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Question
Predict the reagent for carrying out the following transformations:
Benzoyl chloride to Benzaldehyde
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Solution
Rosenmund Reduction in presence of Lindlar's Catalyst (H2/Pd-BaSO4).
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RELATED QUESTIONS
Write the chemical equations to illustrate the following name reactions : Rosenmund reduction
The oxidation of toluene to benzoic acid can be stopped at the aldehyde stage to give benzaldehyde. The reagent used for the purpose is one of the following.
Name the electrophile produced in the reaction of benzene with benzoyl chloride in the presence of anhydrous \[\ce{AlCl3}\]. Name the reaction also.
Match the acids given in Column I with their correct IUPAC names given in Column II.
| Column I (Acids) |
Column II (IUPAC names) |
||
| (i) | Phthalic acid | (a) | Hexane-1,6-dioic acid |
| (ii) | Oxalic acid | (b) | Benzene-1,2-dicarboxylic acid |
| (iii) | Succinic acid | (c) | Pentane-1,5-dioic acid |
| (iv) | Adipic acid | (d) | Butane-1,4-dioic acid |
| (v) | Glutaric acid | (e) | Ethane-1,2-dioic acid |
Match the example given in Column I with the name of the reaction in Column II.
| Column I (Example) |
Column II (Reaction) |
||
| (i) | \[\begin{array}{cc} \phantom{...}\ce{O}\phantom{..............................}\ce{O}\phantom{}\\ \phantom{...}||\phantom{..............................}||\phantom{}\\ \ce{CH3 - C - Cl + H2 ->[Pd - C/BasO4] CH3 - C - H} \end{array}\] |
(a) | Friedel Crafts acylation |
| (ii) |  |
(b) | HVZ reaction |
| (iii) |  |
(c) | Aldol condensation |
| (iv) | \[\begin{array}{cc} \ce{R - CH2 - COOH ->[Br/Red P] R - CH - COOH}\\ \phantom{.....................}|\\ \phantom{.......................}\ce{Br} \end{array}\] |
(d) | Cannizaro’s reaction |
| (v) | \[\ce{CH3 - CN ->[(i) SnCl2/HCl][(ii) H2O/H+] CH3CHO}\] | (e) | Rosenmund’s reductio |
| (vi) | \[\ce{2CH3CHO ->[NaOH] CH3 - CH = CHCHO}\] | (f) | Stephen’s reaction |
An aromatic compound ‘A’ (Molecular formula \[\ce{C8H8O}\]) gives positive 2, 4-DNP test. It gives a yellow precipitate of compound ‘B’ on treatment with iodine and sodium hydroxide solution. Compound ‘A’ does not give Tollen’s or Fehling’s test. On drastic oxidation with potassium permanganate it forms a carboxylic acid ‘C’ (Molecular formula \[\ce{C7H6O2}\]), which is also formed along with the yellow compound in the above reaction. Identify A, B and C and write all the reactions involved.
An organic compound with molecular formula \[\ce{C7H7NO2}\] exists in three isomeric forms, the isomer ‘A’ has the highest melting point of the three. ‘A’ on reduction gives compound ‘B’ with molecular formula \[\ce{C7H9N}\]. ‘B’ on treatment with \[\ce{NaNO2/HCl}\] at 0-5° C to form compound ‘C’. On treating C with \[\ce{H3PO2}\], it gets converted to D with formula \[\ce{C7H8}\], which on further reaction with \[\ce{CrO2Cl2}\] followed by hydrolysis forms ‘E’ \[\ce{C7H6O}\]. Write the structure of compounds A to E. Write the chemical equations involved.
Account for the following:
N-ethylbenzene sulphonyl amide is soluble in alkali.
Account for the following:
Reduction of nitrobenzene using Fe and HCl is preferred over Sn and HCl.
Write the name of the reaction, structure and IUPAC name of the product formed when:
CH3CH2CN reacts with stannous chloride in the presence of hydrochloric acid, followed by hydrolysis.
