A-LevelChemistryOrganic synthesisMay/June 2017Paper 4 Q514 Marks
Compounds J, K, L and M are isomers of each other with the molecular formula C₉H₁₁NO. All four isomers contain a benzene ring. Two of the isomers contain a chiral centre. The results of six tests carried out on J, K, L and M are shown in the table. ``` observations with each isomer test J K L M 1 add cold HCl(aq) soluble soluble soluble insoluble 2 add 2,4-DNPH reagent orange ppt. orange ppt. orange ppt. no reaction 3 add NaOH(aq) + I2(aq) pale yellow ppt. no reaction pale yellow ppt. no reaction 4 warm with Fehling's solution no reaction red ppt. no reaction no reaction 5 heat with NaOH(aq) no reaction no reaction no reaction P(C7H7N) and Q(C3H5ONa) produced 6 diazotization and addition of alkaline phenol no dye produced orange dye produced no dye produced no dye produced ```
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