ORGANIC CHEMISRTY(LL)W/CONNECT
5th Edition
ISBN: 9781260100228
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 31, Problem 31.29P
An isoprene unit can be thought of as having a head and a tail. The “head” of the isoprene unit is located at the end of the chain nearest the branch point, and the “tail” is located at the end of the carbon chain farthest from the branch point. Most isoprene units are connected together in a “head-to-tail” fashion, as illustrated. For both lycopene (Problem 31.26), and squalene (Figure 31.9), decide which isoprene units are connected in a head-to-tail fashion and which are not.
These two isoprene units are
connected in head-tail fashion.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Mark off the isoprene units in lycopene and β-carotene. Can you detect a similarity in the way in which squalene, lycopene, and β-carotene are biosynthesized?
All sugars exhibit mutarotation, or the interconversion of the α and β anomeric forms using the open chain structure as an intermediate. The specific rotations of the α and β anomers of D-mannose are +29° and -17°, respectively. If either pure crystalline sample is dissolved in water and allowed to come to equilibrium, the observed specific rotation is now +14°. Based on these data, calculate the percent abundances of the α and β anomers (assume that the concentration of the open chain form is negligible).
Linolenic acid and stearidonic acid are omega-3 fatty acids, unsaturated fatty acids that contain the first double bond located at C3, when numbering begins at the methyl end of the chain. Predict how the melting point of stearidonic acid compares with the melting points of linolenic and stearic acids. A current avenue of research is examining the use of soybean oil enriched in stearidonic acid as a healthier alternative to vegetable oils that contain fewer degrees of unsaturation.
Chapter 31 Solutions
ORGANIC CHEMISRTY(LL)W/CONNECT
Ch. 31 - Problem 31.1
One component of jojoba oil is a wax...Ch. 31 - Problem 31.2
How would you expect the melting...Ch. 31 - Problem 31.3
Draw the products formed when...Ch. 31 - Problem 31.4
The main fatty acid component of the...Ch. 31 - Prob. 31.5PCh. 31 - Problem 31.6
Draw the structure of a lecithin...Ch. 31 - Prob. 31.7PCh. 31 - Problem 31.8
Why are phospholipids, but not...Ch. 31 - Problem 31.9
Explain why regularly ingesting a...Ch. 31 - Problem 31.10
Locate the isoprene units in each...
Ch. 31 - Problem 31.11
Locate the isoprene units in...Ch. 31 - Problem 31.12
Write a stepwise mechanism for the...Ch. 31 - Prob. 31.13PCh. 31 - Prob. 31.14PCh. 31 - Prob. 31.15PCh. 31 - Prob. 31.16PCh. 31 - 31.17 Locate the isoprene units in each...Ch. 31 - Prob. 31.18PCh. 31 - Prob. 31.19PCh. 31 - Prob. 31.20PCh. 31 - Prob. 31.21PCh. 31 - 31.22 What is the structure of an optically...Ch. 31 - Prob. 31.23PCh. 31 - 31.24 Draw the structure of the following...Ch. 31 - Prob. 31.25PCh. 31 - Locate the isoprene units in each compound. a. e....Ch. 31 - 31.27 Classify each terpene and terpenoid in...Ch. 31 - 31.38 Draw the products formed when cholesterol is...Ch. 31 - 31.29 An isoprene unit can be thought of as having...Ch. 31 - 31.30 Draw a stepwise mechanism for the conversion...Ch. 31 - Prob. 31.31PCh. 31 - Prob. 31.32PCh. 31 - Draw three-dimensional structures f or each...Ch. 31 - Prob. 31.34PCh. 31 - Prob. 31.35PCh. 31 - Prob. 31.36PCh. 31 - Prob. 31.37PCh. 31 - 31.38 Draw the products formed when cholesterol is...Ch. 31 - 31.39 Draw a stepwise mechanism for the following...Ch. 31 - 31.40 Draw a stepwise mechanism for the following...Ch. 31 - Prob. 31.41P
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
- The abbreviated structure of polyvinyl bromide with ?n repeating units is shown. Draw a molecule of polyvinyl bromide with four repeating units. Connect the repeating units from head to tail.arrow_forwardProvide an explanation for the fact that α-D-mannose is more stable thanβ-D-mannose, whereas the opposite is true for glucose.arrow_forwardIn 1935, J. Bredt, a German chemist, proposed that a bicycloalkene could not have a double bond at a bridgehead carbon unless one of the rings contains at least eight carbons. This is known as Bredt’s rule. Explain why there cannot be a double bond at this position.arrow_forward
- A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over Lindlar's catalyst, 1 equivalent of H2 is absorbed. On hydrogenation over a palladium catalyst, 3 equivalents of H2 are absorbed. Draw a strucutre that fits the data.arrow_forwardGuaiol is a sesquiterpene alcohol found in cannabis and other plants.The structure of guaiol is drawn except for a missing CH3 group. If theisoprene units are joined in a head-to-tail fashion, draw a possiblestructure for guaiol that contains the additional CH3 group.arrow_forwardWool, silk, acetate, cotton, nylon, dacron, orlon Which type of fiber(s) is/are likely to be the most polar? Explain. Which type of fiber(s) is/are likely to be the least polar? Explain.arrow_forward
- There will be two labeled carbons on the isoprene, one of them is the one at the end of the double bond. Which is the second?arrow_forwardCarbohydrates- DRAW the D isomer in both the Fisher (linear) and Hawthorne (cyclical) configuration. Carbons located within the ring in the Hawthorne structure DO NOT need to be labeled but PLEASE LABEL all other atoms in the correct orientation to the plane of the ring, meaning above or below. Also for disaccharides make sure the glycosidic linkage is in the correct orientation above or below the plane. D-glyceraldehyde D-ribose D-xylose D-glucose D-galactose D-fructose lactose sucrose maltose amylose amylopectin glycogen ALSO PLEASE DRAW OUT the amino acid Tripeptide= Three amino acids each linked by a peptide bond LABEL ALL PARTS AND LABEL ALL ATOMS– Peptide backbone atoms and side chains for the amino acid at pH 1, 7 and 13.arrow_forwardArrange the following sugars according to their DECREASING reactivity with Benedict’s reagent. [fructose, starch, maltose, sucrose, glucose]arrow_forward
- How many isoprene units are there in the following structure?arrow_forwardWhat is the structure and components/composition of Cellulose in Fischer and Haworth form? Please explainarrow_forwardStereochemistry in biological molecules is often denoted by the D‑ and L‑ convention, instead of the ?‑ and ?‑ configurations determined by the Cahn–Ingold–Prelog methodology. Naturally occurring α‑amino acids are typically in the L‑configuration. The Fischer projection of L‑alanine is shown. L‑alanine Identify which structures are equivalent to the L‑configuration.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
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