chapter 28 synthesis
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how to increase carbon chain length (nitrile) ? aliphatic
• Haloalkanes or carbonyls • carbonyl + NaCN + H2SO4 (rather than HCN due to it being safer + increased rate) - nucleophillic addition • Haloalkane + NACN + ethanol - nucleophilic substititution
how to increase carbon chain length (benzene) aromatic
• alkylation - alkyl group from haloalkane to benzene ring, AlCl3 catalyst needed • acyation - benzene reacts with acyl chloride with AlCl3 catalyst to form a ketone
how to get from alkane to haloalkane ? conditions + reagents
• halogen + UV
how to get from alkene to alkane ? conditions + reagents
• H2 + Ni catalysst
how to get from alkene to haloalkane ? conditions + reagents
• Hydrogen halide
how to get from alkene to alcohol ? conditions + reagents
• H2O (steam) + H3PO4 catalyst
how to get from alcohol to alkene ? conditions + reagents
• H3PO4 OR H2SO4 under reflux
how to get from primary alcohol to aldehyde ? conditions + reagents
• K2Cr2O7 with H2SO4 catalyst while distilling product • forms aldehyde and H2O
how to get from primary alcohol to Carboxylic acid ? conditions + reagents
• K2Cr2O7 with H2SO4 catalyst under reflux • forms CA and H2O
how to get from secondary alcohol to Ketone ? conditions + reagents
• K2Cr2O7 with H2SO4 catalyst under reflux
how to get from alcohol to ester ? conditions + reagents
• carboxylic acid / acid anhydride + conc H2SO4 catalyst
how to get from alcohol to Haloalkane ? conditions + reagents
• sodium halide + H2SO4 catalyst
how to get from Haloalkane to alcohol ? conditions + reagents
• NaOH (aq)
how to get from Haloalkane to Nitrile ? conditions + reagents
• CN- + ethanol
how to get from Haloalkane to amine ? conditions + reagents
• NH3 + ethanol
how to get from nitrile to amine ? conditions + reagents
• H2 + Ni catalyst
how to get from nitrile to carboxylic acid ? conditions + reagents
• H2O + HCl + heat under reflux
how to get from ketone to hydroxynitrile ? conditions + reagents
• NaCN(aq) under acid conditions
how to get from aldehyde to hydroxynitrile ? conditions + reagents
• NaCN(aq) under acid conditions
how to get from carboxylic acid to ester ? conditions + reagents
• alcohol + conc H2SO4
how to get from carboxylic acid to Acyl chloride ? conditions + reagents
• SOCl2
how to get from ester to carboxylate ? conditions + reagents
• OH- + heat reflux
how to get from acyl chloride to amide ? conditions + reagents
• NH3 / Primary amide / secondary amide
how to get from benzene to nitrobenzene ? conditions + reagents
• conc HNO3 + conc H2S04