Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
Book Icon
Chapter 24.SE, Problem 76AP
Interpretation Introduction

Interpretation:

How to convert tropidene in to tropilidene (1,3,5-cycloheptatriene) is to be shown.

Concept introduction:

Two successive Hofmann elimination reactions of with quarternary ammonium salt of tropidene will yield tropilidene.

To show:

How to convert tropidene in to tropilidene (1,3,5-cycloheptatriene).

Answer:

The conversion of tropidene in to tropilidene (1,3,5-cycloheptatriene) is given below.

Organic Chemistry, Chapter 24.SE, Problem 76AP , additional homework tip  1

Explanation:

Tropidene when treated with excess of methyl iodide yields a quartenary ammonium salt which undergoes Hofmann elimination when heated with Ag2O and water to produce N,N-dimethylcycloheptadiene. Methylation of the diene with excess of methyl iodide yields another quartenary ammonium salt which undergoes Hofmann elimination reaction to yield tropilidene.

Conclusion:

The conversion of tropidene in to tropilidene (1,3,5-cycloheptatriene) is given below.

Organic Chemistry, Chapter 24.SE, Problem 76AP , additional homework tip  2

Blurred answer
Students have asked these similar questions
5 What would the complete ionic reaction be if aqueous solutions of potassium sulfate and barium acetate were mixed? ed of Select one: O a 2 K SO4 + Ba2 +2 C₂H3O21 K+SO4 + Ba2+ + 2 C2H3O21 K+SO42 + Ba2 +2 C2H3O2 BaSO4 +2 K+ + 2 C2H3O estion Ob. O c. Od. 2 K SO4 +Ba2 +2 C₂H₂O₂ BaSO4 + K+ + 2 C2H3O BaSO4 + K + 2 C2H301 →Ba² +SO42 +2 KC2H3O s page
(28 pts.) 7. Propose a synthesis for each of the following transformations. You must include the reagents and product(s) for each step to receive full credit. The number of steps is provided. (OC 4) 4 steps 4 steps OH b.
LTS Solid: AT=Te-Ti Trial 1 Trial 2 Trial 3 Average ΔΗ Mass water, g 24.096 23.976 23.975 Moles of solid, mol 0.01763 001767 0101781 Temp. change, °C 2.9°C 11700 2.0°C Heat of reaction, J -292.37J -170.473 -193.26J AH, kJ/mole 16.58K 9.647 kJ 10.85 kr 16.58K59.64701 KJ mol 12.35k Minimum AS, J/mol K 41.582 mol-k Remember: q = mCsAT (m = mass of water, Cs=4.184J/g°C) & qsin =-qrxn & Show your calculations for: AH in J and then in kJ/mole for Trial 1: qa (24.0969)(4.1845/g) (-2.9°C)=-292.37J qsin = qrxn = 292.35 292.37J AH in J = 292.375 0.2923kJ 0.01763m01 =1.65×107 AH in kJ/mol = = 16.58K 0.01763mol mol qrx Minimum AS in J/mol K (Hint: use the average initial temperature of the three trials, con Kelvin.) AS=AHIT (1.65×10(9.64×103) + (1.0 Jimai

Chapter 24 Solutions

Organic Chemistry

Ch. 24.6 - Prob. 11PCh. 24.6 - Prob. 12PCh. 24.6 - Prob. 13PCh. 24.7 - Prob. 14PCh. 24.7 - Prob. 15PCh. 24.8 - Prob. 16PCh. 24.8 - Propose syntheses of the following compounds from...Ch. 24.8 - How would you prepare the following compounds from...Ch. 24.8 - Prob. 19PCh. 24.9 - Draw an orbital picture of thiazole. Assume that...Ch. 24.9 - Prob. 21PCh. 24.9 - Prob. 22PCh. 24.9 - Which nitrogen atom in the hallucinogenic indole...Ch. 24.9 - Prob. 24PCh. 24.10 - Prob. 25PCh. 24.SE - Name the following amines, and identify each as...Ch. 24.SE - The following compound contains three nitrogen...Ch. 24.SE - Name the following amine, including R, S...Ch. 24.SE - Prob. 29VCCh. 24.SE - Predict the product(s) for each reaction below and...Ch. 24.SE - Predict the product(s) and provide the complete...Ch. 24.SE - Prob. 32MPCh. 24.SE - Predict the product(s) and provide the mechanism...Ch. 24.SE - The diazotization of aniline first involves the...Ch. 24.SE - Prob. 35MPCh. 24.SE - Prob. 36MPCh. 24.SE - Prob. 37MPCh. 24.SE - Prob. 38MPCh. 24.SE - Choline, a component of the phospholipids in cell...Ch. 24.SE - Prob. 40MPCh. 24.SE - -Amino acids can be prepared by the Strecker...Ch. 24.SE - Prob. 42MPCh. 24.SE - Prob. 43MPCh. 24.SE - Prob. 44MPCh. 24.SE - Propose a mechanism for the following reaction:Ch. 24.SE - Prob. 46MPCh. 24.SE - Name the following compounds:Ch. 24.SE - Prob. 48APCh. 24.SE - Prob. 49APCh. 24.SE - Prob. 50APCh. 24.SE - Histamine, whose release in the body triggers...Ch. 24.SE - Prob. 52APCh. 24.SE - Prob. 53APCh. 24.SE - Prob. 54APCh. 24.SE - Prob. 55APCh. 24.SE - Prob. 56APCh. 24.SE - Prob. 57APCh. 24.SE - Prob. 58APCh. 24.SE - Prob. 59APCh. 24.SE - Prob. 60APCh. 24.SE - Show the products from reaction of p-bromoaniline...Ch. 24.SE - Prob. 62APCh. 24.SE - How would you prepare the following compounds from...Ch. 24.SE - Prob. 64APCh. 24.SE - Phenacetin, a substance formerly used in...Ch. 24.SE - Prob. 66APCh. 24.SE - Draw the structure of the amine that produced the...Ch. 24.SE - Fill in the missing reagents a-e in the following...Ch. 24.SE - Prob. 69APCh. 24.SE - Prob. 70APCh. 24.SE - Deduce the structure of the compound with formula...Ch. 24.SE - Prob. 72APCh. 24.SE - Prob. 73APCh. 24.SE - Prob. 74APCh. 24.SE - Prob. 75APCh. 24.SE - Prob. 76APCh. 24.SE - Propose a structure for the product with formula...Ch. 24.SE - Prob. 78APCh. 24.SE - Prob. 79APCh. 24.SE - Prob. 80APCh. 24.SE - Prob. 81APCh. 24.SE - Prob. 82APCh. 24.SE - Prob. 83APCh. 24.SE - Prob. 84AP
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
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
Text book image
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT