Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 16, Problem 43P
The structure of the sex pheromone (attractant) of the female tsetse fly has been confirmed by the following synthesis. Compound C appears to be identical to the natural pheromone in all respects (including the response of the male tsetse fly). Provide structures for A, B, and C.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
3) Draw equations of the following reactions and and explain to which direction is the respective quillibrium
shifted.
a) cyclohexylamine + water
b) aniline + sulphuric acid
c) triethylamine + acetic acid
Which is the stronger acid in each of the following pairs? Explain your reasoning. (a) Phenol or p-hydroxybenzaldehyde (b) m-Cyanophenol or p-cyanophenol (c) o-Fluorophenol or p-fluorophenol
Eugenol is the component responsible for the odor of cloves, which are dried flower buds of the
evergreen tropical tree Eugenia aromatica. The isolation of eugenol from the rest of the constituents of
"oil of cloves" (comprising around 10% of acetyleugenol and caryophyllene) is highly dependent on the
chemically active proton of the phenolic group of eugenol. Draw the structure of the main components
of "oil of cloves" and describe how to isolate or extract eugenol considering its structure.
Chapter 16 Solutions
Organic Chemistry
Ch. 16 - PRACTICE PROBLEM 16.1 (a) Give IUPAC substitutive...Ch. 16 - Prob. 2PPCh. 16 - Prob. 3PPCh. 16 - Practice Problem 16.4
Provide the reagents and...Ch. 16 - Prob. 5PPCh. 16 - Prob. 6PPCh. 16 - Prob. 7PPCh. 16 - Prob. 8PPCh. 16 - Prob. 9PPCh. 16 - Practice Problem 16.10
Shown below is the...
Ch. 16 - Prob. 11PPCh. 16 - Practice Problem 16.12
What product would be...Ch. 16 - Prob. 13PPCh. 16 - Practice Problem 16.14
Dihydropyran reacts readily...Ch. 16 - Practice Problem 16.15 Show how you might use...Ch. 16 - Practice Problem 16.16 (a) Show how you might...Ch. 16 - Practice Problem 16.17
In addition to...Ch. 16 - Practice Problem 16.18
Triphenylphosphine can be...Ch. 16 - Prob. 19PPCh. 16 - PRACTICE PROBLEM 16.20
Give the structure of the...Ch. 16 - PRACTICE PROBLEM 16.21 What would be the major...Ch. 16 - Prob. 22PCh. 16 - 16.23 Write structural formulas for the products...Ch. 16 - Give structural formulas for the products formed...Ch. 16 - 16.25 What products would be obtained when...Ch. 16 - Predict the major organic product from each of the...Ch. 16 - 16.27 Predict the major product from each of the...Ch. 16 - 16.28 Predict the major product from each of the...Ch. 16 - Prob. 29PCh. 16 - 16.30 Write detailed mechanisms for each of the...Ch. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Show how you would convert benzaldehyde into each...Ch. 16 - 16.34 Show how ethyl phenyl ketone could be...Ch. 16 - Show how benzaldehyde could be synthesized from...Ch. 16 - Give structures for compounds AE. Cyclohexanol...Ch. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - 16.43 The structure of the sex pheromone...Ch. 16 - Provide reagents that would accomplish each of the...Ch. 16 - Write a detailed mechanism for the following...Ch. 16 - Prob. 46PCh. 16 - Dutch elm disease is caused by a fungus...Ch. 16 - Prob. 48PCh. 16 - Compounds W and X are isomers; they have the...Ch. 16 - Compounds Y and Z are isomers with the molecular...Ch. 16 - Compound A (C9H18O) forms a phenylhydrazone, but...Ch. 16 - Compound B (C8H12O2) shows a strong carbonyl...Ch. 16 - Prob. 53PCh. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - (a) What would be the frequencies of the two...Ch. 16 - Prob. 57PCh. 16 - Prob. LGP
Additional Science Textbook Solutions
Find more solutions based on key concepts
Predict whether a precipitation reaction will occur when aqueous solutions of the following substances are mixe...
CHEMISTRY-TEXT
4. 38 Strontium has four naturally occurring isotopes, with mass numbers 84, 86, 87, arid 88.
a. Write the atom...
General, Organic, and Biological Chemistry: Structures of Life (5th Edition)
A solution contains an unknown mass of dissolved barium ions. When sodium sulfate is added to the solution, a w...
Introductory Chemistry (6th Edition)
a. What are the values of quantum numbers I and n for a 5d electron? b. At most, how many 4d electrons can an a...
Inorganic Chemistry
The term precipitate and the formation of precipitate needs to be explained. Concept Introduction: In a reactio...
Living By Chemistry: First Edition Textbook
Compute the empirical and molecular formulas for each of the following elemental analyses In each case, propose...
