It is sometimes necessary to prepare isotopically labeled samples of organic substances

Chapter 18, Problem 18.18

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It is sometimes necessary to prepare isotopically labeled samples of organic substances for probing biological transformations and reaction mechanisms. Various sources of the radioactive mass-14 carbon isotope are available. Describe synthetic procedures by which benzoic acid, labeled with 14C at its carbonyl carbon, could be prepared from benzene and the following 14C-labeled precursors. You may use any necessary organic or inorganic reagents. (a) CH3Cl (b) HCH O X (c) CO2

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