ANSWER
ALDEHYDE
KIT PEMBARIS ORGANIK (KPO)
@ ORGANIC RULER KIT
Important notes:
1. The * (i.e CH3CH2OH*) indicates that the compounds used in the answer schemes may
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CARBONYL: ALDEHYDE
Preparation Condensation
NH 3 CH NH
CH CH i) O3 NH 2CH2CH2CH3 CH NCH2CH2CH3
ii) Zn, H2O NH 2OH CH NOH
not related
KMnO4, H+
heat
O
CH
PCC, CH2Cl2
CH2OH
not related K2Cr2O7, H+
heat
NH 2NH 2 CH NNH2
not related O NO 2
Cl C CH3 NO 2
H2N NH
AlCl3
Created and designed by: CH NNH NO2
NO2
CARBONYL: ALDEHYDE
Preparation Condensation
NH 3 CH3CH2CH NH
CH3CH2 C H i) O3
CH3CH2 C H ii) Zn, H2O
not related KMnO4, H+ NH 2CH2CH2CH3
CH3 CH2CH NCH2CH2CH3
heat
O
PCC, CH2Cl2
CH3 CH2CH2OH CH3CH2 C H NH2OH
CH3 CH2CH NOH
not related K2Cr2O7, H+
heat
NH 2NH 2 CH3CH2CH NNH2
O
Cl C CH3
not related AlCl3 NO2
NO2
H2N NH NO2
NO2
CH3CH2 CH NNH
Created and designed by:
CARBONYL: ALDEHYDE Condensation
Preparation
CH2 C H NH 3 CH2CH NH
CH2 C H
i) O3
ii) Zn, H2O
not related KMnO4, H+ O NH 2CH2CH2CH3 CH2CH NCH2CH2CH3
NH 2OH CH2 CH NOH
heat C
CH2CH2OH PCC, CH2Cl2
H2C H
not related K2Cr2O7, H+
heat
NH 2NH 2 CH2CH NNH2
not related O NO2
Cl C CH3
H2N NH
AlCl3
NO2 CH2CH NNH NO2
NO2
Created and designed by:
CARBONYL: ALDEHYDE
Reduction
i) LiAlH4 nucleophilic addition
ii) H3O+
OH
HC H NaBH4 / methanol
KCN / HCl CHOH
CN
H2 / catalys t O NaHSO 3
CH CHOH
+
oxidation -+
CH3CH2OH / H
SO3 Na
COOH KMnO4 , H+ i) CH3CH2Cl/dry ether
ii) H3O+ CHOCH2CH3
D OCH2CH3
+ CHOH
CH2CH3
K2Cr2O7 / H
- + Ag D
COO [Ag(NH3)2]+
OH-
+ CHOH
complex Cu2+ OH
OH- H2O / H
no reaction I2 , NaOH Created and designed by:
no reaction D
CARBONYL: ALDEHYDE
Reduction nucleophilic addition
i) LiAlH4
OH ii) H3O+ KCN / HCl CH3CH2 CH OH
CH3CH2CH2 NaBH4 / methanol CN
H2 / catalys t
oxidation O NaHSO3 CH3 CH2CHOH
CH3CH2 C H
+ -+
CH3CH2 COOH KMnO4 , H+
Ag + CH3CH2COO- D CH3CH2OH / H SO3 Na
+ i) CH3CH2Cl / dry ether CH3CH2CHOCH2CH3
ii) H3O+ OCH2CH3
K2Cr2O7 / H H2O / H+
D CH3 CH2CHOH
CH2CH3
+
CH3 CH2CHOH
[Ag(NH3)2] OH
OH-
- complex Cu2+
OH-
Cu2O + CH3CH2COO
Created and designed by:
no reaction I2 , NaOH
D
CARBONYL: ALDEHYDE
Reduction nucleophilic addition
OH i) LiAlH4 KCN / HCl CH2 CH OH
CH2 CH2 ii) H3O+ CN
NaBH4 / methanol O NaHSO 3 CH2CHOH
H2 / catalyst C + -+
H2C H
CH3CH2OH / H SO3 Na
oxidation
CH2 CH OCH2CH3
CH2 COOH KMnO4 , H+ i) CH3CH2Cl/dry ether OCH2CH3
ii) H3O+
Ag + - D CH2 CH OH
+ CH2CH3
CH2 COO +
H2O / H CH2CHOH
K2Cr2O7 / H OH
D
[Ag(NH3)2]+
OH-
Cu2O + CH2COO- complex Cu2+
OH-
Created and designed by:
no reaction I2 , NaOH
D