How will you prepare benzoic acid from benzene, with the help of Friedel-Craft reaction? Also write any two chemical properties of Benzoic acid?
Answer
651k+ views
Hint: To prepare benzoic acid we refer to the definition and property of Friedel-Craft reaction and observe what happens when performed with benzene. And we use the properties of benzoic acid.
Complete step by step answer:
To prepare, benzoic acid from benzene:
The Friedel–Crafts reactions are a set of reactions developed by Charles Friedel and James Crafts in 1877 to attach substituents to an aromatic ring. Friedel–Crafts reactions are of two main types: alkylation reactions and acylation reactions. Both proceed by electrophilic aromatic substitution.
We know the chemical formula of benzene is ${{\text{C}}_{\text{6}}}{{\text{H}}_{\text{6}}}$and benzoic acid is${{\text{C}}_{\text{6}}}{{\text{H}}_5}{\text{COOH}}$.
Using the Friedel-Craft reaction, we obtain benzoic acid as follows:
${{\text{C}}_6}{{\text{H}}_6}{\text{ + COC}}{{\text{l}}_2}{\text{ }}\xrightarrow[{{\text{Anhydrous}}}]{{{\text{AlC}}{{\text{l}}_3}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{COCl }}\xrightarrow[{ - {\text{HCl}}}]{{{{\text{H}}_2}{\text{O}}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{COOH}}$.
Benzene is reacted with Carbon Dichloride (${\text{COC}}{{\text{l}}_2}$) in presence of anhydrous Aluminum Chloride (meaning a molecule of aluminum chloride which is attached with water molecules) undergoes Friedel–Crafts Alkylation to form Benzoyl Chloride (${{\text{C}}_6}{{\text{H}}_5}{\text{COCl}}$). Further this compound is reacted with water (derived from the anhydrous aluminum chloride molecule), it releases Hydrochloric acid and forms Benzoic Acid.
Chemical Properties of Benzoic Acid are:
Benzoic Acid is converted into Benzyl Alcohol (${{\text{C}}_6}{{\text{H}}_5}{\text{ - C}}{{\text{H}}_2}{\text{ - OH}}$) by reacting it with Lithium Aluminum Hydride (${\text{LiAl}}{{\text{H}}_4}$).
${{\text{C}}_6}{{\text{H}}_5}{\text{ - COOH }}\xrightarrow{{{\text{LiAl}}{{\text{H}}_4}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{ - C}}{{\text{H}}_2}{\text{ - OH}}$.
Benzoic Acid reacts with thionyl chloride (${\text{SOC}}{{\text{l}}_2}$) (in presence of pyridine) to form benzoyl chloride (${{\text{C}}_6}{{\text{H}}_5}{\text{ - COCl}}$) along with Sulphur dioxide (${\text{S}}{{\text{O}}_2}$) and hydrochloric acid (HCl).
${{\text{C}}_6}{{\text{H}}_5}{\text{ - COOH + SOC}}{{\text{l}}_2}\xrightarrow{{{\text{Pyridine}}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{ - COCl + S}}{{\text{O}}_2}{\text{ + HCl}}$.
Note: In order to answer this type of questions the key is to know what output benzene and benzoic acid gives when reacted with respective substances.
Benzene molecule is a six carbon atom structure joined in the form of a ring with one hydrogen atom attached to each vertex. As it contains only carbon and hydrogen atoms, benzene is classed into a type of compound in chemistry called hydrocarbon.
Benzoic acid consists of a carboxyl group attached to a benzene ring. Therefore, benzoic acid is said to be an aromatic carboxylic acid. This compound exists as a crystalline, colorless solid under normal conditions.
Complete step by step answer:
To prepare, benzoic acid from benzene:
The Friedel–Crafts reactions are a set of reactions developed by Charles Friedel and James Crafts in 1877 to attach substituents to an aromatic ring. Friedel–Crafts reactions are of two main types: alkylation reactions and acylation reactions. Both proceed by electrophilic aromatic substitution.
