Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
Bartleby Related Questions Icon

Related questions

bartleby

Concept explainers

Question

Explain what mechanism is used and how it's formed

### Organic Chemistry Reactions Involving Cyclic Compounds

#### Reaction Scheme (k)

- **Starting Materials:**
  - Compound 1: 3-Isopropyl-2,5-piperazinedione
  - Compound 2: N-tert-Butyl-2-pyrrolidone carboxamide
  
- **Reagents:**
  - DCC (Dicyclohexylcarbodiimide)
  - THF (Tetrahydrofuran)
  - Et3N (Triethylamine)

- **Reaction Overview:**
  The starting materials, 3-Isopropyl-2,5-piperazinedione and N-tert-Butyl-2-pyrrolidone carboxamide, react in the presence of DCC, THF, and Et3N to form a target compound, along with the other by-products indicated in the reaction scheme.

- **Mechanism Insight:**
  This reaction suggests the formation of an amide bond through the activation of a carboxyl group using DCC, facilitated by Et3N as a base and THF as a solvent.

#### Reaction Scheme (l)

- **Starting Material:**
  - Ethylamine derivative: Ethyl-N-methyl thiazolidine-2,4-dione
  
- **Reagents and Conditions:**
  - Step 1: Ph-N=C=S (Phenyl isothiocyanate)
  - Step 2: Diluted H3O+ (Hydronium ion)

- **Reaction Overview:**
  The ethylamine derivative reacts with phenyl isothiocyanate followed by the treatment with dilute hydronium ions to form multiple products as indicated by the reaction pathway.

- **Mechanism Insight:**
  The primary reaction with phenyl isothiocyanate typically forms a thiourea intermediate, which is then hydrolyzed by dilute acid to yield a range of products involving cyclic thiourea and related thiazolidine derivatives.

Both reaction schemes demonstrate the application of organic reagents to manipulate cyclic compounds, illustrating the diversity and specificity of organic synthesis techniques.
expand button
Transcribed Image Text:### Organic Chemistry Reactions Involving Cyclic Compounds #### Reaction Scheme (k) - **Starting Materials:** - Compound 1: 3-Isopropyl-2,5-piperazinedione - Compound 2: N-tert-Butyl-2-pyrrolidone carboxamide - **Reagents:** - DCC (Dicyclohexylcarbodiimide) - THF (Tetrahydrofuran) - Et3N (Triethylamine) - **Reaction Overview:** The starting materials, 3-Isopropyl-2,5-piperazinedione and N-tert-Butyl-2-pyrrolidone carboxamide, react in the presence of DCC, THF, and Et3N to form a target compound, along with the other by-products indicated in the reaction scheme. - **Mechanism Insight:** This reaction suggests the formation of an amide bond through the activation of a carboxyl group using DCC, facilitated by Et3N as a base and THF as a solvent. #### Reaction Scheme (l) - **Starting Material:** - Ethylamine derivative: Ethyl-N-methyl thiazolidine-2,4-dione - **Reagents and Conditions:** - Step 1: Ph-N=C=S (Phenyl isothiocyanate) - Step 2: Diluted H3O+ (Hydronium ion) - **Reaction Overview:** The ethylamine derivative reacts with phenyl isothiocyanate followed by the treatment with dilute hydronium ions to form multiple products as indicated by the reaction pathway. - **Mechanism Insight:** The primary reaction with phenyl isothiocyanate typically forms a thiourea intermediate, which is then hydrolyzed by dilute acid to yield a range of products involving cyclic thiourea and related thiazolidine derivatives. Both reaction schemes demonstrate the application of organic reagents to manipulate cyclic compounds, illustrating the diversity and specificity of organic synthesis techniques.
Expert Solution
Check Mark
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
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY