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- (a) Give chemical tests to distinguish between the following pairs of compounds :(i) Pentan-2-ol and Pentan-3-ol (ii) Methanol and Phenol(b) o-nitro phenol is more acidic than o-methoxy phenol. Explain why.19.44 Predict the product of each of the following reactions. (а) (b) (c) Br. Zn/Hg ? OH 1. HS SH H,NNH, ? NaOH, H,0, Д ? HCI 2. Raney Ni HO.16.55 Working backwards, deduce the starting material that led to the indicated product through the defined reactions. (1) MsCl, pyr (2) KCN, DMF (a) A (1) (a) NaH; (b) HCOCH 3 (2) mCPBA (3) MeMgBr; H3O+ (4) NaH, Mel OMe X (b) B (3) MeMgBr; H₂O+ (4) H₂NNH₂, cat. HA (5) KOH, A
- Which compound (i or il) is the stronger base? Discuss your answer comprehensively by amongst other providing an acid base reaction for ane of the compounds. NH2 NH2 (1) (i)(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 836 Ph THF A 1 B H₂SO4 100 °C 3 OH Which of the two methods (A or B) is more likely give high yield of methylenecyclohexane 2? Briefly explain.Write the equilibrium-constant expressions and obtainnumerical values for each constant in. (a) the basic dissociation of aniline, C6H5NH2. (b) the acidic dissociation of hypochlorous acid,HClO. (c) the acidic dissociation of methyl ammoniumhydrochloride, CH3NH3Cl. (d) the basic dissociation of NaNO2. (e) the dissociation of H3AsO3to H3O+and AsO33-. (f) the reaction of C2O42-with H2O to give H2C2O4and OH-. show solution
- Explain the following statements. You must use chemical equations to justify your explanation. (ii) (I) Phenol is more acidic than cyclohexanol.(b) Suggest a reasonable biosynthesis for the naturally occurring alkaloid coniine (isolated from hemlock), starting from octanoic acid. ConiineA carboxylic acid has two oxygen atoms, each with two nonbonding pairs of electrons. (b) Compare the resonance forms with those given previously for an acid protonated on thecarbonyl oxygen atom.(c) Explain why the carbonyl oxygen atom of a carboxylic acid is more basic than thehydroxy oxygen.
- Write the structures of the following compounds:(a) Butyldiethylammonium bromide (b) Tetrabutylammonium hydroxide(c) Propylammonium iodide (d) Isopropylmethylammonium chloride1. (a) Compound A,B and C are isomers with molecular formula of C4H8O. When compound A,B and C reacts with 2,4-dinirophenylhydrazine, a yellow precipitate is formed. Compound B and C show a positive result with silver nitrate in aqueous ammonia. (i) Deduce the structures of A,B and C. (ii) Give the observation when A and B reacts with silver nitrate in aqueous ammonia.Write a structural formula for each of the following compounds: (a) m-Chlorobenzoyl chloride (b) Trifluoroacetic anhydride (c) cis-1,2-Cyclopropanedicarboxylic anhydride (d) Ethyl cycloheptanecarboxylate (e) 1-Phenylethyl acetate (f) 2-Phenylethyl acetate (g) p-Ethylbenzamide (h) N-Ethylbenzamide (i) 2-Methylhexanenitrile