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8.
9. Aniline and benzylamine
10. Ethylamine and Aniline
CLASS TEST SEQUENTIAL ORDER ORGANIC CHEMISTRY MM-15
1. Bromomethane, Bromoform, Chloromethane, Dibromomethane. - increasing order of boiling points
2. The four isomeric bromobutanes -reactivity towards SN1
3. 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane -reactivity towards SN2 displacement
4. Pentan-1-ol, butan-1-ol, butan-2-ol, ethanol, propan-1-ol, methanol -increasing order of boiling points
5. Pentan-1-ol, n-butane, pentanal, ethoxyethane -increasing order of boiling points
6. Propan-1-ol, 2,4,6-trinitrophenol, 3-nitrophenol, 3,5-dinitrophenol, phenol, 4-methylphenol
-increasing order of acid strength
7. Ethanal, Propanal, Propanone, Butanone -increasing reactivity in nucleophilic addition reactions
8. Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.
-increasing reactivity in nucleophilic addition reactions
9. CH3CH2CH(Br)COOH, CH3CH(Br)CH2COOH, (CH3)2CHCOOH, CH3CH2CH2COOH (acid strength)
10. C2H5NH2, (C2H5)2NH, (C2H5)3N, C6H5NH2 -increasing order of basic strength
11. CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5CH2NH2. -increasing order of basic strength
12. Aniline, p-nitroaniline and p-toluidine -increasing order of basic strength
13. C2H5NH2, (C2H5)2NH, (C2H5)3N and NH3 -decreasing order of basic strength in gas phase
14. CH3CHO, CH3CH2OH, CH3OCH3, CH3CH2CH3 -increasing order of boiling points
15. Ethanal, Propanal, Propanone, Butanone -increasing reactivity in nucleophilic addition reactions.
a. Rosemnund reduction
b. Hoffman bromamide reaction
c. Wolf kishner reduction
d. carbylamine reaction
e. Swarts reaction
2. Write the mechanism of the following reaction 2
EtOH −H 2 O
nBuBr + KCN nBuCN
❑
3. Write the mechanism of acid dehydration of ethanol to yield ethane 2
4. Arrange Aniline, p-nitroaniline and p-toluidine -increasing order of basic strength 1
a. Rosemnund reduction
b. Hoffman bromamide reaction
c. Wolf kishner reduction
d. carbylamine reaction
e. Swarts reaction
2. Write the mechanism of the following reaction 2
EtOH −H 2 O
nBuBr + KCN nBuCN
❑
3. Write the mechanism of acid dehydration of ethanol to yield ethane 2
4. Arrange Aniline, p-nitroaniline and p-toluidine -increasing order of basic strength 1
a. Rosemnund reduction
b. Hoffman bromamide reaction
c. Wolf kishner reduction
d. carbylamine reaction
e. Swarts reaction
2. Write the mechanism of the following reaction 2
EtOH −H 2 O
nBuBr + KCN nBuCN
❑
3. Write the mechanism of acid dehydration of ethanol to yield ethane 2
4. Arrange Aniline, p-nitroaniline and p-toluidine -increasing order of basic strength 1
•
SEQUENTIAL ORDER ORGANIC CHEMISTRY
• Q.1- Bromomethane, Bromoform, Chloromethane, Dibromomethane. - increasing order of boiling
points
• A.1- Chloromethane < Bromomethane < Dibromomethane <Bromoform,
• Q.2- 1-Chloropropane, Isopropyl chloride, 1-Chlorobutane - increasing order of boiling points
• A.2- Isopropyl chloride < 1-Chloropropane < 1-Chlorobutane
• Q.3-The four isomeric bromobutanes -reactivity towards SN1
• A.3- CH3CH2CH2CH2Br < (CH3)2CHCH2Br <CH3CH2CH(Br)CH3 < (CH3)3CBr
• Q.4- C6H5CH2Br, C6H5CH(C6H5)Br, C6H5CH(CH3)Br, C6H5C(CH3)(C6H5)Br -reactivity towards SN1
• A.4- C6H5C(CH3)(C6H5)Br > C6H5CH(C6H5)Br > C6H5CH(CH3)Br > C6H5CH2Br
• Q.5- 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane -reactivity towards SN2
displacement
• A.5- 1-Bromopentane > 2-Bromopentane > 2-Bromo-2-methylbutane
• Q.6- 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2- Bromo-3-methylbutane
-reactivity towards SN2 displacement
• A.6- 1-Bromo-3-methylbutane > 2-Bromo-3-methylbutane > 2-Bromo-2-methylbutane
• Q.7- 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane,1-Bromo-3-
methylbutane. -reactivity towards SN2 displacement
• A.7- 1-Bromobutane > 1-Bromo-3-methylbutane > 1-Bromo-2-methylbutane > 1-Bromo-2,2-
dimethylpropane, -
• Q.8- Pentan-1-ol, butan-1-ol, butan-2-ol, ethanol, propan-1-ol, methanol -increasing order of boiling
points
• A.8- Methanol, ethanol, propan-1-ol, butan-2-ol, butan-1-ol, pentan-1-ol
• Q.9- Pentan-1-ol, n-butane, pentanal, ethoxyethane -increasing order of boiling points
• A.9- n-Butane, ethoxyethane, pentanal and pentan-1-ol.
