Interpretation:
The expected structure of the product from the reaction of isopropyl benzene with each of the given reagents is to be written.
Concept introduction:
Hydrogenation of benzene requires three molar equivalents of hydrogen. The product formed is cyclohexane.
Reaction of sodium and ethanol in liquid ammonia reduces arenes to dienes which are non-conjugated.
Alkyl substituents, if any, are present on the double bond in the conjugated diene formed.
Sodium dichromate, in the presence of sulfuric acid, forms chromic acid which is an oxidizing agent. It oxidizes alkyl side chain of benzenes, which have at least one benzylic hydrogen, to
Using
Tertiary
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- Reaction of -pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol. Of the four possible cis,trans isomers, one is formed in over 85% yield. (a) Draw structural formulas for the four possible cis,trans isomers of the bicyclic alcohol. (b) Which is the structure of the isomer formed in 85% yield? How do you account for its formation? Create a model to help you make this prediction.arrow_forward(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…arrow_forward(a) Aniline is oxidized and then resulting product is boiled with Conc. HNO3 and conc. H2S04. (b) Cyclopentylnitrile is reduced with LIAIH4 and the resulting product reacts with benzenesulphonylchloride (c) 2-Chloro-5-methyl-diethylhexandioate is condensed in alkaline medium (d) 2-Methylethylpropanoate is condensed with phenylbenzanoate in an alkaline medium (e) When Ethanoic is heated with NH3 and resulting product reacts with benzoylchloride.arrow_forward
- Compound AA has a molecular formula of C3H6O and gives a positiveresult using Tollen’s reagent. The reaction of compound AA with hotacidified potassium permanganate, KMnO4 gives compound BB. Thecatalytic hydrogenation of compound AA with nickel, Ni producedcompound CC. The reaction of compound BB with ethanamine,CH3CH2NH2 produces compound DD I) Draw the structural formula of compounds AA, BB, CC and DD. 2)Name the type of chemical reaction for the formation of compound CC.arrow_forward(b) Describe the hazards of (i) trioxygen: (ii) hydroxide ion; (ii) hydrogen sulfide. (c) Explain why an aqueous solution of sodium sulfide has an odor of hydrogen sulfide. (d) (11) Reduction of H,CCHCHO with NABH4 gives a product different from that of catalytic hydrogenation (H2 /Ni). What are the products?arrow_forwardWhat is the structural requirement for a substance to react with ammoniacal AgNO3? Why would acetylene react with Tollen's reagent but not cyclohexane or cyclohexene?arrow_forward
- (a) Write the chemical reaction involved in Wolff-Kishner reduction.(b) Arrange the following in the increasing order of their reactivity towards nucleophilic addition reaction:C6H5COCH3, CH3— CHO, CH3COCH3(c) Why carboxylic acid does not give reactions of carbonyl group?arrow_forwardAn unknown alcohol C6H14O gave a rapid Lucas Test. It could not be oxidized easily, but upon treatment with acid, the alcohol was converted to olefin, C6H12. Ozonolysis of the alkene gave two differentc arbonyls as products, both of which had the molecular formula C3H6O. What was the structure of thea lcohol, the olefin and the carbonyl compounds?arrow_forwardCompound A of molecular formula C8H14 is reduced by sodium in liquid ammonia to give compound B of molecular formula C8H16. product (Y).Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5-dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H14O product, but reaction with bromine gives an achiral C8H14Br2 product. What are the identities of A and B?arrow_forward
- A hydrocarbon (X), with the molecular formula: C8H14 is reduced in presence of sodium and liquid ammonia to give the only product (Y) with the molecular formula: C8H16. Compounds X and Y both resulting 2,5-dimethylhexane when treated with hydrogen and platinum catalyst (H2/Pt). As a result of the oxidative cleavage of compound Y (by using KMnO4 / H2SO4), a single carboxylic acid derivative with C4H8O2 molecular formula is formed. Again, as a result of the reaction of Y with perbenzoic acid, the chiral compound C8H14O is observed, but the reaction of compound Y with bromine gives the achiral C8H14Br2 as the product.arrow_forwardQuinolines, heterocyclic compounds that contain a pyridine ring fused to a benzene ring, are commonly synthesized by a method known as the Skraupsynthesis, in which aniline reacts with glycerol under acidic conditions. Nitrobenzene is added to the reaction mixture to serve as an oxidizing agent.The first step in the synthesis is the dehydration of glycerol to propenal. a. What product would be obtained if para-ethylaniline were used instead of aniline?b. What product would be obtained if 3-hexen-2-one were used instead of glycerol?c. What starting materials are needed for the synthesis of 2,7-diethyl-3-methylquinoline?arrow_forwardBenzene was reacted with chloroethane in the presence of a Lewis acid catalyst to form Compound A. Compound A was then reacted to form the compound below, labelled as B. Compound B a) Outline the mechanism for the conversion of Benzene into A. b) State the reagent & conditions required to form Compound B. Compound B was reacted with hot ethanolic potassium hydroxide to form compound C. Compound C was hydrolysed with dilute sulfuric acid to give an alcohol, compound D. c) Draw the major product formed as compound D. Finally, Compound D was reacted with benzoyl chloride to form an ester (Compound E). d) Outline the mechanism for the conversion of D into E.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning