Question

Answer all parts. (a) Consider the following molecules C10H22 H.C_04 CH,CHCHCHCH.CH AICI CH206 CH For each of the descriptors below, identify one chemical species from the above list. (1) A hydrocarbon. [1 mark] (ii) An organic acid. [1 mark] (iii) A Lewis acid. [1 mark] (iv) A molecule with sp hybridised atoms. [1 mark] (v) A sugar molecule. [1 mark] (vi) A solid waxy compound. [1 mark] (b) Consider the following reaction H CH,OH + CH3CH2COOH (1) Complete the reaction and name all the reactants and the products. 14 marks (ii) State the approximate peak position (in cm') of the stretching vibrations for the following bonds in CH,CH_COOH: C=0; C-Hof-CH-CO and C-H of CH3. [3 marks (iii) Draw a labelled diagram to predict the 'H NMR spectrum of the main organic product of the above reaction. 13 marks (c) Consider the following reaction CH NaBH NaBH (i) Give the IUPAC systematic names for compounds 5 and 6. [2 marks] (ii) State the approximate bond angles around each of the carbon atoms in 5 and write down the appropriate hybridisation state of each carbon atom. [2 marks]

Answer 1

m CoolH J 1 a) ;) A hydrocarbon Colhar. ") An organic acid & HyC204 [All Spa carbon chain's Got 2) A Lensis acid, All3 in) A molecule with sp² [election acceptor hybridised atoms. I hy C4, C4, CH CH CH₂ CH3 3 a) A sugar molecule GHIR OG ron acceptor / H₃ CH₂ C on CH, CH) cec-H 547 ) 5 comboun vi) a solid wary compound Gottes [ heavy molecule, so it will be sol

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