Chapter 16/28 - Organic Synthesis Flashcards
Which reactions lengthen carbon chain?
- Formation of nitriles
- Alkylation
- Acylation
How to obtain pure sample of organic product after reflux/distillation?
- Separating funnel (denser layer at bottom)
- Dry with anhydrous salt e.g. MgSO4
- Redistill and collect product at appropriate boiling point
Alkane to haloalkane?
UV light
Halogen
Alkene to alkane?
H2
Ni catalyst
Alkene to haloalkane?
Hydrogen halide
Alkene to alcohol?
H2O (steam)
H3PO4
Alcohol to alkene?
Heat
H3PO4
Haloalkane to nitrile?
NaCN
Ethanol
Haloalkane to amine?
NH3
Ethanol
Alcohol to haloalkane?
Sodium halide
H2SO4
Haloalkane to alcohol?
NaOH(aq)
Nitrile to amine?
H2
Ni catalyst
Nitrile to carboxylic acid?
H2O
HCl
Heat
Hydroxynitrile to amine?
H2
Ni catalyst
Alcohol to ester?
Carboxylic acid and conc. H2SO4
OR
Acid anhydride
Ester to carboxylate?
OH-
Heat
Carboxylic acid to ester?
Alcohol
Concentrated H2SO4
Ester to carboxylic acid?
Dilute acid
Heat
Acyl chloride to ester?
Alcohol
Acyl chloride to primary amide?
NH3
Acyl chloride to secondary amide?
Primary amine
Acyl chloride to carboxylic acid?
H2O
Carboxylic acid to acyl chloride?
SOCl2
Primary alcohol to aldehyde?
K2Cr2O7/H2SO4
Distil
Secondary alcohol to ketone?
K2Cr2O7/H2SO4
Reflux
Aldehyde to carboxylic acid?
K2Cr2O7/H2SO4
Reflux
Primary alcohol to carboxylic acid?
K2Cr2O7/H2SO4
Reflux
Aldehyde to primary alcohol?
NaBH4
Ketone to secondary alcohol?
NaBH4
Ketone to hydroxynitrile?
NaCN
H+
Aldehyde to hydroxynitrile?
NaCN
H+
Benzene to nitrobenzene?
Concentrated H2SO4
Concentrated HNO3
Nitrobenzene to phenylamine?
Tin (Sn)
Concentrated HCl
Benzene to bromobenzne?
Br2
Halogen carrier e.g. AlBr3
Benzene to chlorobenzene?
Cl2
Halogen carrier e.g. AlCl3
Benzene to methylbenzene? (alkylation)
CH3Cl
Halogen carrier e.g. AlCl3
Benenze to phenylethanone? (acylation)
Acyl chloride CH3COCl
Halogen carrier e.g. AlCl3