Chapter 20: Q55P (page 1038)
Show how you would synthesizefrom each compound. You may use any necessary reagents.
(a) heptanal
(b)
(c)
(d)
(e) heptanoic acid
(f)
Chapter 20: Q55P (page 1038)
Show how you would synthesizefrom each compound. You may use any necessary reagents.
(a) heptanal
(b)
(c)
(d)
(e) heptanoic acid
(f)
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Get started for freeQuestion. A student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula.
Which of the following compounds are chiral? Draw each compound in its most symmetric conformation, star any asymmetric carbon atoms, and draw any mirror planes. Label any meso compounds. You may use Fischer projections if you prefer.
(a) meso-2,3-dibromo-2,3-dichlorobutane
(b) -2,3-dibromo-2,3-dichlorobutane
(c) (2R,3S)-2-bromo-3-chlorobutane
(d) (2R,3S)-2,3-dibromobutane
(e) (R,R)-2,3-dibromobutane
(f)
(g)
(h)
Question: Draw all four resonance forms of the fragment at m/z 73 in the mass spectrum of pentanoic acid.
Question: Show the products you expect when each compound reacts with NBS with light shining on the reaction.
b)
(a) Propose a mechanism for the following reaction:
(b) Use the bond-dissociation enthalpies given in Table 4-2 (page 203) to calculate the value of ∆H° for each step shown in your mechanism. (The BDE for is about 280 kJ/mol, or 67 kcal/mol.) Calculate the overall value of ∆H° for the reaction. Are these values consistent with a rapid free-radical chain reaction?
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