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Page 1
aqKOH
Cl OH
SOCl 2
-OH -Cl
AlcKOH
C-C-Cl C=C
Conc.H2SO4
C C OH C=C
P4/Cl 2
-OH -Cl
Alc KCN
-Cl -CN
Ni/H2
-CN - CH2NH2
H3O
+
-CN -COOH
OH
-
(partial Hydrolysis)
-CN -CONH2
LiAlH4
-CONH2 -CH2NH2
Br2/KOH (Or NaOBr)
-CONH2 -NH2 (Hoffmanns Bromamide degradation )
HNO2
-NH2 OH
NaNO2/HCl (or HNO2-273K)
Ar-NH2 Ar-N2Cl ( Diazotisation)
CuCl/HCl
-N2Cl Cl (Sandmeyer reaction)
CuCl/HBr
-N2Cl -Br
HBF4
-N2Cl -F
CuCl/HCN
-N2Cl -CN
H2O/Warm
-N2Cl -OH
[O]
-CHO -COOH
LiAlH4
-CHO -CH2OH
[O]
-CH2OH -CHO
[O]
-CH2OH -COOH
Page 2
aqKOH
Cl OH
SOCl 2
-OH -Cl
AlcKOH
C-C-Cl C=C
Conc.H2SO4
C C OH C=C
P4/Cl 2
-OH -Cl
Alc KCN
-Cl -CN
Ni/H2
-CN - CH2NH2
H3O
+
-CN -COOH
OH
-
(partial Hydrolysis)
-CN -CONH2
LiAlH4
-CONH2 -CH2NH2
Br2/KOH (Or NaOBr)
-CONH2 -NH2 (Hoffmanns Bromamide degradation )
HNO2
-NH2 OH
NaNO2/HCl (or HNO2-273K)
Ar-NH2 Ar-N2Cl ( Diazotisation)
CuCl/HCl
-N2Cl Cl (Sandmeyer reaction)
CuCl/HBr
-N2Cl -Br
HBF4
-N2Cl -F
CuCl/HCN
-N2Cl -CN
H2O/Warm
-N2Cl -OH
[O]
-CHO -COOH
LiAlH4
-CHO -CH2OH
[O]
-CH2OH -CHO
[O]
-CH2OH -COOH
LiAlH4
-COOH -CH2OH
Fe/HCl
-NO2 -NH2
NH3/?
-COOH -CONH2
Zn/Hg/HCl
C= O -CH2 (Clemmensen reduction)
NH2NH2/ethylene glycol
C=O -CH2 (Wolf Kishner reduction)
[Ag(NH3)2]
+
-CHO -COOH + Ag (Tollens test)
Silver mirror
1%alk KMNO4
Ar-CH3 Ar-COOH
Zndust/ ?
Ar-OH Ar-H
(i)O3
C=C C=O + C=O
(ii)Zn/H2O
NH2-Z
C=O C=N-Z (Z=-OH,-NH2,- NH-Ar )
Dil NaOH
CH3CHO CH3CHCH2CHO (Aldol Condensation)
OH
Conc.NaOH
HCHO CH3OH + CH3COONa ( Cannizaros reaction)
Cu/HCl
ArN2
+
X
-
ArCl Gattermann reaction)
OH
-
ArN2
+
Cl
-
+ Ar-OH Ar-N = N-Ar-OH (Coupling reaction)
Cu(OH)2
-CHO -COONa + Cu2O (Fehling test)
Red ppt
R-X + R’-ONa R-O-R’ + NaX (Williamson synthesis)
CH3CH2CH2-O-CH3 + HI CH3I + CH3CH2CH2OH
(alkyl halide of smaller alkyl gp. is formed)
HI
(CH3)3C –OC2H5 (CH3)3C-I + C2H5OH
( 3
0
carbocation is more stable,reaction proceeds by S N
1
mechanism )
NaI
-Cl I (Finkelstein reaction)
Acetone
Page 3
aqKOH
Cl OH
SOCl 2
-OH -Cl
AlcKOH
C-C-Cl C=C
Conc.H2SO4
C C OH C=C
P4/Cl 2
-OH -Cl
Alc KCN
-Cl -CN
Ni/H2
-CN - CH2NH2
H3O
+
-CN -COOH
OH
-
(partial Hydrolysis)
-CN -CONH2
LiAlH4
-CONH2 -CH2NH2
Br2/KOH (Or NaOBr)
-CONH2 -NH2 (Hoffmanns Bromamide degradation )
HNO2
-NH2 OH
NaNO2/HCl (or HNO2-273K)
Ar-NH2 Ar-N2Cl ( Diazotisation)
CuCl/HCl
-N2Cl Cl (Sandmeyer reaction)
CuCl/HBr
-N2Cl -Br
HBF4
-N2Cl -F
CuCl/HCN
-N2Cl -CN
H2O/Warm
-N2Cl -OH
[O]
-CHO -COOH
LiAlH4
-CHO -CH2OH
[O]
-CH2OH -CHO
[O]
-CH2OH -COOH
LiAlH4
-COOH -CH2OH
Fe/HCl
-NO2 -NH2
NH3/?
