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Chapter 4: Problem 2

(i) Suggest a method to prepare \(2-\) methyl \(-2\) - propanol using Grignard reagent. (ii) What happens when this alcohol is passed over copper heated to \(573 \mathrm{~K} ?\)

Short Answer

Expert verified
#Answer# 2-methyl-2-propanol can be prepared using a Grignard reagent by reacting methyl magnesium bromide with acetone. When this alcohol is passed over copper heated to 573 K, it undergoes dehydrogenation to form 2-methylpropene and water.

Step by step solution

01

Identify the Grignard reagent and the substrate

To prepare 2-methyl-2-propanol (C4H10O) using a Grignard reagent, we need to identify a suitable Grignard reagent and a substrate that will react to form the desired product. We can choose the Grignard reagent as methyl magnesium bromide (CH3MgBr) and the substrate as acetone (CH3COCH3).
02

Write the reaction

The reaction between methyl magnesium bromide (CH3MgBr) and acetone (CH3COCH3) can be written as: CH3MgBr + CH3COCH3 → (CH3)3COH + MgBrOH So, the method to prepare 2-methyl-2-propanol using Grignard reagent is to react methyl magnesium bromide with acetone. (ii) Reaction of 2-methyl-2-propanol when passed over heated copper:
03

Write the reaction

When 2-methyl-2-propanol is passed over copper heated to 573 K, it undergoes dehydrogenation (removal of hydrogen) to form an alkene. The reaction can be written as: C4H10O (2-methyl-2-propanol) → C4H8 (2-methylpropene) + H2O So, when 2-methyl-2-propanol is passed over heated copper at 573 K, it forms 2-methylpropene and water.

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Most popular questions from this chapter

Directions: This section contains multiple choice questions. Each question has 4 choices (a), (b), (c) and (d), out of which ONLY ONE is correct. The correct decreasing order of reactivity of the following alcohols towards con. HCl is

Ethene \(\frac{\mathrm{O}_{2}}{\mathrm{Ag} / \Delta} \mathrm{A}\) dil HCl/\Delta \(\mathrm{B}\). The product \(\mathrm{B}\) in the above reaction is (a) Ethanol (b) Ethane- 1,2 - diol (c) Ethanal (d) epoxyethane

Ethane-1, 2- diol when heated with \(\mathrm{PI}_{3}\) (or excess HI) gives (a) Iodoethane (b) \(1,2-\) di iodoethane (c) 2 - Iodoethanol (d) ethene

Directions: Each question contains Statement- 1 and Statement-2 and has the following choices (a), (b), (c) and (d), out of which ONLY ONE is correct. (a) Statement- 1 is True, Statement- 2 is True; Statement- 2 is a correct explanation for Statement- 1 (b) Statement- 1 is True, Statement- 2 is True; Statement- 2 is NOT a correct explanation for Statement- 1 (c) Statement- 1 is True, Statement- 2 is False (d) Statement- 1 is False, Statement- 2 is True Statement 1 \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{O}-\mathrm{CH}_{2} \mathrm{Br}\) undergoes hydrolysis faster than \(\mathrm{CH}_{3}-\mathrm{O}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{Br}\) and Statement 2 The carbocation formed by ionization of \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{OCH}_{2} \mathrm{Br}\) is stabilized by resonance.

Reactions of Grignard reagents Organic compounds which contain atleast one carbon-metal bond are called organometallic compounds. Grignard reagents are very reactive organometallic compounds which are of great synthetic utility. They are used for the synthesis of alcohols, aldehydes, ketones, carboxylic acids, etc. They are however decomposed by compounds which have active hydrogen.
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