Organic chemistry - Aliphatic Reaction summary

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  • Alcohols
    • Secondary
      • Acidified Potassium Dichromate (VI) [O]
        • Primary
        • Tertiary
        • Aldehyde
          • Lithium tetrahydridoaluminate/ sodium tetrahydridoborate [H]
            • Primary
        • Ketone
          • Addition
            • Aldehyde
              • Lithium tetrahydridoaluminate/ sodium tetrahydridoborate [H]
              • Sodium/potassium cyanide, a little sulfuric acid, pH 4/5, room temp.
                • Hydroxynitrile
            • Lithium tetrahydridoaluminate/ sodium tetrahydridobromate [H]
              • Secondary
                • Acidified Potassium Dichromate (VI) [O]
                  • Tertiary
                  • Ketone
                    • Addition
                      • Sodium/potassium cyanide, a little sulfuric acid, pH 4/5, room temp.
                        • Hydroxynitrile
                    • Lithium tetrahydridoaluminate/ sodium tetrahydridobromate [H]
        • dehydration: Al2O3, 300*C
          • Alkenes
            • Br2, HBr, room temp
              • Halogeno-alkanes
                • nucleophilic substitution, reflux: NaOH (aq)
                  • Alcohols
                    • dehydration: Al2O3, 300*C
                      • Alkenes
                        • Br2, HBr, room temp
                          • Halogeno-alkanes
                            • nucleophilic substitution, reflux: NaOH (aq)
                              • NH3
                                • Primary Amine
                                  • HGA, excess NH3
                                    • Secondary Amine
                                      • HGA, excess NH3
                                        • Tertiary Amine
                                          • HGA
                                            • Quaternary Ammonium salt (no H left)
                          • H2O (g), phosphoric acid, 300*C, 60-70atm
                        • conc. sulphuric acid
                          • Ester
                            • conc. sulphuric acid, alcohol
                              • Carboxylic Acid
                                • [H]
                                  • phosphorus (V) chloride/ phosphorus (III) chloride
                                    • Acyl Chloride
                                      • add alcohol
                                        • Ester
                                          • conc. sulphuric acid, alcohol
                                            • Carboxylic Acid
                                              • [H]
                                                • phosphorus (V) chloride/ phosphorus (III) chloride
                                                  • Acyl Chloride
                                                    • add alcohol
                                                      • NH3
                                                        • Amide
                                                          • dehydration: phosphorus (V) oxide, distillation
                                                  • sulphur dichloride oxide
                                                    • reflux: HCl
                                                      • Nitrile
                                                        • dehydration: phosphorus (V) oxide, distillation
                                                    • solid ammonium carbonate, heat
                                                      • Amide
                                              • NH3
                                            • sulphur dichloride oxide
                                              • reflux: HCl
                                                • Nitrile
                                                • solid ammonium carbonate, heat
                                      • NH3
                                        • Primary Amine
                                          • HGA, excess NH3
                                            • Secondary Amine
                                              • HGA, excess NH3
                                                • Tertiary Amine
                                                  • HGA
                                                    • Quaternary Ammonium salt (no H left)
                                  • H2O (g), phosphoric acid, 300*C, 60-70atm
                                • conc. sulphuric acid
                                • reflux, sodium/ potassium cyanide

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