Route Maps Reactions Flashcards
alkene → haloalkane
FREE RADICAL SUBSTIUTION/ HALOGENATION
alkene + halide ions → haloalkane
alkene → alcohol
ELECTROPHILLIC ADDITION
alkene + water → alcohol
HP04, 300C, 65atm
alcohol → alkene
ELIMINATION/ DEHYDRATION
alcohol → alkene + water
strong acid, 170C
haloalkane → alcohol
ALKALINE HYDROLYSIS/ NUCLEOPHILLIC SUBSTITUTION
haloalkane + OH- → alcohol + halide ions
water, NaOH, reflux
alcohol → haloalkane
HALOGENATION
alcohol + halide ions → haloalkane + water
NaX, H2SO4, reflux
haloalkane → nitrile
NUCLEOPHILLIC SUBSTITUION
haloalkane + ethanol + NaCN ==> nitrile + halide ions
reflux
nitrile functional group
C≡N
hydroxynitrile functional group
OH
/
C-C≡N
nitrile → amine
REDUCTION
nitrile + [H] → amine
LiAlH4, 150C, Ni catalyst & high pressure
haloalkane → amine
NUCLEPHILLIC SUBSTITUTION
haloalkane + NH3 → amine + NH4+ X-
heat, ethanol
1 amide functional group
O // C-N-H / H
2 amide functional group
O // -C-N- / H
acid anhydride functional group
O \ / \ / C C // // O O
ketone → hydroxynitrile
NUCLEOPHILIC ADDITION
ketone + HCN → hydroxyitrile
hydroxynitrile → amine
REDUCTION hydroxynitrile +[H] → amine LiAlH4 & dilute acid Na, ethanol & reflux Ni catalyst. high temperature and high pressure
nitrile → carboxylic acid
ACID HYDROLYSIS/ NUCLEOPHILLIC ADDITION
nitrile + HCl + water → carboxylic acid + NH4Cl
reflux, heat, strong acid catalyst
acid anhydride → ester
ESTERFICATION
acid anhydride + alcohol → ester + carboxylic acid
heat
amide → carboxylate
ALKALINE HYDROLYSIS
2 amide + NaOH → 1 amide + carboxylate
100C. NaOH
acyl chloride → secondary amide
NUCLEOPHILLIC ADDITION
acyl chloride + primary amide → secondary amide + HCl
acyl chloride → primary amide
NUCLEOPHILLIC ADDITION
acyl chloride + NH3 → amide + NH4Cl
primary amide → carboxylic acid
ACID HYDROLYSIS
amide + water + H+ → 2 amino acids with NH3
acid
ester → carboxylate
NEUTRALISATION
ester + NaOH → carboxylate + alcohol
reflux
ester → carboxylic acid
ACID HYDROLYSIS
ester + water → carboxylic acid + alcohol
heat, reflux, HCl
carboxylic acid → acyl chloride
CHLORINATION
carboxylic acid + SOCl2 → acyl chloride + SO2 + HCl
acyl chloride → carboxylic acid
NUCLEOPHILLIC ADDITION/ HYDROLYSIS
acyl chloride + H2O → carboxylic acid + HCl
aldehyde → alcohol
REDUCTION
aldehyde + [H] → alcohol
NaBH4 & heat
benzene → nitrobenzene
NITRATION/ ELECTROPHILLIC SUBSITUTION
benzene + NO2+ → nitrobenzene + H+
HNO3, H2SO4
benzene → alkylbenzene
ALKYLATION/ ELECTROPHILLIC SUBSITUTION
benzene + CH3+ → methylbenzene + H+
AlCl3, chloroalkane
benzene → acyl benzene
ACYLATION/ ELECTROPHILLIC SUNSITUTION
carbonyl group + benzene → acyl benzene + H+
AlCl3, chlorocarbonyl
benzene → chlorobenzene
CHLORINATION/ ELECTROPHILLIC SUBSITUTION
Cl + + benzene → chlorobenzene + H+
AlCl3, Cl2, FeCl3
benzene → bromobenzene
BROMINATION/ ELECTROPHILLIC SUNSITUTION
Br + + benzene → bromobenzene + H+
Br2, FeBr3
nitrobenzene → aminobenzene
REDUCTION
nitrobenzene + [H] → aminobenzene + H2O
Sn, reflux, conc HCl
aminobenzene → tribromo aminobenzene
BROMINATION/ ELECTROPHILLIC SUNSITUTION
Br+ + aminobenzene → tribromo aminobenzene + H+
Br2, FeBr3
acyl benzene → hydroxybenzene
HYDROLYSIS/ REDUCTION
ketone + [H] → alcohol
H2O, NaBH4
phenol → bromophenol
BROMINATION
3Br2 + phenol → tribromophenol + 3HBr
phenol → salt
NEUTRALISATION
NaOH + phenol → salt + H2O
phenol → nitrophenol
NITRATION
HNO3 + phenol → nitrophenol + H2O