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How can methyl magnesium bromide be converted to propanoic acid?
- a)Jones reagent
- b)KMnO4-KOH; heat
- c)H3O+; heat
- d)CO2-dry ether; H3O+
Correct answer is option 'D'. Can you explain this answer?
Most Upvoted Answer
How can methyl magnesium bromide be converted to propanoic acid?a)Jone...
Conversion of Methyl Magnesium Bromide to Propanoic Acid using CO2-Dry Ether; H3O
Preparation of Methyl Magnesium Bromide:
Methyl magnesium bromide is prepared by reacting methyl bromide with magnesium metal in dry ether. The reaction can be represented as follows:
CH3Br + Mg → CH3MgBr
Conversion of Methyl Magnesium Bromide to Propanoic Acid:
Methyl magnesium bromide can be converted to propanoic acid by reacting it with dry CO2 followed by hydrolysis with H3O+. The reaction can be represented as follows:
Step 1: Reaction with Dry CO2
CH3MgBr + CO2 → CH3COO-MgBr
Step 2: Hydrolysis with H3O+
CH3COO-MgBr + H3O+ → CH3COOH + MgBrOH
The MgBrOH formed in the reaction is insoluble in water and can be easily separated from the reaction mixture. The propanoic acid obtained can be purified by distillation.
Explanation:
Dry CO2 is bubbled through the solution of methyl magnesium bromide in dry ether. The dry ether is used to prevent the reaction of methyl magnesium bromide with moisture present in the air. The reaction between methyl magnesium bromide and dry CO2 forms magnesium salt of acetic acid (CH3COO-MgBr) which upon hydrolysis with H3O+ yields propanoic acid. The reaction is carried out in a dry and inert atmosphere to prevent the reaction from getting affected by moisture or oxygen present in the air.
Preparation of Methyl Magnesium Bromide:
Methyl magnesium bromide is prepared by reacting methyl bromide with magnesium metal in dry ether. The reaction can be represented as follows:
CH3Br + Mg → CH3MgBr
Conversion of Methyl Magnesium Bromide to Propanoic Acid:
Methyl magnesium bromide can be converted to propanoic acid by reacting it with dry CO2 followed by hydrolysis with H3O+. The reaction can be represented as follows:
Step 1: Reaction with Dry CO2
CH3MgBr + CO2 → CH3COO-MgBr
Step 2: Hydrolysis with H3O+
CH3COO-MgBr + H3O+ → CH3COOH + MgBrOH
The MgBrOH formed in the reaction is insoluble in water and can be easily separated from the reaction mixture. The propanoic acid obtained can be purified by distillation.
Explanation:
Dry CO2 is bubbled through the solution of methyl magnesium bromide in dry ether. The dry ether is used to prevent the reaction of methyl magnesium bromide with moisture present in the air. The reaction between methyl magnesium bromide and dry CO2 forms magnesium salt of acetic acid (CH3COO-MgBr) which upon hydrolysis with H3O+ yields propanoic acid. The reaction is carried out in a dry and inert atmosphere to prevent the reaction from getting affected by moisture or oxygen present in the air.
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Community Answer
How can methyl magnesium bromide be converted to propanoic acid?a)Jone...
Methyl magnesium bromide (Grignard reagent) on reaction with CO2 forms an addition product containing an additional C carbon atom. This is decomposed in the presence of mineral acid to form propanoic acid.
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