Topic B6: Reactions
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Carboxylic acid —> Acyl chloride
+SOCl2 (Thionyl chloride)
Carboxylic acid —> Ester ESTERIFICATION
+alcohol +conc. sulfuric acid Heat under reflux
Ketone —> Hydroxynitrile NUCLEOPHILIC ADDITION
+sulfuric acid (aq) +NaCN (aq)
Acyl chloride —> Primary amide
+excess ammonia Room temp
Carboxylic acid —> Carboxylate salt
• +alkali • +metal oxide • +carbonate
Acyl chloride —> Secondary amide
+primary amine Room temp
Acyl chloride —> Carboxylic acid HYDROLYSIS
+water (cold)
Ester —> Carboxylate salt ALKALINE HYDROLYSIS
+NaOH (aq) Heat under reflux
Aldehyde —> Carboxylic acid OXIDATION
+potassium dichromate (K2Cr2O7) +sulfuric acid Heat under reflux Orange —> Green
Aldehyde —> Primary alcohol REDUCTION
+NaBH4 Aqueous conditions (+water) Warm mixture
Primary alcohol —> Aldehyde PARTIAL OXIDATION
+potassium dichromate (VI) (K2Cr2O7) +sulfuric acid Distil product immediately Orange —> Green
Nitrile/ Hydroxynitrile —> Carboxylic acid HYDROLYSIS
+HCl +water Heat under reflux
Secondary alcohol —> Ketone OXIDATION
+potassium dichromate (VI) (K2Cr2O7) +sulfuric acid Heat under reflux
Ketone —> Secondary alcohol REDUCTION
+NaBH4 Aqueous conditions (+water) Warm mixture
Ketone —> Hydroxynitrile NUCLEOPHILIC ADDIYION
+sulfuric acid +NaCN
Haloalkane —> Amine NUCLEOPHILIC SUBSTITUTION
+excess ammonia +ethanol
Haloalkane —> Nitrile NUCLEOPHILIC SUBSTITUTION
+NaCN +ethanol
Nitrile —> Amine REDUCTION
+hydrogen (g) +nickel catalyst
Alcohol —> Ester ESTERIFICATION
+carboxylic acid (or acid anhydride for greater yield) +conc. sulfuric acid Heat under reflux
Alcohol —> Haloalkane REFLUX
+sodium halide +conc sulfuric acid Heat under reflux
Haloalkane —> Alcohol NUCLEOPHILIC SUBSTITUTION
+NaOH (aq) +ethanol Heat under reflux