Advanced Organic Chemistry Questions and Answers on “Preparation of Benzaldehyde & Aromatic Ketones”.
1. The oxidation of toluene to benzaldehyde by chromyl chloride is called as which of the following?
a) Cannizzaro reaction
b) Wurtz reaction
c) Etard reaction
d) Reimer-Tiemann reaction
Answer: c
Clarification: The oxidation of toluene to benzaldehyde by chromyl chloride is called as Etard reaction.
2. Benzaldehyde can be prepared by oxidation of toluene by which of the following reagent?
a) Acidic KMnO4
b) K2Cr2O7
c) CrO2Cl2
d) basic KMnO4
Answer: c
Clarification: Benzaldehyde can be prepared by oxidation of toluene by CrO2Cl2.
3. The oxidation of benzyl chloride with lead nitrate gives which of the following compound?
a) Benzaldehyde
b) Benzyl alcohol
c) Benzoic acid
d) p-chlorobenzaldehyde
Answer: a
Clarification: The oxidation of benzyl chloride with lead nitrate gives benzaldehyde as shown in given reaction. Pb(NO3)2 is a mild oxidizing agent so benzaldehyde is formed during the oxidation of benzyl chloride with Pb(NO3)2.
4. Which of the following is the commercial method of preparation of benzaldehyde?
a) Oxidation of toluene
b) Oxidation of benzyl chloride
c) Oxidation of benzyl alcohol
d) Etard reaction
Answer: c
Clarification: This involves the treatment of benzyl alcohol with dil. HNO3 or acidic potassium dichromate or chromic anhydride in acetic anhydride or with copper catalyst at 350o C. This process is used for commercial production of benzaldehyde.
5. Which of the following is the not a method of preparation of benzaldehyde?
a) Gattermann Koch synthesis
b) Etards reaction
c) Stephan’s reaction
d) Oxidation of secondary alcohol
Answer: d
Clarification: Oxidation of secondary ketones is the method of formation of ketones not aldehydes.
6. What reagents will be used in the preparation of benzaldehyde via Gattermann Koch synthesis?
a) Carbon dioxide and HCl
b) Carbon monoxide and HCl
c) Oxygen and H2SO4
d) Carbon monoxide and H2SO4
Answer: b
Clarification: Benzene is converted into benzaldehyde by passing a mixture of carbon monoxide and HCl gas under high pressure into the ether solution of benzene in presence of anhydrous aluminum chloride and cuprous chloride.
7. Partial reduction of phenyl cyanide with stannous chloride and passing dry HCl gas in ether solution followed by hydrolysis of the aldimine stannic chloride with water to form benzaldehyde is called as which of the following method of preparation of benzaldehyde?
a) Gattermann Koch synthesis
b) Etards reaction
c) Stephan’s reaction
d) Gattermann reaction
Answer: c
Clarification: Partial reduction of phenyl cyanide with stannous chloride and passing dry HCl gas in ether solution followed by hydrolysis of the aldimine stannic chloride with water to form benzaldehyde is called as Stephan’s reaction.
8. Ozonolysis of styrene will lead leads to formation of benzaldehyde along which compound?
a) O2
b) H2O2
c) HCHO
d) H2O2 and HCHO
Answer: c
Clarification: Ozonolysis of styrene will lead leads to formation of benzaldehyde H2O2 and HCHO.
9. Which of the following cannot be used in formation of benzaldehyde by Grignard reagent?
a) HCN
b) Carbon monoxide
c) Ethyl format
d) HNC
Answer: c
Clarification: Reagents like carbon monoxide or HCN and ethyl format can be used for formation of benzaldehyde by Grignard reagent.