Organic Chemistry (9th Edition)
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
- Permethrin and Bifenthrin Pyrethrin is a natural insecticide obtained from the powdered flower heads of several species of Chrysanthemum. The active substances in pyrethrum, principally pyrethrins I and II, are contact poisons for insects and cold-blooded vertebrates. Although powders made from Chrysanthemum extracts have found widespread use, the active substances in them are destroyed rapidly in the environment. In an effort to develop synthetic compounds as effective as the natural insecticides but with greater biostability, chemists prepared a series of esters related in structure. Among the synthetic pyrethrenoids now in common use in household and agricultural products are permethrin and bifenthrin. As discussed above, the natural products pyrethrins I and II (not shown) are destroyed rapidly in the environment. One of the key changes in the structures of permethrin and bifenthrin relative to the pyrethrins was the substitution of naturally occurring methyl groups on the alkene with electron withdrawing groups (EWGs) such as chlorine and trifluoromethyl. What reactions of the alkene would the change of methyl groups to EWGs retard? 1. Oxidation of the double bond. 2. Electrophilic addition reactions. 3. Nucleophilic addition reactions. 4. Both 1 and 2. 5. All of the above.arrow_forwardSuggest the most appropriate method for each of the following laboratory syntheses.(a) cyclopentanol ¡ cyclopentanonearrow_forwardGive detailed Solution with explanation neededarrow_forward
- Rank the compounds in each of the following groups in order of their reactivity to electrophilic substitution: (a) Nitrobenzene, phenol, toluene, benzene (b) Phenol, benzene, chlorobenzene, benzoic acid (c) Benzene, bromobenzene, benzaldehyde, anilinearrow_forwardIs it possible to distinguish between the following compounds using the spectroscopic techniques covered in CHE331? If so, discuss how. If not, discuss why.Benzonitrile vs Benzaldehyde(a) UV spectroscopy(b) IR spectroscopy(c) Mass spectrometry(d) 13C NMR spectroscopy(e) 1H NMR spectroscopyarrow_forwardArrange each group of compounds in order of increasing acidity.(c) benzoic acid, o-nitrobenzoic acid, m-nitrobenzoic acidarrow_forward
- (a) Explain why an alkylamine is more basic than ammonia?(b) How would you convert(i) Aniline to nitrobenzene (ii) Aniline to iodobenzenearrow_forward7. Answer ALL parts of this question. (a) Answer BOTH parts of this question Reaction of the carboxylic acid below (Scheme Q7(a)) with bromine in the presence of dibenzoylperoxide gives rise to an unstable compound A (CSH&BR2O2) that gives a stable compound B on treatment with a base. The stable compound has IR peaks at 1735 and 1645 cm and NMR peaks at &H (ppm) 6.18 (1H, s), 5.00 (2H, s) and 4.18 (2H, s). Br. Base (PhCO, Scheme Q7(a) (1) What is the structure of the unstable compound A? (i) Show the mechanisms for the two steps in the reaction (b) Answer BOTH parts of this question Tetraphenylporhyrin (TPP) is a singlet sensitiser that reacts with oxygen and can engage in pericyclic reactions (Scheme Q7(b). OH O. TPP hv Scheme Q7(b) (i) Explain the difference between a singlet and a triplet state. (ii) Show the mechanism for the reaction shown in Scheme 07(b) (ii) Consider the below reaction (figure Q7(c)), Show the structure of the product (C) anc the mechanism Scheme Q7 (b)arrow_forward(a) How will you obtain the following :(i) Benzaldehyde from Phenol (ii) Benzoic acid from Aniline(b) Give reasons :(i) Aldehydes are more reactive than ketones towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give the characteristic reactions of carbonyl group.arrow_forward
- Practice Problem 19.54 Z Your answer is partially correct. Try again. Predict the major product(s) (A - K) from the treatment of acetone with the following compounds (a-c): NH2 HO Eto OEt A: B: C: D: E: F: OH OH но CN G: H: I: J: (a) [H*], excess EtOH, (-H20) Major Product(s): (ь) NaBH4, Meон B Major Product(s): (c) LAH followed by H20 Major Product(s): SHOW HINTarrow_forwardEach of the following reactions has been carried out under conditions such that disubstitution or trisubstitution occurred. Identify the principal organic product in each case. (a) Nitration of p-chlorobenzoic acid (dinitration) (b) Bromination of aniline (tribromination) (c) Bromination of o-aminoacetophenone (dibromination) (d) Bromination of p-nitrophenol (dibromination) (e) Reaction of biphenyl with tert-butyl chloride and iron(III) chloride (dialkylation) (f) Sulfonation of phenol (disulfonation)arrow_forwardPropose a synthesis for each of the following compounds. (a) OH (b) (c)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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY