Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
9th Edition
ISBN: 9781305701021
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 27.SE, Problem 14MP
Interpretation Introduction
Interpretation:
A mechanistic pathway for the biosynthesis of caryophyllene is to be given.
Concept introduction:
The steps involved in the biosynthesis of caryophyllene are i) Elimination of the diphosphate to yield cyclic carbocation ii) Formation of a bicycle carbocation iii) Deprotonation by base.
To give:
A mechanistic pathway for the biosynthesis of caryophyllene.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
CHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the limiting or determining step approximation method. Explain what it consists of.
CHEMICAL KINETICS. Indicate the approximation methods for solving the rate equation.
TRANSMITTANCE
เบบ
Please identify the one structure below that is consistent with the 'H NMR and IR spectra
shown and draw its complete structure in the box below with the protons alphabetically labeled as
shown in the NMR spectrum and label the IR bands, including sp³C-H and sp2C-H stretch, indicated by
the arrows.
D
4000
OH
LOH
H₂C
CH3
OH
H₂C
OCH3
CH3
OH
3000
2000
1500
HAVENUMBERI-11
1000
LOCH3
Draw your structure below and label its equivalent protons according to the peak labeling that is used
in the NMR spectrum in order to assign the peaks.
Integrals indicate number of equivalent protons. Splitting patterns are: s=singlet, d=doublet, m-multiplet
8
3Hb s
m
1Hd s
3Hf
m 2Hcd
2Had
1He
鄙视
m
7
7
6
5
4
3
22
500
T
1
0
Chapter 27 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
Ch. 27.1 - Carnauba wax, used in floor and furniture...Ch. 27.1 - Draw structures of glyceryl tripalmitate and...Ch. 27.2 - Prob. 3PCh. 27.2 - Write the saponication reaction of glyceryl...Ch. 27.4 - Prob. 5PCh. 27.5 - Prob. 6PCh. 27.5 - Prob. 7PCh. 27.6 - Draw the following molecules in chair...Ch. 27.6 - Lithocholic acid is an A–B cis steroid found in...Ch. 27.7 - Prob. 10P
Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
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
- Relative Transmittance 0.995 0.99 0.985 0.98 Please draw the structure that is consistent with all the spectral data below in the box and alphabetically label the equivalent protons in the structure (Ha, Hb, Hc ....) in order to assign all the proton NMR peaks. Label the absorption bands in the IR spectrum indicated by the arrows. INFRARED SPECTRUM 1 0.975 3000 2000 Wavenumber (cm-1) 1000 Structure with assigned H peaks 1 3 180 160 140 120 100 f1 (ppm) 80 60 40 20 0 C-13 NMR note that there are 4 peaks between 120-140ppm Integral values equal the number of equivalent protons 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 fl (ppm)arrow_forwardCalculate the pH of 0.0025 M phenol.arrow_forwardIn the following reaction, the OH- acts as which of these? NO2-(aq) + H2O(l) ⇌ OH-(aq) + HNO2(aq)arrow_forward
- Using spectra attached, can the unknown be predicted? Draw the predicition. Please explain and provide steps. Molecular focrmula:C16H13ClOarrow_forwardCalculate the percent ionization for 0.0025 M phenol. Use the assumption to find [H3O+] first. K = 1.0 x 10-10arrow_forwardThe Ka for sodium dihydrogen phosphate is 6.32 x 10-8. Find the pH of a buffer made from 0.15 M H2PO4- and 0.25 M HPO42- .arrow_forward
- The Ka for lactic acid is 1.4 x 10-4. Find the pH of a buffer made from 0.066 M lactic acid and 0.088 M sodium lactate.arrow_forwardZaitsev's Rule 3) (a) Rank the following alkenes in order of decreasing stability. most stable A B C D > > > (b) Rank the following carbocations in order of decreasing stability least stable B C Darrow_forwardCalculate the pH of 0.25 M acetic acid.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher: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...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
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