-COOH -CONH2
Zn/Hg/HCl
C= O -CH2 (Clemmensen reduction)
NH2NH2/ethylene glycol
C=O -CH2 (Wolf Kishner reduction)
[Ag(NH3)2]
+
-CHO -COOH + Ag (Tollens test)
Silver mirror
1%alk KMNO4
Ar-CH3 Ar-COOH
Zndust/ ?
Ar-OH Ar-H
(i)O3
C=C C=O + C=O
(ii)Zn/H2O
NH2-Z
C=O C=N-Z (Z=-OH,-NH2,- NH-Ar )
Dil NaOH
CH3CHO CH3CHCH2CHO (Aldol Condensation)
OH
Conc.NaOH
HCHO CH3OH + CH3COONa ( Cannizaros reaction)
Cu/HCl
ArN2
+
X
-
ArCl Gattermann reaction)
OH
-
ArN2
+
Cl
-
+ Ar-OH Ar-N = N-Ar-OH (Coupling reaction)
Cu(OH)2
-CHO -COONa + Cu2O (Fehling test)
Red ppt
R-X + R’-ONa R-O-R’ + NaX (Williamson synthesis)
CH3CH2CH2-O-CH3 + HI CH3I + CH3CH2CH2OH
(alkyl halide of smaller alkyl gp. is formed)
HI
(CH3)3C –OC2H5 (CH3)3C-I + C2H5OH
( 3
0
carbocation is more stable,reaction proceeds by S N
1
mechanism )
NaI
-Cl I (Finkelstein reaction)
Acetone
AgF
-Cl F (Swarts reaction)
AgNO2
-Cl NO2
KNO2
-Cl -O-N=O
KCN
-Cl -CN
AgCN
-Cl -NC
Na/dry ether
2RX R-R (Wurtz reaction)
H2O/NH3
RMgBr R-H
Mg/dry ether
R-X RMgX
Hg
+2
/H2SO4
CH CH CH3CHO
H2O 1. NaOH
CH3CHO+ CH3CH2CHO CH3-CH=CH-CHO + CH3CH2-CH=C-CHO
2. ?
CH3
(Cross Aldol condensation)
CO2
RMgX RCOOH
Dry ether
PCl 5
-COOH -COCl
NaOH&CaO
R-COONa R-H (Kolbe electrolysis)
Heat
(i) X2/redphosphorus
R-CH2-COOH R-CH-COOH (Hell-Volhard-Zelinsky reaction)
(ii) H2O
OH
HCN
-CHO -C-H
CN
KMnO4/OH
-
CH=CH -COOH
-CN -CHO(Stephen Reaction)
-COCl -CHO(Rosenmunds Reduction)
Sn/HCl
H2/Pd,S/BaSO4
Page 4
aqKOH
Cl OH
SOCl 2
-OH -Cl
AlcKOH
C-C-Cl C=C
Conc.H2SO4
C C OH C=C
P4/Cl 2
-OH -Cl
Alc KCN
-Cl -CN
Ni/H2
-CN - CH2NH2
H3O
+
-CN -COOH
OH
-
(partial Hydrolysis)
-CN -CONH2
LiAlH4
-CONH2 -CH2NH2
Br2/KOH (Or NaOBr)
-CONH2 -NH2 (Hoffmanns Bromamide degradation )
HNO2
-NH2 OH
NaNO2/HCl (or HNO2-273K)
Ar-NH2 Ar-N2Cl ( Diazotisation)
CuCl/HCl
-N2Cl Cl (Sandmeyer reaction)
CuCl/HBr
-N2Cl -Br
HBF4
-N2Cl -F
CuCl/HCN
-N2Cl -CN
H2O/Warm
-N2Cl -OH
[O]
-CHO -COOH
LiAlH4
-CHO -CH2OH
[O]
-CH2OH -CHO
[O]
-CH2OH -COOH
LiAlH4
-COOH -CH2OH
Fe/HCl
-NO2 -NH2
NH3/?
