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1
7005-7008
2 (i) (iii) (ii) (iv) (i) (iii) (ii) (iv) (i) (ii) (iii) (iv) 8 3 CH3CH2CH3 < CH3OCH3 < CH3CHO < CH3CH2OH 8 4 (i) Butanone < Propanone < Propanal < Ethanal (ii) Acetophenone < p-Tolualdehyde , Benzaldehyde < p-Nitrobenzaldehyde 8
1
7006-7009
3 CH3CH2CH3 < CH3OCH3 < CH3CHO < CH3CH2OH 8 4 (i) Butanone < Propanone < Propanal < Ethanal (ii) Acetophenone < p-Tolualdehyde , Benzaldehyde < p-Nitrobenzaldehyde 8 5 8
1
7007-7010
4 (i) Butanone < Propanone < Propanal < Ethanal (ii) Acetophenone < p-Tolualdehyde , Benzaldehyde < p-Nitrobenzaldehyde 8 5 8 6 (i) 3-Phenylpropanoic acid (ii) 3-Methylbut-2-enoic acid (iii) 2-Methylcyclopentanecarboxylic acid
1
7008-7011
8 5 8 6 (i) 3-Phenylpropanoic acid (ii) 3-Methylbut-2-enoic acid (iii) 2-Methylcyclopentanecarboxylic acid (iv) 2,4,6-Trinitrobenzoic acid 8
1
7009-7012
5 8 6 (i) 3-Phenylpropanoic acid (ii) 3-Methylbut-2-enoic acid (iii) 2-Methylcyclopentanecarboxylic acid (iv) 2,4,6-Trinitrobenzoic acid 8 7 8
1
7010-7013
6 (i) 3-Phenylpropanoic acid (ii) 3-Methylbut-2-enoic acid (iii) 2-Methylcyclopentanecarboxylic acid (iv) 2,4,6-Trinitrobenzoic acid 8 7 8 8 Rationalised 2023-24 Amines constitute an important class of organic compounds derived by replacing one or more hydrogen atoms of ammonia molecule by alkyl/aryl group(s)
1
7011-7014
(iv) 2,4,6-Trinitrobenzoic acid 8 7 8 8 Rationalised 2023-24 Amines constitute an important class of organic compounds derived by replacing one or more hydrogen atoms of ammonia molecule by alkyl/aryl group(s) In nature, they occur among proteins, vitamins, alkaloids and hormones
1
7012-7015
7 8 8 Rationalised 2023-24 Amines constitute an important class of organic compounds derived by replacing one or more hydrogen atoms of ammonia molecule by alkyl/aryl group(s) In nature, they occur among proteins, vitamins, alkaloids and hormones Synthetic examples include polymers, dye stuffs and drugs
1
7013-7016
8 Rationalised 2023-24 Amines constitute an important class of organic compounds derived by replacing one or more hydrogen atoms of ammonia molecule by alkyl/aryl group(s) In nature, they occur among proteins, vitamins, alkaloids and hormones Synthetic examples include polymers, dye stuffs and drugs Two biologically active compounds, namely adrenaline and ephedrine, both containing secondary amino group, are used to increase blood pressure
1
7014-7017
In nature, they occur among proteins, vitamins, alkaloids and hormones Synthetic examples include polymers, dye stuffs and drugs Two biologically active compounds, namely adrenaline and ephedrine, both containing secondary amino group, are used to increase blood pressure Novocain, a synthetic amino compound, is used as an anaesthetic in dentistry
1
7015-7018
Synthetic examples include polymers, dye stuffs and drugs Two biologically active compounds, namely adrenaline and ephedrine, both containing secondary amino group, are used to increase blood pressure Novocain, a synthetic amino compound, is used as an anaesthetic in dentistry Benadryl, a well known antihistaminic drug also contains tertiary amino group
1
7016-7019
Two biologically active compounds, namely adrenaline and ephedrine, both containing secondary amino group, are used to increase blood pressure Novocain, a synthetic amino compound, is used as an anaesthetic in dentistry Benadryl, a well known antihistaminic drug also contains tertiary amino group Quaternary ammonium salts are used as surfactants
1
7017-7020
Novocain, a synthetic amino compound, is used as an anaesthetic in dentistry Benadryl, a well known antihistaminic drug also contains tertiary amino group Quaternary ammonium salts are used as surfactants Diazonium salts are intermediates in the preparation of a variety of aromatic compounds including dyes
1
7018-7021
Benadryl, a well known antihistaminic drug also contains tertiary amino group Quaternary ammonium salts are used as surfactants Diazonium salts are intermediates in the preparation of a variety of aromatic compounds including dyes In this Unit, you will learn about amines and diazonium salts
1
7019-7022
Quaternary ammonium salts are used as surfactants Diazonium salts are intermediates in the preparation of a variety of aromatic compounds including dyes In this Unit, you will learn about amines and diazonium salts I
1
7020-7023
Diazonium salts are intermediates in the preparation of a variety of aromatic compounds including dyes In this Unit, you will learn about amines and diazonium salts I AMINES Amines can be considered as derivatives of ammonia, obtained by replacement of one, two or all the three hydrogen atoms by alkyl and/or aryl groups
