Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
bartleby

Concept explainers

Question
Book Icon
Chapter 6, Problem 56P
Interpretation Introduction

Interpretation:

The LUMO in SN1 reaction is to be explained and in which reactant and species the LUMO is found is to be determined. The lobe of the LUMO in the Isopropyl Methyl Ether Carbocation model with which a nucleophile would interact is to be identified. The reason behind the large orbital lobe between the oxygen and the carbon of the carbocation is to be explained.

Concept Introduction:

▸ Electrophiles are electron deficient species which has positive or partially positive charge. Lewis acids are electrophiles which accept electron pair.

▸ Nucleophiles are electron rich species which has negative or partially negative charge. Lewis bases are nucleophiles which donate electron pair.

▸ Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a functional group is substituted by any other functional group is called substitution reaction.

▸ Nucleophilic substitution reaction is a reaction in which an electron rich nucleophile attacks the positive or partial positive charge of an atom or a group of atoms to replace a leaving group.

SN2 reaction is the nucleophilic substitution reaction in which the two components are involved in the rate determining step.

▸ The SN2 mechanism of substitution reaction occurs in secondary alkyl halides with an inversion of configuration.

▸ The SN2 reaction takes place in one step. The nucleophile attacks the alkyl halide from the side opposite to the leaving group, resulting in an inversion of configuration.

▸ An SN1 reaction is a nucleophilic substitution reaction in which only one component is involved in the rate-determining step.

▸ The nucleophilic substitutions in which a nucleophile replaces a leaving group are known as SN1 reactions.

SN1 reactions are unimolecular as the rate of reaction is dependent on the concentration of a single reactant.

▸ Carbocation is a molecule having a carbon atom bearing three bonds and a positive formal charge.

▸ Carbocation are generally unstable because they do not have eight electrons to satisfy the octet rule.

▸ The order of stability of carbocation is such that the tertiary carbocation is the most stable whereas the primary carbocation is the least stable, and secondary carbocation lies between primary and tertiary carbocations.

▸ If primary carbocation is obtained in product, it rearranges itself to secondary or tertiary carbocation to form more stable product.

▸ If secondary carbocation is obtained in product, it rearranges itself to tertiary carbocation to form more stable product.

▸ The stability of carbocation:

3ocarbocation>2ocarbocation>1ocarbocation>methylcarbocation

SN2 reaction is the nucleophilic substitution reaction in which two components are involved in the rate determining step.

SN1 reaction is the nucleophilic substitution reaction in which only one component is involved in the rate determining step.

Blurred answer
Students have asked these similar questions
> You are trying to decide if there is a single reagent you can add that will make the following synthesis possible without any other major side products: 1. ☑ CI 2. H3O+ O Draw the missing reagent X you think will make this synthesis work in the drawing area below. If there is no reagent that will make your desired product in good yield or without complications, just check the box under the drawing area and leave it blank. Click and drag to start drawing a structure. Explanation Check ? DO 18 Ar B © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibility
Don't use ai to answer I will report you answer
Consider a solution of 0.00304 moles of 4-nitrobenzoic acid (pKa = 3.442) dissolved in 25 mL water and titrated with 0.0991 M NaOH. Calculate the pH at the equivalence point

Chapter 6 Solutions

Organic Chemistry

Ch. 6 - Prob. 11PPCh. 6 - Prob. 12PPCh. 6 - Prob. 13PPCh. 6 - Prob. 14PPCh. 6 - Prob. 15PPCh. 6 - Prob. 16PPCh. 6 - Prob. 17PPCh. 6 - Prob. 18PPCh. 6 - Prob. 19PPCh. 6 - Prob. 20PCh. 6 - Prob. 21PCh. 6 - Which SN1 reaction of each pair would you expect...Ch. 6 - Prob. 23PCh. 6 - Prob. 24PCh. 6 - Listed below are several hypothetical nucleophilic...Ch. 6 - Prob. 28PCh. 6 - Write conformational structures for the...Ch. 6 - 6.28 Consider the reaction of with . (a) Would...Ch. 6 - Prob. 33PCh. 6 - Prob. 34PCh. 6 - Prob. 35PCh. 6 - Prob. 36PCh. 6 - 1-Bromobicyclo[2, 2,1] heptane is extremely...Ch. 6 - When ethyl bromide reacts with potassium cyanide...Ch. 6 - Prob. 41PCh. 6 - Prob. 42PCh. 6 - When the alkyl bromides (listed here) were...Ch. 6 - Prob. 44PCh. 6 - Prob. 45PCh. 6 - Prob. 46PCh. 6 - Prob. 47PCh. 6 - 6.42 The reaction of chloroethane with water in...Ch. 6 - Prob. 49PCh. 6 - Prob. 50PCh. 6 - Prob. 51PCh. 6 - Prob. 52PCh. 6 - 1-Bromo[2.2.1] bicycloheptane is unreactive toward...Ch. 6 - Open the computer molecular model tided...Ch. 6 - Prob. 56PCh. 6 - Consider the solvolysis reaction of (1S,...Ch. 6 - 2. Consider the following sequence of reactions,...Ch. 6 - Prob. 26PCh. 6 - Your task is to prepare isopropyl methyl ether by...Ch. 6 - Prob. 29PCh. 6 - 6.53 cis-4-Bromocyclohexanol racemic C6H10O...Ch. 6 - Prob. 31PCh. 6 - Explain the following observations: When...Ch. 6 - Prob. 38PCh. 6 - Prob. 1QCh. 6 - Prob. 2QCh. 6 - 6.3 A kinetic study yielded the following reaction...Ch. 6 - Prob. 4QCh. 6 - 6.5 Supply the missing reactants, reagents,...Ch. 6 - Which SN2 reaction will occur most rapidly....Ch. 6 - 6.7 Provide three-dimensional structures for the...
Knowledge Booster
Background pattern image
Chemistry
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.
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning