reaction conditions Flashcards
Alkenes to Disubstituted Halogenoalkane
EA
Br2 (l) or Cl2(g)
decolourisation of reddish-brown liquid / greenish-yellow gas
Alkenes to Halohydrin
EA
Br2 (aq)
Decolourisation of orange solution
Alkene to Monosubstituted Halogenoalkane
EA
Dry HCl or HBr
Alkene to Alcohol
EA
Steam, H3PO4, high T high P
or
Water, excess concentrated H2SO4, cold
Arenes to Halogenoarene
ES
X2, FeX3, heat
Decolourisation of reddish brown liquid / greenish-yellow gas
Arenes to Nitrobenzene
ES
Conc HNO3, Conc. H2SO4, 55
Pale yellow liquid formed
Arenes to Methylbenzene
ES
RX, FeX3, heat
White HX fumes formed
Methylbenzene to 1-(halo)-2 or 4-methyl benzene
ES
X2, FeX3, rt
White HX fumes and Decolourisation of reddish-brown liquid / Greenish-yellow gas
Methylbenzene to 2 or 4-nitromethylbezene
ES
Conc HNO3, Conc H2SO4, 30
Pale yellow oily liquid formed
Methylbenzene to 1,2 or 4-dimethylbenzene
ES
RX, FeX3, rt
White fumes of HX
Phenol to 2 or 4-bromophenol
ES
Br2 in CCl4
Decolourisation of reddish-brown liquid
Phenol to 2,4,6-Tribromophenol
ES
Br2 (aq)
Decolourisation of orange solution
Phenols to 2- or 4-nitrophenol
ES
Dilute HNO3
Pale yellow oily liquid formed
Phenol to 2,4,6-Trinitrophenol
ES
Conc HNO3
Pale yellow oily liquid formed
Phenylamine to 2- or 4-bromoaniline
ES
Br2 in CCl4
Decolourisation of reddish-brown liquid
Phenylamine to 2,4,6-Tribromoaniline
ES
Br2 (aq)
Decolourisation of orange solution
Halogenoalkane to Alcohol
NS
Dil NaOH, heat
Halogenoalkane to Nitrile
NS
Ethanolic NaCN, heat
Halogenoalkane to Amine
NS
Limited halogenoalkane, ethanolic conc NH3, heat in a sealed tube
Alcohols to Chloroalkanes
NS
1. Conc HCl, anhydrous ZnCl2, heat
2. PCl3, rt (by product H3PO4 aq)
3. PCl5, rt (by product POCl3 aq, HCl g)
4. SOCl2, warm (by product SO2 g, HCl g)
3 and 4 produce white fumes of HX
4 decolourises purple acidified KMnO4
Phenylamine to N-methylaniline
NS
RX, heat in a sealed tube
White HX fumes
Phenylamine to N-phenylethanamide
NS
RCOCl, rt
White HCl fumes
Acyl chloride to carboxylic acid
NS
H2O
White HCl fumes
Acyl chloride to ester
NS
Alcohol, rt
Sweet smelling oily layer
Acyl chloride to ester
NS
Phenol, NaOH
Sweet smelling oily layer
Acyl chloride to Amide
NS
NH3 in excess, rt
White HCl fumes
Halogenoalkanes to alkene
Elimination
Ethanolic NaOH, heat
White HX fumes
Alcohol to alkene
Elimination
1. Conc H3PO4, heat
2. Excess conc H2SO4, heat
3. Al2O3, heat
White HX fumes
Nitrile to carboxylic acid
A. Hydrolysis
H2O, dil H2SO4, heat
NH4+ ions
Nitrile to carboxylate ion
B. Hydrolysis
H2O, dil NaOH, heat
Pungent gas turns moist red litmust blue, NH3
Ester to carboxylic acid and alcohol
A. Hydrolysis
H2O in large excess, dil H2SO4, heat under reflux
Ester to carboxylate ion and alcohol
B. Hydrolysis
H2O, dil NaOH, heat under reflux
Carbonyl to 2,4-dinitrophenylhydrazone
Condensation
2,4, - dinitrophenylhydrazine
orange ppt
Amines to amides
Condensation
RCOCl, rt
White HCl fumes
Phenols to ester
Condensation
RCOCl, NaOH (aq)
White HCl fumes
Na added to ROH, Phenol and RCOOH
Acid-metal redox
All reacts
H2 extinguish lighted splint
NaOH added to ROH, Phenol and RCOOH
Acid-base neutralisation
Phenol and RCOOH react
NA2CO3 added to ROH, Phenol and RCOOH
Acid-carbonate reaction
RCOOH react
CO2 forms white ppt bubbled into Ca(OH)2
Carbonyls to Hydroxynitriles
NA
1. HCN, trace KCN, cold
2. HCN, NaOH, cold
Alkene to diol
Mild oxidation
NaOH(aq), KMnO4(aq), cold
Purple KMnO4 decolourised
Alkene to CO2, H2O, carboxylic acid, ketone, etc
Oxidative cleavage
H2SO4(aq), KMnO4(aq), heat
Purple KMnO4 decolourised
Methylbenzene to Benzoic acid
Side-chain oxidation
H2SO4(aq), KMnO4(aq), heat
Purple KMnO4 decolourised
White ppt
primary ROH to aldehyde
secondary ROH to ketone
Controlled oxidation
K2Cr2O7 (aq), KMno4(aq), heat to immediate distillation
Orange K2Cr2O7 turns green
primary ROH to RCOOH
secondary ROH to ketone
Oxidation
KMnO4(aq), H2SO4(aq), heat
Purple KMnO4 decolourised
Aldehyde to Carboxylate ion
Oxidation
Tollen’s reagent
Silver mirror formed
Aliphatic aldehyde to carboxylate ion
Oxidation
Fehling’s reagent
Cu2O brick-red ppt
Methyl ketone to carboxylate ion
Methyl alcohol to carboxylate ion
Oxidation
I2, NaOH(aq), warm
CHI3 triiodomethane yellow ppt
balancing
I2, OH-, I-, OH-
4, 6, 5, 5
Nitrobenzene to Phenylamine
Reduction
Sn, excess HCl, heat, followed by excess NaOH (aq)
Alkene to alkane
Reduction
H2, Ni, heat
Carbonyl to alcohol
Reduction
1. LiAlH4 in dry ether
2. NaBH4 in methanol
3. H2, Ni, heat
Nitrile to amine
Reduction
1. LiAlH4 in dry ether
2. H2, Ni, heat
RCOOH to ROH
Reduction
LiAlH4 in dry ether
Amide to amine
Reduction
LiAlH4 in dry ether
Ester to Alcohol and aldehyde
Reduction
LiAlH4 in dry ether