Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 9.6, Problem 9.4P
Interpretation Introduction
To determine: How to use the acidity of
Interpretation: The use of acidity of
Concept introduction: Distillation is a process used to separate the liquids from a mixture. It works, if boiling points of all liquids in a mixture are different. The low boiling point liquid would evaporate easily as compared to liquids that have high boiling points, if boiling points of two liquids are the same, then liquids are separated by converting one liquid into non-volatile form.
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Illustrate the resonance effect of the methoxy group -OCH3, on the structure of the benzene ring. Do this by writing all the possible resonance forms for methoxybenzene, including the hybrid.
Based on your structures, explain how the presence of the -OCH3 group affects: (i) the reactivity of the benzene ring towards electrophilic attack; (ii) the orientation or point of attack of an incoming electrophilic reagent on the benzene ring.
The reaction of 1-
methylcyclopentene with
mercuric trifluoroacetate in
ethanol followed by reduction
with sodium borohydride gives
1-ethoxy-1-
methylcyclopentane.
The -OH peak in the IR shows
up at 1700 cm-1 as a sharp
peak.
(S)-2-bromohexane is the
product of the reaction of
(S)-2-hexanol with PBr3.
The 1H NMR spectrum of 1-
pentanol will show a peak for
the H atom of the -OH group
at 10 ppm delta.
A tosylate is a great protecting
group for an alcohol.
The Williamson ether synthesis
is an SN2 reaction of an
alkoxide ion with a primary
alkyl halide.
Thionyl chloride converts
ketones into alkyl halides.
In an oxidation reaction, the
oxygen content of our organic
molecule decreases.
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we know that ethers, such as diethyl ether and tetrahydrofuran, are quite resistant to the action of dilute acids and require hot concentrated HI or HBr for cleavage. However, acetals in which two ether groups are linked to the same carbon undergo hydrolysis readily, even in dilute aqueous acid. How do you account for this marked difference in chemical reactivity toward dilute aqueous acid between ethers and acetals?
Chapter 9 Solutions
Organic Chemistry (9th Edition)
Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2PCh. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4PCh. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8PCh. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...
Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...Ch. 9.9C - Show how you would convert a. oct-3-yne to...Ch. 9.9C - The fragrance of (Z)-1-phenylhex-2-en-1-ol...Ch. 9.9D - In the addition of just 1 mole of bromine to 1...Ch. 9.9E - Propose a mechanism for the entire reaction of...Ch. 9.9E - Predict the major product(s) of the following...Ch. 9.9E - Propose a mechanism for the reaction of pent-1-yne...Ch. 9.9E - Show how hex-1-yne might be converted to a....Ch. 9.9F - When pent-2-yne reacts with mercuric sulfate in...Ch. 9.9F - Prob. 9.20PCh. 9.9F - Prob. 9.21PCh. 9.9F - Prob. 9.22PCh. 9.10A - Predict the product(s) you would expect from...Ch. 9.10B - Prob. 9.24PCh. 9.10B - Prob. 9.25PCh. 9 - Prob. 9.26SPCh. 9 - Give common names for the following compounds. a....Ch. 9 - Prob. 9.28SPCh. 9 - Prob. 9.29SPCh. 9 - Using cyclooctyne as your starting material, show...Ch. 9 - Prob. 9.31SPCh. 9 - Prob. 9.32SPCh. 9 - Predict the products of reaction of pent-1-yne...Ch. 9 - Show how you would accomplish the following...Ch. 9 - Show how you would synthesize the following...Ch. 9 - Predict the products formed when CH3CH2C C : Na+...Ch. 9 - Prob. 9.37SPCh. 9 - Prob. 9.38SPCh. 9 - When compound Z is treated with ozone, followed by...Ch. 9 - Show how you would convert the following starting...Ch. 9 - The following functional-group interchange is a...Ch. 9 - Using any necessary inorganic reagents, show how...Ch. 9 - Prob. 9.43SP
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