Starting with benzene, give a sequence of laboratory reactions which could be used to prepare p-isopropylaniline. If separation of ortho, meta, or para-isomers is required, give evidence that it is feasible.
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- Suggest a method of preparing ethylbenzene, starting with benzene and ethylene as the only organic reagents.(a) Draw the three isomers of benzenedicarboxylic acid.(b) The isomers have melting points of 210 °C, 343 °C, and 427 °C. Nitration of the isomers at all possible positions was once used to determine their structures. The isomer that melts at 210 °C gives two mononitro isomers. The isomer that melts at 343 °C gives three mononitro isomers. The isomer that melts at 427 °C gives only one mononitro isomer. Show which isomer has which melting point.Suggest a method of preparing ethyl benzene, starting with benzene and ethylene as the only organic reagents.
- Ozonolysis process was carried out towards an unknown organic compound, X, to produce propanal, C3H6O and compound Y. Propanal was then further oxidized into compound Z, C3H6O2 by using potassium permanganate, KMnO4 under acidic condition and heating. As an alternative, compound Y can be produced from the reaction of benzene with ethanoyl chloride, CH3COCl with the presence of aluminium trichloride, AlCl3. (i) Draw the structural formula of compounds X, Y, and Z (ii) Show the formation of electrophile that will be reacted with benzene for the formation of compound Y. (iii) What is the name of reaction to convert benzene into compound Y?Write a series of reactions leading to para-bromoethylbenzene, beginning with benzene and using other reagents as needed. What isomeric side products might also be formed?Write a series of reaction leading to parabromoethylbenzene, beginning with benzene and using other reagents as needed. What isomeric side products might also be formed?
- Consider the compound C5H9Br (Compound X). It reacts with potassium tert-butoxide to give Compound Y, C5H8. Compound Y upon reaction with hydrogen produced methylcyclobutane. Compound Y upon reaction with ozone produces one compound with two aldehyde functional groups. Provide the structures of Compound X and Y.(a) Give chemical tests to distinguish between the following pairs of compounds :(i) Ethanal and Propanal (ii) Phenol and Benzoic acid(b) How will you bring about the following conversions?(i) Benzoic acid to benzaldehyde (ii) Ethanal to but-2-enal (iii) Propanone to propeneGive complete reaction in each case.Biphenyl has the following structure.(a) Is biphenyl a (fused) polynuclear aromatic hydrocarbon?(b) How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?(c) The heat of hydrogenation for biphenyl is about 418 kJ>mol (100 kcal>mol). Calculate theresonance energy of biphenyl.(d) Compare the resonance energy of biphenyl with that of naphthalene and with that of two benzene rings. Explain thedifference in the resonance energies of naphthalene and biphenyl.
- Give the chemical tests to distinguish between following pair of compounds : (i) Propanol and propanone (ii) Ethyl acetate and methyl acetate (iii) Benzaldehyde and benzoic acid (iv) Benzaldehyde and acetaldehyde (v) Formic acid and acetic acid (vi) Propanal and propanol (vii) Ethanoic acid and ethylethanoate(b) Ozonolysis process was carried out towards an unknown organic compound, X, to produce propanal, C3H6O and compound Y. Propanal was then further oxidized into compound z, C3H6O2 by using potassium permanganate, KMNO4 under acidic condition and heating. As an alternative, compound Y can be produced from the reaction of benzene with ethanoyl chloride, CH3COCI with the presence of aluminium trichloride, AICI3. Proses ozonolisis telah dijalankan terhadap sebatian organik yang tidak dikenali, X untuk menghasilkan propanal, C3H6O dan sebatian Y. Propanal kemudiannya dioksidakan menjadi sebatian Z menggunakan KMNO4 dalam keadaan berasid dan panas. Sebagai alternatif, sebatian Y boleh dihasilkan daripada tindak balas antara benzena dengan etanoil klorida, CH3COCI dengan kehadiran aluminium triklorida, AICI3. (1) Draw the structural formula of compounds X, Y, and z. Lukiskan formula struktur bagi sebatian X, Y, dan Z. (ii) Show the formation of electrophile that will be reacted with benzene…(a) Give chemical tests to distinguish between compounds in the following pairs of substances :(i) Ethanol and Propanal (ii) Benzoic acid and Ethyl benzoate(b) An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the structure of the compound.