-COOH -CONH2
Zn/Hg/HCl
C= O -CH2 (Clemmensen reduction)
NH2NH2/ethylene glycol
C=O -CH2 (Wolf Kishner reduction)
[Ag(NH3)2]
+
-CHO -COOH + Ag (Tollens test)
Silver mirror
1%alk KMNO4
Ar-CH3 Ar-COOH
Zndust/ ?
Ar-OH Ar-H
(i)O3
C=C C=O + C=O
(ii)Zn/H2O
NH2-Z
C=O C=N-Z (Z=-OH,-NH2,- NH-Ar )
Dil NaOH
CH3CHO CH3CHCH2CHO (Aldol Condensation)
OH
Conc.NaOH
HCHO CH3OH + CH3COONa ( Cannizaros reaction)
Cu/HCl
ArN2
+
X
-
ArCl Gattermann reaction)
OH
-
ArN2
+
Cl
-
+ Ar-OH Ar-N = N-Ar-OH (Coupling reaction)
Cu(OH)2
-CHO -COONa + Cu2O (Fehling test)
Red ppt
R-X + R’-ONa R-O-R’ + NaX (Williamson synthesis)
CH3CH2CH2-O-CH3 + HI CH3I + CH3CH2CH2OH
(alkyl halide of smaller alkyl gp. is formed)
HI
(CH3)3C –OC2H5 (CH3)3C-I + C2H5OH
( 3
0
carbocation is more stable,reaction proceeds by S N
1
mechanism )
NaI
-Cl I (Finkelstein reaction)
Acetone
AgF
-Cl F (Swarts reaction)
AgNO2
-Cl NO2
KNO2
-Cl -O-N=O
KCN
-Cl -CN
AgCN
-Cl -NC
Na/dry ether
2RX R-R (Wurtz reaction)
H2O/NH3
RMgBr R-H
Mg/dry ether
R-X RMgX
Hg
+2
/H2SO4
CH CH CH3CHO
H2O 1. NaOH
CH3CHO+ CH3CH2CHO CH3-CH=CH-CHO + CH3CH2-CH=C-CHO
2. ?
CH3
(Cross Aldol condensation)
CO2
RMgX RCOOH
Dry ether
PCl 5
-COOH -COCl
NaOH&CaO
R-COONa R-H (Kolbe electrolysis)
Heat
(i) X2/redphosphorus
R-CH2-COOH R-CH-COOH (Hell-Volhard-Zelinsky reaction)
(ii) H2O
OH
HCN
-CHO -C-H
CN
KMnO4/OH
-
CH=CH -COOH
-CN -CHO(Stephen Reaction)
-COCl -CHO(Rosenmunds Reduction)
Sn/HCl
H2/Pd,S/BaSO4
Kolbes reaction
Riemer Tiemanns reaction
Etard Reaction
-COCl
-CONH2
-COOCH3 -COOH
-(CO)2O
KCl KOH (aq) HNO2
-OH -Cl -OH- -CH2NH2(alipha)
HNO2 P4/Cl 2
-NH2 KCN LiAlH4
LiAlH4
Br2/KOH
PARTIAL H3O
+
- CONH2 -CN -COOH
HYDROLYSIS
-CHO [O] LiAlH4
NH3 SnCl2/HCl
H2/Pd
SOCl 2 [O] [O]
