Solution Found!

Organic Chemistry | 9th Edition | ISBN: 9780321971371 | Authors: Leroy G. Wade, Jan W. Simek
Change Question

Predict the products and mechanisms of the following reactions. When more than one

Chapter 7, Problem PROBLEM 7-33

(choose chapter or problem)

Get Unlimited Answers
QUESTION:

Predict the products and mechanisms of the following reactions. When more than one product or mechanism is possible, explain which are most likely. (a) 1@bromohexane + sodium ethoxide in ethanol (b) 2@chlorohexane + NaOCH3 in methanol (c) 2-chloro-2-methylbutane + NaOCH2CH3 in ethanol (d) 2-chloro-2-methylbutane heated in ethanol (e) isobutyl iodide + KOH in ethanol>water (f) isobutyl chloride + AgNO3 in ethanol>water (g) 1@bromo@1@methylcyclopentane + NaOEt in ethanol (h) 1-bromo-1-methylcyclopentane heated in methanol

Questions & Answers

QUESTION:

Predict the products and mechanisms of the following reactions. When more than one product or mechanism is possible, explain which are most likely. (a) 1@bromohexane + sodium ethoxide in ethanol (b) 2@chlorohexane + NaOCH3 in methanol (c) 2-chloro-2-methylbutane + NaOCH2CH3 in ethanol (d) 2-chloro-2-methylbutane heated in ethanol (e) isobutyl iodide + KOH in ethanol>water (f) isobutyl chloride + AgNO3 in ethanol>water (g) 1@bromo@1@methylcyclopentane + NaOEt in ethanol (h) 1-bromo-1-methylcyclopentane heated in methanol

ANSWER:

Step 1 of 9

Nucleophilic substitution reactions

Substitution reactions in which the attacking species is a nucleophile are called nucleophilic substitution reactions. A nucleophilic substitution reaction can be unimolecular or bimolecular. Bimolecular reactions occur in a single step and are called  reactions, while unimolecular reactions occur in two steps and are called  reactions. The mechanism for the substitution is decided by the structure of the substrate and the attacking nucleophile. Primary substrates undergo  reactions due to low steric hindrance, and tertiary substrates undergo  reactions due to stability of tertiary carbocation.

Elimination reactions

Elimination reactions are reactions in which a leaving group and a proton are removed from the substrate forming an alkene. Elimination reactions can be unimolecular or bimolecular. Unimolecular reactions occur by two steps, namely ionization, and deprotonation and are called  reactions, while bimolecular reactions occur in a single step and are called  reactions. Similar to substitution, tertiary groups favor  reactions, and primary groups favor  reactions.

 

Add to cart

Study Tools You Might Need

Chapter: 4 Problem: 24P

Physics with MasteringPhysics 4
A basketball is thrown horizontally with an initial speed of 4.20 m/s (Figure 417). A straight line drawn from the release point to the landing point makes an angle of \(30.0^\circ\) with the horizontal. What was the release height? ________________ Equation Tran

Chapter: 5 Problem: 63P

Thermodynamics: An Engineering Approach 8
Saturated liquid-vapor mixture of water, called wet steam, in a steam line at \(1500 \mathrm{kPa}\) is throttled to \(50 \mathrm{kPa}\) and \(100^{\circ} \mathrm{C}\). What is the quality in the steam line? Equation Transcription:

Chapter: 4 Problem: 84CP

Physics for Scientists and Engineers: A Strategic Approach with Modern Physics 3
Problem 84CP A cannon on a train car fires a projectile to the right with speed v0, relative to the train, from a barrel elevated at angle ?. The cannon fires just as the train, which had been causing to the right along a level track with speed vtrain, begins to accelerate with acceleration a. Find

Chapter: 17 Problem: 17.28

Organic Chemistry, 9
Hydride reduction (with LiAlH4 or NaBH4) of each of the following ketones has been reported in the chemical literature and gives a mixture of two diastereomeric alcohols in each case. Give the structures of both alcohol products for each ketone. (a) (S)-3-Phenyl-2-butanone (b) 4-tert-Butylcyclohexano

Chapter: 6 Problem: 20

Anatomy & Physiology 1
Why is cartilage slow to heal? a. because it eventually develops into bone b. because it is semi-solid and flexible c. because it does not have a blood supply d. because endochondral ossification replaces all cartilage with bone

Chapter: 11 Problem: 18

Anatomy & Physiology 1
Which muscle pair plays a role in respiration? a. intertransversarii, interspinales b. semispinalis cervicis, semispinalis thoracis c. trapezius, rhomboids d. diaphragm, scalene

Chapter: 10 Problem: 6

Biology 2e by Openstax
Identical copies of chromatin held together by cohesin at the centromere are called _____. a. histones. b. nucleosomes. c. chromatin. d. sister chromatids.

Chapter: 8 Problem: 9

Behavior Modification: Principles and Procedures 6
What is a CER? Provide examples of positive and negative CERs.

Not The Solution You Need? Search for Your Answer Here:

×

Login

Login or Sign up for access to all of our study tools and educational content!

Forgot password?
Register Now

×

Register

Sign up for access to all content on our site!

Or login if you already have an account

×

Reset password

If you have an active account we’ll send you an e-mail for password recovery

Or login if you have your password back