We know the chemical formula of benzene is ${{\text{C}}_{\text{6}}}{{\text{H}}_{\text{6}}}$and benzoic acid is${{\text{C}}_{\text{6}}}{{\text{H}}_5}{\text{COOH}}$.
Using the Friedel-Craft reaction, we obtain benzoic acid as follows:
${{\text{C}}_6}{{\text{H}}_6}{\text{ + COC}}{{\text{l}}_2}{\text{ }}\xrightarrow[{{\text{Anhydrous}}}]{{{\text{AlC}}{{\text{l}}_3}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{COCl }}\xrightarrow[{ - {\text{HCl}}}]{{{{\text{H}}_2}{\text{O}}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{COOH}}$.
Benzene is reacted with Carbon Dichloride (${\text{COC}}{{\text{l}}_2}$) in presence of anhydrous Aluminum Chloride (meaning a molecule of aluminum chloride which is attached with water molecules) undergoes Friedel–Crafts Alkylation to form Benzoyl Chloride (${{\text{C}}_6}{{\text{H}}_5}{\text{COCl}}$). Further this compound is reacted with water (derived from the anhydrous aluminum chloride molecule), it releases Hydrochloric acid and forms Benzoic Acid.
Chemical Properties of Benzoic Acid are:
Benzoic Acid is converted into Benzyl Alcohol (${{\text{C}}_6}{{\text{H}}_5}{\text{ - C}}{{\text{H}}_2}{\text{ - OH}}$) by reacting it with Lithium Aluminum Hydride (${\text{LiAl}}{{\text{H}}_4}$).
${{\text{C}}_6}{{\text{H}}_5}{\text{ - COOH }}\xrightarrow{{{\text{LiAl}}{{\text{H}}_4}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{ - C}}{{\text{H}}_2}{\text{ - OH}}$.
Benzoic Acid reacts with thionyl chloride (${\text{SOC}}{{\text{l}}_2}$) (in presence of pyridine) to form benzoyl chloride (${{\text{C}}_6}{{\text{H}}_5}{\text{ - COCl}}$) along with Sulphur dioxide (${\text{S}}{{\text{O}}_2}$) and hydrochloric acid (HCl).
${{\text{C}}_6}{{\text{H}}_5}{\text{ - COOH + SOC}}{{\text{l}}_2}\xrightarrow{{{\text{Pyridine}}}}{\text{ }}{{\text{C}}_6}{{\text{H}}_5}{\text{ - COCl + S}}{{\text{O}}_2}{\text{ + HCl}}$.
Note: In order to answer this type of questions the key is to know what output benzene and benzoic acid gives when reacted with respective substances.
Benzene molecule is a six carbon atom structure joined in the form of a ring with one hydrogen atom attached to each vertex. As it contains only carbon and hydrogen atoms, benzene is classed into a type of compound in chemistry called hydrocarbon.
Benzoic acid consists of a carboxyl group attached to a benzene ring. Therefore, benzoic acid is said to be an aromatic carboxylic acid. This compound exists as a crystalline, colorless solid under normal conditions.
Recently Updated Pages
Explain the structure of megasporangium class 12 biology CBSE

Why is chloroform kept in dark coloured bottles class 12 chemistry CBSE

Derive the balancing condition of a Wheatstone bri class 12 physics CBSE

Draw VI characteristics of a pn junction diode Explain class 12 physics CBSE

Is it possible to carry pride in ones language too class 12 english CBSE

In a population at Hardy Weinberg equilibrium the allele class 12 biology CBSE

Trending doubts
Draw a labelled sketch of the human eye class 12 physics CBSE

Which are the Top 10 Largest Countries of the World?

Draw ray diagrams each showing i myopic eye and ii class 12 physics CBSE

Which is the correct genotypic ratio of mendel dihybrid class 12 biology CBSE

Differentiate between homogeneous and heterogeneous class 12 chemistry CBSE

Which animal never drinks water in its entire life class 12 biology CBSE

