Organic 2 Review Problem 374

Organic 2 Review Problem 374 - 358 PRACTICAL ORGANIC CHEM...

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Unformatted text preview: 358 PRACTICAL ORGANIC CHEM ISTRY It should be noted that this test gives information about the nature of the "acid" component of the original ester. In general the method is more satisfactory with esters of aromatic acids than with esters of aliphatic acids. Esters of alcohols other than methyl and ethyl are best treated by first converting them into methyJ esters thus: Heat together under reflux i ml. of the higher ester, 5 ml. of methanol and 0-2 g. of sodium methoxide. [In place of the sodium methoxide, it suffices to add o-i g. of metallic sodium to the methanol.] After refluxing, distil off the excess of methanol (b.p. 65). The residue is then heated under reflux with benzylamine as described above. 5. i^-Dinitrobenzoates. The 3,5-dinitrobenzoate of the alcohol portion of the ester may be obtained by "ester interchange." Thus an ester, R'-COOR, when heated with 3,5-dinitrobenzoic acid and sul- phuric acid gives (NOg) 2 C 6 H 3 COOR....
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