• Q.10- Propan-1-ol, 2,4,6-trinitrophenol, 3-nitrophenol, 3,5-dinitrophenol, phenol, 4-methylphenol
-increasing order of acid strength
A.10- Propan-1-ol, 4-methylphenol, phenol, 3-nitrophenol, 3,5-dinitrophenol 2,4, 6-trinitrophenol
Q.11- CH3CH2CH2CHO, CH3CH2CH2CH2OH, H5C2-O-C2H5, CH3CH2CH2CH2CH3
-increasing order of boiling points
A.11- CH3CH2CH2CH2CH3 < H5C2-O-C2H5 < CH3CH2CH2CHO < CH3CH2CH2CH2OH
Q.12- CH3CHO, CH3CH2OH, CH3OCH3, CH3CH2CH3 -increasing order of boiling points
A.12- CH3CH2CH3 , CH3OCH3, CH3CHO, CH3CH2OH, -
Q.13- Ethanal, Propanal, Propanone, Butanone -increasing reactivity in nucleophilic addition reactions
A.13- Butanone , Propanone, Propanal, Ethanal
Q.14- Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.
-increasing reactivity in nucleophilic addition reactions.
A.14- Acetophenone, p-Tolualdehyde ,Benzaldehyde, p-Nitrobenzaldehyde,
Q.15- Acetaldehyde, Acetone, Di-tert-butyl ketone, Methyl tert-butyl ketone -reactivity towards HCN
A.15- Di-tert-butyl ketone < Methyl tert-butyl ketone, < Acetone < Acetaldehyde
Q.16- CH3CH2CH(Br)COOH, CH3CH(Br)CH2COOH, (CH3)2CHCOOH, CH3CH2CH2COOH
(acid strength)
A.16- (CH3)2CHCOOH < CH3CH2CH2COOH < CH3CH(Br)CH2COOH < CH3CH2CH(Br)COOH
Q.17-Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid
(acid strength)
A.17- 4-Methoxybenzoic acid < Benzoic acid < 4-Nitrobenzoic acid < 3,4-Dinitrobenzoic acid,
Q.18- C6H5NH2, C2H5NH2, (C2H5)2NH, NH3 - decreasing order of basic strength
A.18- (C2H5)2NH > C2H5NH2 > NH3 > C6H5NH2
Q.19- C2H5NH2, C6H5NH2, NH3, C6H5CH2NH2 , (C2H5)2NH -increasing order of basic strength
A.19- C6H5NH2 < NH3 < C6H5CH2NH2 <C2H5NH2 < (C2H5)2NH
Q.20- C2H5NH2, (C2H5)2NH, (C2H5)3N, C6H5NH2 -increasing order of basic strength
A.20- C6H5NH2 < C2H5NH2 < (C2H5)3N < (C2H5)2NH
Q.21- CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5CH2NH2. -increasing order of basic strength
A.21- C6H5NH2 < C6H5CH2NH2< (CH3)3N < CH3NH2 < (CH3)2NH
Q.22-C2H5NH2, C6H5NHCH3, (C2H5)2NH , C6H5NH2 -decreasing order of the pKb values
A.22- C6H5NH2 , > C6H5NHCH3, > C2H5NH2, > (C2H5)2NH , -
Q.23- C6H5NH2, C6H5N(CH3)2, (C2H5)2NH , CH3NH2 -increasing order of basic strength:
A.23- C6H5NH2, < C6H5N(CH3)2, < CH3NH2, <(C2H5)2NH ,
Q.24- Aniline, p-nitroaniline and p-toluidine -increasing order of basic strength
A.24- p-nitroaniline < Aniline < p-toluidine
Q.25-C6H5NH2, C6H5NHCH3, C6H5CH2NH2. -increasing order of basic strength:
A.25- C6H5NH2 < C6H5NHCH3 < C6H5CH2NH2
Q.26- C2H5NH2, (C2H5)2NH, (C2H5)3N and NH3 -decreasing order of basic strength in gas phase:
A.26- (C2H5)3N > (C2H5)2NH, > C2H5NH2, > NH3
Q.27- C2H5OH, (CH3)2NH, C2H5NH2 -increasing order of boiling point
A.27- (CH3)2NH, < C2H5NH2 < C2H5OH
Q.28-C6H5NH2, (C2H5)2NH, C2H5NH2. -increasing order of solubility in water
A.28-C6H5NH2, < (C2H5)2NH, < C2H5NH2