1. A student wants to synthesize compound C from the compounds A and B under alkaline (basic) medium. To this aim, compound B was added dropwise onto the compound A in a flask cooled at -10°C. Following the completion of the addition, the reaction mixture was then heated at 120 °C for 1h. After the termination of the reaction, the reaction mixture was treated with diethyl ether and taken into a separatory funnel, then rinsed with dilute H2SO4 and water respectively. The organic phase was taken into a conical flask and dried over anhydrous NazSO4. The excess of the solvent was removed by distillation. a) Draw the appropriate and complete experimental set-up. b) In the experimental method, two different temperature values are given. Consequently, which heating/cooling baths should be used by the student in order to achieve these temperatures. Please include examples. c) What are the purposes to perform these above-uderlined procedures? Describe.

1. A student wants to synthesize compound C from the compounds A and B under alkaline (basic) medium. To this aim, compound B was added dropwise onto the compound A in a flask cooled at -10°C. Following the completion of the addition, the reaction mixture was then heated at 120 °C for 1h. After the termination of the reaction, the reaction mixture was treated with diethyl ether and taken into a separatory funnel, then rinsed with dilute H2SO4 and water respectively. The organic phase was taken into a conical flask and dried over anhydrous NazSO4. The excess of the solvent was removed by distillation. a) Draw the appropriate and complete experimental set-up. b) In the experimental method, two different temperature values are given. Consequently, which heating/cooling baths should be used by the student in order to achieve these temperatures. Please include examples. c) What are the purposes to perform these above-uderlined procedures? Describe.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter6: Reactions Of Alkenes

Section: Chapter Questions

Problem 6.38P: Reaction of -pinene with borane followed by treatment of the resulting trialkylborane with alkaline...

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(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 8*8 Ph THF A 1 Santande B H₂SO4 100 °C 3 OH Using curly arrows, provide full mechanistic details accounting how methylenecyclohexane 2 was synthesised according to both Methods A and B.
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