(a) What ratio of primary/secondary/tertiary products can statistically be expected in the high temperature chlorination of methyl butane? Assume that the reaction rate of the substitution is equal for all C-H bonds.
(b) Which of the following alcohols:pentan-1-ol, pentan-2-ol and 2-methyl-butan-2-ol react with the following reagents listed below?
1) cold, concentrated sulphuric acid; 2) CrO3 / H2SO4; 3) ZnCl2 /HCl;4) I2 /NaOH
(c) Which of the following aldohexose structures are: 1) enantiomer pairs, 2) diastereomer pairs?
(d) Two hydrocarbon compounds of the same molecular formula, C4H8, easily react with hydrogen in the presence of a platinum catalyst. During ozonolysis only ethanal (acetaldehyde) is formed in both cases. The 1H-NMR spectra of the two compounds show two types of protons in a ratio of 3 to 1. Draw the structures of the described compounds.
(e) Select the components of the group listed below that can be obtained during complete hydrolysis of lecithin (a phospholipid): serine, phosphoric acid, sphingosine, choline, glycerol, myo-inositol, phosphatidic acid and fatty acids).
(f) Which of the following carboxylic acid can be formed in the tricarboxylic acid cycle (Krebs' citric acid cycle): maleic acid (cis-butenedioic acid), mandelic acid (a-hydroxy-phenylethanoic acid), malic acid (2-hydroxy-butanedioic acid), tricarb-allylic acid (propane-1,2,3-tricarboxylic acid), oxalacetic acid (2-oxo-butanedioic acid), keto-glutaric acid (2-oxo-pentanedioic acid), fumaric acid (trans-butenedioic acid) and acetoacetic acid (3-oxo-butanoic acid).
(g) To which structures is the nicotinamide moiety (part) of NAD+ converted during the uptake of hydrogen to form NADH (A, B or C)?