ch. 19.5 - Prob. 4PCh. 19.5 - Prob. 5PCh. 19.5 - The oxidation of glyceraldehyde-3-phosphate to...Ch. 19.5 - Prob. 7PCh. 19.6 - Prob. 8PCh. 19.6 - Prob. 9PCh. 19.6 - Propose a mechanism for the reduction of...
Ch. 19.7 - Prob. 11PCh. 19.8 - Acid-catalyzed dehydration reactions are normally...Ch. 19.8 - Prob. 13PCh. 19.8 - Prob. 14PCh. 19.8 - Prob. 15PCh. 19.9 - Prob. 16PCh. 19.10 - a. What is the name of the enzyme that converts...Ch. 19.13 - Prob. 18PCh. 19 - Prob. 19PCh. 19 - Prob. 20PCh. 19 - Prob. 21PCh. 19 - Prob. 22PCh. 19 - Prob. 23PCh. 19 - Prob. 24PCh. 19 - Prob. 25PCh. 19 - Prob. 26PCh. 19 - Prob. 27PCh. 19 - Prob. 28PCh. 19 - Prob. 29PCh. 19 - Prob. 30PCh. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - Prob. 33PCh. 19 - Prob. 34PCh. 19 - Prob. 35PCh. 19 - Prob. 36PCh. 19 - Prob. 37PCh. 19 - Prob. 38PCh. 19 - Prob. 39PCh. 19 - Prob. 40PCh. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - Prob. 43PCh. 19 - Prob. 44PCh. 19 - UDP-galactose-4-epimerase converts UDP-galactose...Ch. 19 - A student is trying to determine the mechanism for...Ch. 19 - What would be the results of the experiment in...
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
- GLYCOLYSIS: 1A) Starting with glucose (in the open-chain Fisher projection), draw out the molecular structures for each step of glycolysis. For each step, include the name of the enzyme that catalyzes the reaction. 1B) What is the net reaction of glycolysis? CITRIC ACID CYCLE: 2A) Starting with acetyl-coenzymeA and oxaloacetate, draw out the molecular structures for each step of the citric acid cycle. For each step, include the name of the enzyme that catalyzes the reaction. 2B) What is the net reaction of the citric acid cycle? What happens to each product? OXIDATIVE PHOSPHORYLATION: 3A) Thoroughly explain the biological significance of NADH/H* and FADH2 and their roles in oxidative phosphorylation. 3B) Describe and diagram the general pathway of the electrons from NADH/H+ and FADH₂ to O₂ during the electron transport chain. 3C) What is "chemiosmotic coupling", and what is its relationship to ATP synthesis? 3D) During oxidative phosphorylation, what is oxidized and what is…arrow_forward6. Why do carbohydrates burn less calories per gram than fatty acids?arrow_forwardWhy does the OH group add to the beta-carbon rather than to the alpha-carbon in the second reaction in the beta-oxidation of fats?arrow_forward
- The type of glycosidic bond present in the structure is CH2OH -Он CH2OH он H. H. ÓH CH,OH OH H CH2OH OH OH H H OH H H. OH H. ÓH alpha-1,6 beta-1,6 alpha-1,4 beta-1,4 beta-1,3 Refer to the structure of compound A and compound B. Which of the following correctly predicts the property compound A and compound B? of OCH3 он Compound A is solid at room temperature while compound B is liquid at room temperature. Compound B is solid at room while compound A is liquid at room temperature. Compound B has lower melting point than compound A. Compound A has higher boiling point than compound B. Both compounds A and B have comparable/equal melting point. Refer to the structure of the compound. The correct name of the compound is octanoic acid hexyl ethanoate hexyl methanoate heptyl ethanoate heptyl methanoatearrow_forward13. Draw structures to show how a triacylglycerol is formed using the following fatty acids: 16:1 A⁹, 18:3 A9,12,15, 20:4 A5,8,11,14. What functional group is found in triacylglycerols? Circle it in the triacylglycerol you drew. Is this triacylglycerol likely a fat or an oil? How do you know?arrow_forwardConsider the equilibrium for the transesterification reaction. H₂SO4 triacylglycerol + 1-propanol fatty acid propyl ester + glycerol How do you think the amount of catalyst affects the amount of product present when the reaction reaches equilibrium? (I.e. What happens to the amount of product if you add more catalyst (acid)?) Briefly explain your answer.arrow_forward
- Olive oil melts around -6 °C and palm oil melts around +35 °C. What does this say about the relative amount of unsaturation in the fatty acids that make up these oils?arrow_forwardAfter chewing on a piece of toast containing starch for 5 minutes, a student noticed a sweet taste in her mouth. Explain what substance tasted sweet and how it was formed.arrow_forward2 A reaction is completed on oleic acid that removes its double bond and saturates its fatty acid chain to become completely saturated. What is true about the product? a) The melting point of the product will be greater than that of the starting material. Ob) The intermolecular forces between molecules of the product will be less than those between molecules of starting material. c) The number of kinks in the fatty acid chain will increase.arrow_forward
- 11. In the hexose sugar shown below (glucose), the hydroxyl group on the 6th carbon acts as a nucleophile when reacted with ATP. Why not the hydroxyl group on carbon 1? HO HO 0 OH OH ''OHarrow_forward< 11:08 A) DNA The breakdown of glucose to carbon dioxide and water does not occur at a discernible rate at body temperature, yet this reaction happens constantly in the human body. What type of molecule makes this possible? B) Enzymes C) Blood D) Salts Question 7 of 13 E) Lipids Submit Tap here or pull up for additional resourcesarrow_forwardConsider the following natural fatty acids. Of these, which is predicted to have the LOWEST melting point? [18:1] [16:0] [16:1] [18:0]arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
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
SAR of Anticancer(Antineoplastic) Drug/ Alkylating agents/ Nitrogen Mustard; Author: Pharmacy Lectures;https://www.youtube.com/watch?v=zrzyK3LhUXs;License: Standard YouTube License, CC-BY