To propose a mechanism for the formation of Bakelite. Concept introduction: Bakelite is formed by the acid catalysed synthesis of phenol and formaldehyde molecule. This type of reaction is also know as condensation reaction in which removal of small molecules takes place. This reaction startes with the formation of ortho & para hydroxymethylphenol derivaties of phenol which further react with phenol to give joint ring like structures. The initial product obtained by joining of ortho & para hydroxymethylphenol derivatives with phenol gives a linear structure also know as Novlac. Further heating of Novlac results in the cross linked structure also known as Bakelite.

Question

Q1: Answer the questions for the reaction below: ..!! Br OH a) Predict the product(s) of the reaction. b) Is the substrate optically active? Are the product(s) optically active as a mix? c) Draw the curved arrow mechanism for the reaction. d) What happens to the SN1 reaction rate in each of these instances: 1. Change the substrate to Br "CI 2. Change the substrate to 3. Change the solvent from 100% CH3CH2OH to 10% CH3CH2OH + 90% DMF 4. Increase the substrate concentration by 3-fold.

Answer 1

Question

Chapter 31.6, Problem 12P

Interpretation Introduction

Interpretation:

To propose a mechanism for the formation of Bakelite.

Concept introduction:

Bakelite is formed by the acid catalysed synthesis of phenol and formaldehyde molecule. This type of reaction is also know as condensation reaction in which removal of small molecules takes place. This reaction startes with the formation of ortho & para hydroxymethylphenol derivaties of phenol which further react with phenol to give joint ring like structures.

The initial product obtained by joining of ortho & para hydroxymethylphenol derivatives with phenol gives a linear structure also know as Novlac.

Further heating of Novlac results in the cross linked structure also known as Bakelite.

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Q1: Answer the questions for the reaction below: ..!! Br OH a) Predict the product(s) of the reaction. b) Is the substrate optically active? Are the product(s) optically active as a mix? c) Draw the curved arrow mechanism for the reaction. d) What happens to the SN1 reaction rate in each of these instances: 1. Change the substrate to Br "CI 2. Change the substrate to 3. Change the solvent from 100% CH3CH2OH to 10% CH3CH2OH + 90% DMF 4. Increase the substrate concentration by 3-fold.

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