Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 24.5, Problem 5P
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 16.15.)
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
As seen at the end of Section 16.10, a deficiency in vitamin D can cause a bonesoftening disease called rickets, so many foods,
including milk and cereals, are fortified with vitamin D. Our bodies synthesize vitamin D when our skin is exposed to sunlight,
but the lack of outdoor exercise by today's children, in conjunction with regular use of sunscreen, may be contributing to a rise
in the disease. The amount of vitamin D3 in fortified foods and fish can be measured by UV-Vis spectrometry. (J. Agric. Food
Chem. 2009, 57, 2135-2146.) Using Woodward-Fieser rules, estimate the expected Amax for vitamin D3:
HO..
Vitamin D3
CH3
nm
H CH3
Select the number of each feature present in vitamin D3.
Base value (conjugated diene) = 217 nm
Number of additional double bonds:
Number of auxochromic alkyl groups:
Number of exocyclic double bonds:
Number of homoannular dienes:
Estimated Amax=
✓ (+30 each)
✓ (+5 each)
✓ (+5 each)
(+39 each)
Using the following as possible steps in a pathway:
2 ClF (g) + O2 (g) → Cl2O (g) + OF2 (g)
ΔH° = 167.5 kJ
2 OF2 (g) → 2 F2 (g) + O2 (g)
ΔH° = 43.5 kJ
2 ClF3 (l) + 2 O2 (g) → Cl2O (g) + 3 OF2 (g)
ΔH° = 394.1 kJ
Determine a ΔH° for the reaction of gaseous chlorine monofluoride with gaseous fluorine to produce liquid chlorine trifluoride. Balance with the lowest whole number coefficients. Place your answer in the box provided.
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 24 Solutions
Organic Chemistry (8th Edition)
Ch. 24.3 - Prob. 2PCh. 24.5 - Prob. 3PCh. 24.5 - Prob. 4PCh. 24.5 - Why does the OH group add to the -carbon rather...Ch. 24.5 - Prob. 6PCh. 24.5 - How many molecules of NADH are formed from the...Ch. 24.6 - Prob. 8PCh. 24.6 - The oxidation of glyceraldehyde-3-phosphate to...Ch. 24.6 - Prob. 10PCh. 24.7 - Prob. 11P
Ch. 24.7 - Prob. 12PCh. 24.7 - Prob. 13PCh. 24.7 - Propose a mechanism for the reduction of...Ch. 24.8 - Prob. 15PCh. 24.9 - Acid-catalyzed dehydration reactions are normally...Ch. 24.9 - Prob. 17PCh. 24.9 - Prob. 18PCh. 24.9 - Acid-catalyzed dehydration reactions are normally...Ch. 24.9 - Prob. 20PCh. 24.9 - Prob. 21PCh. 24.10 - Prob. 22PCh. 24.12 - a. What is the name of the enzyme that converts...Ch. 24.14 - Prob. 24PCh. 24 - Prob. 25PCh. 24 - Prob. 26PCh. 24 - Prob. 27PCh. 24 - S-Adenosylmethionine (SAM) is formed from the...Ch. 24 - Prob. 29PCh. 24 - Prob. 30PCh. 24 - Prob. 31PCh. 24 - Prob. 32PCh. 24 - Prob. 33PCh. 24 - Prob. 34PCh. 24 - Prob. 35PCh. 24 - Prob. 36PCh. 24 - Prob. 37PCh. 24 - Prob. 38PCh. 24 - Prob. 39PCh. 24 - Prob. 40PCh. 24 - Prob. 41PCh. 24 - Prob. 42PCh. 24 - Prob. 43PCh. 24 - Prob. 44PCh. 24 - Prob. 45PCh. 24 - Prob. 46PCh. 24 - Prob. 47PCh. 24 - Prob. 48PCh. 24 - Prob. 49PCh. 24 - Prob. 50PCh. 24 - Prob. 51PCh. 24 - UDP-galactose-4-epimerase converts UDP-galactose...Ch. 24 - A student is trying to determine the mechanism for...Ch. 24 - 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
- In the breakdown of fatty acids, we see the activation of a carboxylic acid by its conversion to a amine ester alcohol thioester carbonyl aldehydearrow_forwardThe following is the structure of salicin, a bitter-tasting compound found in the bark of willow trees: The aromatic ring portion of this structure is quite insoluble in water. How would forming a glycosidic bond between the aromatic ring and β - D -glucose alter the solubility?arrow_forwardWhat are the similarities between β oxidations of heptadecanoic acids (C 17:0), and cis-Δ9-heptadencanoic acids (C 17:1).arrow_forward
- Explain the mechanism (step-by-step) for the synthesis of aspirinarrow_forwardYou 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?arrow_forwardWhy 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?arrow_forward
- 2arrow_forwardThe number of ATP molecules consumed and produced during glycolysis under anaerobic conditions are summarized in the following diagram (the ATP hydrolysis and synthesis reactions are shown in green). Phosphate Carbon atom 2 ATP 2 ADP ●●●●●● Glucose I Energy-Investing Phase O 2 ATP O 6 ATP O 1 ATP 8 ATP NADH + NAD* +H* O 4 ATP ●●●● 2 ADP 2 ATP NADH + NAD +H Based on the diagram above, for each glucose molecule broken down, what is the net energy yield of glycolysis in terms of ATP under anaerobic conditions? Pyruvate 2 ADP 2 ATP ●●●●● Energy-Generating Phase Pyruvatearrow_forwardFor a given acid HA, it was determined that at pH 6.0 the concentration of the conjugate base [A] was 0.075 M and the acid [HA] was 0.025 M. What percent of this acid is ionized at pH 6.0? What is the pKa of this acid? What pH would this acid be 50% lonized?arrow_forward
- H 6arrow_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_forward19-46 In a dietary context, classify each of the following fatty acids as an essential fatty acid or as a nonessential fatty acid. a. Stearic acid (18:0) b. Linolenic acid (18:3) c. Oleic acid (18:1) d. Arachidic acid (20:0) 10 /7 Earrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
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...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher: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
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
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