-COCl -COOH -CHO -CH2OH
CH 3OH
-COOCH 3 LiAlH4
H3O
+
Page 5
aqKOH
Cl OH
SOCl 2
-OH -Cl
AlcKOH
C-C-Cl C=C
Conc.H2SO4
C C OH C=C
P4/Cl 2
-OH -Cl
Alc KCN
-Cl -CN
Ni/H2
-CN - CH2NH2
H3O
+
-CN -COOH
OH
-
(partial Hydrolysis)
-CN -CONH2
LiAlH4
-CONH2 -CH2NH2
Br2/KOH (Or NaOBr)
-CONH2 -NH2 (Hoffmanns Bromamide degradation )
HNO2
-NH2 OH
NaNO2/HCl (or HNO2-273K)
Ar-NH2 Ar-N2Cl ( Diazotisation)
CuCl/HCl
-N2Cl Cl (Sandmeyer reaction)
CuCl/HBr
-N2Cl -Br
HBF4
-N2Cl -F
CuCl/HCN
-N2Cl -CN
H2O/Warm
-N2Cl -OH
[O]
-CHO -COOH
LiAlH4
-CHO -CH2OH
[O]
-CH2OH -CHO
[O]
-CH2OH -COOH
LiAlH4
-COOH -CH2OH
Fe/HCl
-NO2 -NH2
NH3/?
-COOH -CONH2
Zn/Hg/HCl
C= O -CH2 (Clemmensen reduction)
NH2NH2/ethylene glycol
C=O -CH2 (Wolf Kishner reduction)
[Ag(NH3)2]
+
-CHO -COOH + Ag (Tollens test)
Silver mirror
1%alk KMNO4
Ar-CH3 Ar-COOH
Zndust/ ?
Ar-OH Ar-H
(i)O3
C=C C=O + C=O
(ii)Zn/H2O
NH2-Z
C=O C=N-Z (Z=-OH,-NH2,- NH-Ar )
Dil NaOH
CH3CHO CH3CHCH2CHO (Aldol Condensation)
OH
Conc.NaOH
HCHO CH3OH + CH3COONa ( Cannizaros reaction)
Cu/HCl
ArN2
+
X
-
ArCl Gattermann reaction)
OH
-
ArN2
+
Cl
-
+ Ar-OH Ar-N = N-Ar-OH (Coupling reaction)
Cu(OH)2
-CHO -COONa + Cu2O (Fehling test)
Red ppt
R-X + R’-ONa R-O-R’ + NaX (Williamson synthesis)
CH3CH2CH2-O-CH3 + HI CH3I + CH3CH2CH2OH
(alkyl halide of smaller alkyl gp. is formed)
HI
(CH3)3C –OC2H5 (CH3)3C-I + C2H5OH
( 3
0
carbocation is more stable,reaction proceeds by S N
1
mechanism )
NaI
-Cl I (Finkelstein reaction)
Acetone
AgF
-Cl F (Swarts reaction)
AgNO2
-Cl NO2
KNO2
-Cl -O-N=O
KCN
-Cl -CN
AgCN
-Cl -NC
Na/dry ether
2RX R-R (Wurtz reaction)
H2O/NH3
RMgBr R-H
Mg/dry ether
R-X RMgX
Hg
+2
/H2SO4
CH CH CH3CHO
H2O 1. NaOH
CH3CHO+ CH3CH2CHO CH3-CH=CH-CHO + CH3CH2-CH=C-CHO
2. ?
