Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Concept explainers

Reactive Intermediates
In chemistry, reactive intermediates are termed as short-lived, highly reactive atoms with high energy. They rapidly transform into stable particles during a chemical reaction. In specific cases, by means of matrix isolation and at low-temperature reacti…
Hydride Shift
A hydride shift is a rearrangement of a hydrogen atom in a carbocation that occurs to make the molecule more stable. In organic chemistry, rearrangement of the carbocation is very easily seen. This rearrangement can be because of the movement of a carboc…
Vinylic Carbocation
A carbocation where the positive charge is on the alkene carbon is known as the vinyl carbocation or vinyl cation. The empirical formula for vinyl cation is C2H3+. In the vinyl carbocation, the positive charge is on the carbon atom with the double bond t…
Cycloheptatrienyl Cation
It is an aromatic carbocation having a general formula, [C7 H7]+. It is also known as the aromatic tropylium ion. Its name is derived from the molecule tropine, which is a seven membered carbon atom ring. Cycloheptatriene or tropylidene was first synthes…
Stability of Vinyl Carbocation
Carbocations are positively charged carbon atoms. It is also known as a carbonium ion.
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Chapter 9, Problem 12CTQ
Interpretation Introduction

Interpretation: The product of the given reaction with mechanism is to be interpreted.

Concept introduction: The ring opening reaction of epoxide with base nucleophile proceeds through the SN2 mechanism. The strong nucleophile like NaOH leads to ring opening, whereas with weak nucleophile, the ring opening cannot possible.

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a) Show a detailed mechanism for the reaction to produce nitrogen gas and the two carbon radicals shown above.b) Show how the carbon radical produced above could react with HBr to make a bromine radical, completing the initiation step for the reaction at the top of the page.c) Show a detailed mechanism for the propagation step of the reaction at the top of the page and circle the major organic product produced from the reaction.
Show how a 1,2-shift forms a more stable carbocation from attached intermediate.
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Chapter 9 Solutions

Organic Chemistry: A Guided Inquiry

Ch. 9 - Prob. 1CTQCh. 9 - The Br produced by the reaction in Figure 9.2...Ch. 9 - Prob. 3CTQCh. 9 - Prob. 5CTQCh. 9 - Prob. 8CTQCh. 9 - Prob. 9CTQCh. 9 - Prob. 11CTQCh. 9 - Prob. 12CTQCh. 9 - In a synthetic transformation, reagents that must...Ch. 9 - Prob. 14CTQ
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Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
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