Chemistry 2311 Homework Problems- Chapter 10 (1) Calculate the heat of reaction, ΔHo, for the following reactions. (a) HCHH3C CH3+Cl2HCClH3C CH3+HCl (b) H3CCHH3C CH3+Cl2H3CCClH3C CH3+HCl (c) H3CH2CCHH H+Cl2H3CH2CCClH H+HCl (2) Place the following neutral free radicals in the order of increasing stability. (a) CH2. (b) H2CHCCH2. (c) C CH. (d) C CHHH. (e) C CHHHO.(3) Draw the mechanism for the following reaction. Include initiation, propagations and termination steps. C HH3CH3CH3C+Br2C BrH3CH3CH3Cheat or light+HBr (4) Chlorine reacts with pentane to form a variety of products. Draw the mechanism for the formation of 2-chloropentane. Indicate the stereochemistry of the intermediates and the stereochemistry of the resulting products.(5) Consider the chlorination of (S)-2-chloropentane at C3. (a) Write stereochemical structures for the products that would be obtained and give each its proper (R,S) designation. (b) What is the stereochemical relationship between these products? (c) Are the products chiral? (d) Are the products optically active? (e) Could the products be separated by conventional means? Explain. (6) Draw mechanism for each of the following reactions. (a) +HBrBrperoxide(b) +HBrBr (7) How would you carry out the following transformations? You may use any inorganic or organic reagents. (a) Cyclohexane to cis-1,2-dihydroxycyclohexane (b) 2-bromopentane to 1-azidopentane(c) 1-Bromo-1-methylcyclohexane to a mixture of cis- and trans-2-bromo-1-methylcyclohexane (8) Draw the structure of the monomer that would be employed to synthesize the following polymers? (a) CHH2CCHH2CCHH2CCHH2CH2COCH3OCH3OCH3OCH3n (b)CHH2CCHH2CCHH2CCHH2CH2CCl Cl Cl
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