CH3
(Cross Aldol condensation)
CO2
RMgX RCOOH
Dry ether
PCl 5
-COOH -COCl
NaOH&CaO
R-COONa R-H (Kolbe electrolysis)
Heat
(i) X2/redphosphorus
R-CH2-COOH R-CH-COOH (Hell-Volhard-Zelinsky reaction)
(ii) H2O
OH
HCN
-CHO -C-H
CN
KMnO4/OH
-
CH=CH -COOH
-CN -CHO(Stephen Reaction)
-COCl -CHO(Rosenmunds Reduction)
Sn/HCl
H2/Pd,S/BaSO4
Kolbes reaction
Riemer Tiemanns reaction
Etard Reaction
-COCl
-CONH2
-COOCH3 -COOH
-(CO)2O
KCl KOH (aq) HNO2
-OH -Cl -OH- -CH2NH2(alipha)
HNO2 P4/Cl 2
-NH2 KCN LiAlH4
LiAlH4
Br2/KOH
PARTIAL H3O
+
- CONH2 -CN -COOH
HYDROLYSIS
-CHO [O] LiAlH4
NH3 SnCl2/HCl
H2/Pd
SOCl 2 [O] [O]
-COCl -COOH -CHO -CH2OH
CH 3OH
-COOCH 3 LiAlH4
H3O
+
ArF
ACID + ALCOHOL Ester ArCl
NaNO 2/HCl HBF4 CuCl/HCl
ArNH 2 ArN 2Cl Zn
Fe/HCl H2O ArOH
ArNO2 CuCN/HCN KI
HNO3/H2SO4
or ARH
ArCN C 2H 5OH
ARI
EWG: -NO2,CN.CHO.COOH ETC increase acidity of phenol and aniline,benzoic acid
EDG: -CH3.CH2CH3,NH 2,OH,OCH 3 decrease acidity of phenol and increase basocity of
aniline
Cl CH2COOH is stronger acid than CH3COOH BECAUSE –Cl is EWG
EWG gps are m-directing
EDG gps are o,p- directing
C-atom attached to four different gps is chiral
S N
1
--- determined by stability of carbo cation
S N
2
--- less steric hindrance favours it
Aldehydes are more reactive than ketones due to steric and electronic factors
Alcohols act as lewis bases due to presence of lone pair of electrons on O-atom
Amines are more basic than amides and alcohols
Amines and phenols are more reactive than benzene due to the presence of highly activating
groups( -OH,-NH 2)
Amines are less acidic thanalcohols due to more electronegative O-atom
Primary amines have higher boiling point than tertiary amines due to more H-bonding
Aliphatic amines are stronger bases than aromatic amines due to –I effect of alkyl gps
Order of basicity ( in solution)
Due to salvation, & electronic
factors
-NH2 GP is protected before nitration by acetylation
the lone pair of electrons on nitrogen is less available fordonation to benzene ring by
resonance. Therefore, activatingeffect of –NHCOCH 3 group is less than that of amino group.
C=O + RMgBr C + Mg(Br)OH
R OH
-C N + RMgBr C
H3PO2
NH2 R
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FAQs on Conversions -Chapter Notes , Organic Chemistry, Class, CBSE - Class 12
| 1. What is a conversion in organic chemistry? |  |
Ans. Conversion in organic chemistry refers to the process of converting one functional group into another. This is typically achieved by using a series of chemical reactions to modify the molecular structure of a compound, resulting in the formation of a new functional group.
| 2. Why are conversions important in organic chemistry? | |
Ans. Conversions are important in organic chemistry because they allow chemists to modify the properties of a compound by changing its functional group. This can have a significant impact on the compound's reactivity, solubility, and other chemical properties, making it a valuable tool for drug design, material science, and other applications.
| 3. What are some common types of conversions in organic chemistry? | |
Ans. There are many different types of conversions in organic chemistry, including:
- Reduction: The conversion of a carbonyl group (such as a ketone or aldehyde) to an alcohol
- Oxidation: The conversion of an alcohol to a carbonyl group
- Halogenation: The addition of a halogen atom (such as chlorine or bromine) to a compound
- Nitration: The addition of a nitro group (NO2) to a compound
- Esterification: The conversion of a carboxylic acid to an ester
| 4. How are conversions typically carried out in the laboratory? | |
Ans. Conversions in organic chemistry are typically carried out using a combination of chemical reagents and solvents. The specific reactions used will depend on the desired functional group conversion, as well as the starting material. In some cases, specialized equipment or techniques may be required to carry out the reaction, such as refluxing or distillation.
| 5. What are some common challenges associated with organic conversions? | |
Ans. Organic conversions can be challenging due to the complexity of the reactions involved, as well as the need for precise control over reaction conditions (such as temperature, pH, and concentration). Additionally, some functional groups are more difficult to convert than others, and may require specialized reagents or reaction conditions. As a result, organic conversions often require a significant amount of trial and error to optimize the reaction conditions and achieve the desired product.
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