1
7021-7024
In this Unit, you will learn about amines and diazonium salts I AMINES Amines can be considered as derivatives of ammonia, obtained by replacement of one, two or all the three hydrogen atoms by alkyl and/or aryl groups For example: Like ammonia, nitrogen atom of amines is trivalent and carries an unshared pair of electrons
1
7022-7025
I AMINES Amines can be considered as derivatives of ammonia, obtained by replacement of one, two or all the three hydrogen atoms by alkyl and/or aryl groups For example: Like ammonia, nitrogen atom of amines is trivalent and carries an unshared pair of electrons Nitrogen orbitals in amines are therefore, sp3 hybridised and the geometry of amines is pyramidal
1
7023-7026
AMINES Amines can be considered as derivatives of ammonia, obtained by replacement of one, two or all the three hydrogen atoms by alkyl and/or aryl groups For example: Like ammonia, nitrogen atom of amines is trivalent and carries an unshared pair of electrons Nitrogen orbitals in amines are therefore, sp3 hybridised and the geometry of amines is pyramidal Each of the three sp3 hybridised orbitals of nitrogen overlap with orbitals of hydrogen or carbon depending upon the composition of the amines
1
7024-7027
For example: Like ammonia, nitrogen atom of amines is trivalent and carries an unshared pair of electrons Nitrogen orbitals in amines are therefore, sp3 hybridised and the geometry of amines is pyramidal Each of the three sp3 hybridised orbitals of nitrogen overlap with orbitals of hydrogen or carbon depending upon the composition of the amines The fourth orbital of nitrogen in all amines contains an unshared pair of electrons
1
7025-7028
Nitrogen orbitals in amines are therefore, sp3 hybridised and the geometry of amines is pyramidal Each of the three sp3 hybridised orbitals of nitrogen overlap with orbitals of hydrogen or carbon depending upon the composition of the amines The fourth orbital of nitrogen in all amines contains an unshared pair of electrons Due to the presence of unshared pair of electrons, the angle C–N–E, (where E is After studying this Unit, you will be ·able to describe amines as derivatives of ammonia having a pyramidal structure; · classify amines as primary, secondary and tertiary; · name amines by common names and IUPAC system; · describe some of the important methods of preparation of amines; · explain the properties of amines; · distinguish between primary, secondary and tertiary amines; · describe the method of prepara- tion of diazonium salts and their importance in the synthesis of a series of aromatic compounds including azo dyes
1
7026-7029
Each of the three sp3 hybridised orbitals of nitrogen overlap with orbitals of hydrogen or carbon depending upon the composition of the amines The fourth orbital of nitrogen in all amines contains an unshared pair of electrons Due to the presence of unshared pair of electrons, the angle C–N–E, (where E is After studying this Unit, you will be ·able to describe amines as derivatives of ammonia having a pyramidal structure; · classify amines as primary, secondary and tertiary; · name amines by common names and IUPAC system; · describe some of the important methods of preparation of amines; · explain the properties of amines; · distinguish between primary, secondary and tertiary amines; · describe the method of prepara- tion of diazonium salts and their importance in the synthesis of a series of aromatic compounds including azo dyes Objectives “The chief commercial use of amines is as intermediates in the synthesis of medicines and fibres”
1
7027-7030
The fourth orbital of nitrogen in all amines contains an unshared pair of electrons Due to the presence of unshared pair of electrons, the angle C–N–E, (where E is After studying this Unit, you will be ·able to describe amines as derivatives of ammonia having a pyramidal structure; · classify amines as primary, secondary and tertiary; · name amines by common names and IUPAC system; · describe some of the important methods of preparation of amines; · explain the properties of amines; · distinguish between primary, secondary and tertiary amines; · describe the method of prepara- tion of diazonium salts and their importance in the synthesis of a series of aromatic compounds including azo dyes Objectives “The chief commercial use of amines is as intermediates in the synthesis of medicines and fibres” Unit Unit Unit Unit9Unit AAAAAmines mines mines mines9mines AAAAAmines mines mines mines mines 9
