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प्रश्न
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.
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उत्तर
Molecular formula of compound is \[\ce{C8HgO}\]. As ‘A’ does not give Tollens’ or Fehling’s test. It must be a ketone. It gives positive test with 2, 4-DNP and iodoform test. It means it is methyl ketone.
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संबंधित प्रश्न
Write the structure of the product of the following reaction:
Predict the product of the following reaction:
Write the reaction involved in the Stephen reduction
Esters react with DIBAL-H to produce:
Aldehydes are produced on reduction of the following by DIBAL-H:
The oxidation of toluene to benzoic acid can be done using which of the following reagents.
Ethylbenzene is generally prepared by acetylation of benzene followed by reduction and not by direct alkylation. Think of a possible reason.
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 alkene ‘A’ (Mol. formula \[\ce{C5H10}\]) on ozonolysis gives a mixture of two compounds ‘B’ and ‘C’. Compound ‘B’ gives positive Fehling’s test and also forms iodoform on treatment with \[\ce{I2}\] and \[\ce{NaOH}\]. Compound ‘C’ does not give Fehling’s test but forms iodoform. Identify the compounds A, B and C. Write the reaction for ozonolysis and formation of iodoform from B and C.
\[\begin{array}{cc}
\ce{CH3 - CH2 - CH - CH3}\\
\phantom{.....}|\\
\phantom{......}\ce{Cl}
\end{array}\] obtained by chlorination of n-butane, will be
Benz aldehyde + NaOH →
The general formula CnH2NO2 could be for open chain
Aldehydes are the first oxidation products of ______.
Explain the following reactions:
Stephan reaction
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.
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.
