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The antioxidants BHA and BHT are commonly used as food

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 69SP Chapter 17

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 69SP

The antioxidants BHA and BHT are commonly used as food preservatives. Show how BHA and BHT can be made from phenol and hydroquinone.

\(\mathrm{OH}\)

\(\mathrm{C}\left(\mathrm{CH}_{3}\right)_{3}\)

\(\mathrm{OCH}_{3}\)

\(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}\)

\(\mathrm{CH}_{3}\)

Equation transcription:

Text transcription:

{OH}

{C}({CH}{3}){3}

{OCH}{3}

({CH}{3}){3}{C}

{CH}{3}

Step-by-Step Solution:

Solution:

Here we have to show the synthesis of   BHA and BHT from phenol and hydroquinone

Step 1

Synthesis of Butylated hydroxyanisole (BHA) from hydroquinone

(hydroquinone)                                                            (Butylated Hydroxyanisole)    

In this reaction phenol in presence of a base (NaOH), gives sodium phenoxide phenol which in presence of methyl iodide forms 4-methoxyphenol. 4-hydroxyanisole undergoes substitution reaction with Cl-C (CH3)3  in presence of AlCl3 gives butylated hydroxyanisole.

Step 2 of 2

Chapter 17, Problem 69SP is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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The antioxidants BHA and BHT are commonly used as food