1
7028-7031
Due to the presence of unshared pair of electrons, the angle C–N–E, (where E is After studying this Unit, you will be ·able to describe amines as derivatives of ammonia having a pyramidal structure; · classify amines as primary, secondary and tertiary; · name amines by common names and IUPAC system; · describe some of the important methods of preparation of amines; · explain the properties of amines; · distinguish between primary, secondary and tertiary amines; · describe the method of prepara- tion of diazonium salts and their importance in the synthesis of a series of aromatic compounds including azo dyes Objectives “The chief commercial use of amines is as intermediates in the synthesis of medicines and fibres” Unit Unit Unit Unit9Unit AAAAAmines mines mines mines9mines AAAAAmines mines mines mines mines 9 1 Structure of Amines 9
1
7029-7032
Objectives “The chief commercial use of amines is as intermediates in the synthesis of medicines and fibres” Unit Unit Unit Unit9Unit AAAAAmines mines mines mines9mines AAAAAmines mines mines mines mines 9 1 Structure of Amines 9 1 Structure of Amines 9
1
7030-7033
Unit Unit Unit Unit9Unit AAAAAmines mines mines mines9mines AAAAAmines mines mines mines mines 9 1 Structure of Amines 9 1 Structure of Amines 9 1 Structure of Amines 9
1
7031-7034
1 Structure of Amines 9 1 Structure of Amines 9 1 Structure of Amines 9 1 Structure of Amines 9
1
7032-7035
1 Structure of Amines 9 1 Structure of Amines 9 1 Structure of Amines 9 1 Structure of Amines Rationalised 2023-24 260 Chemistry C or H) is less than 109
1
7033-7036
1 Structure of Amines 9 1 Structure of Amines 9 1 Structure of Amines Rationalised 2023-24 260 Chemistry C or H) is less than 109 5°; for instance, it is 108o in case of trimethylamine as shown in Fig
1
7034-7037
1 Structure of Amines 9 1 Structure of Amines Rationalised 2023-24 260 Chemistry C or H) is less than 109 5°; for instance, it is 108o in case of trimethylamine as shown in Fig 9
1
7035-7038
1 Structure of Amines Rationalised 2023-24 260 Chemistry C or H) is less than 109 5°; for instance, it is 108o in case of trimethylamine as shown in Fig 9 1
1
7036-7039
5°; for instance, it is 108o in case of trimethylamine as shown in Fig 9 1 Amines are classified as primary (1o), secondary (2o) and tertiary (3o) depending upon the number of hydrogen atoms replaced by alkyl or aryl groups in ammonia molecule
1
7037-7040
9 1 Amines are classified as primary (1o), secondary (2o) and tertiary (3o) depending upon the number of hydrogen atoms replaced by alkyl or aryl groups in ammonia molecule If one hydrogen atom of ammonia is replaced by R or Ar , we get RNH2 or ArNH2, a primary amine (1o)
1
7038-7041
1 Amines are classified as primary (1o), secondary (2o) and tertiary (3o) depending upon the number of hydrogen atoms replaced by alkyl or aryl groups in ammonia molecule If one hydrogen atom of ammonia is replaced by R or Ar , we get RNH2 or ArNH2, a primary amine (1o) If two hydrogen atoms of ammonia or one hydrogen atom of R-NH2 are replaced by another alkyl/aryl(R’) group, what would you get
1
7039-7042
Amines are classified as primary (1o), secondary (2o) and tertiary (3o) depending upon the number of hydrogen atoms replaced by alkyl or aryl groups in ammonia molecule If one hydrogen atom of ammonia is replaced by R or Ar , we get RNH2 or ArNH2, a primary amine (1o) If two hydrogen atoms of ammonia or one hydrogen atom of R-NH2 are replaced by another alkyl/aryl(R’) group, what would you get You get R-NHR’, secondary amine
1
7040-7043
If one hydrogen atom of ammonia is replaced by R or Ar , we get RNH2 or ArNH2, a primary amine (1o) If two hydrogen atoms of ammonia or one hydrogen atom of R-NH2 are replaced by another alkyl/aryl(R’) group, what would you get You get R-NHR’, secondary amine The second alkyl/aryl group may be same or different
1
7041-7044
If two hydrogen atoms of ammonia or one hydrogen atom of R-NH2 are replaced by another alkyl/aryl(R’) group, what would you get You get R-NHR’, secondary amine The second alkyl/aryl group may be same or different Replacement of another hydrogen atom by alkyl/aryl group leads to the formation of tertiary amine
1
7042-7045
You get R-NHR’, secondary amine The second alkyl/aryl group may be same or different Replacement of another hydrogen atom by alkyl/aryl group leads to the formation of tertiary amine Amines are said to be ‘simple’ when all the alkyl or aryl groups are the same, and ‘mixed’ when they are different
1
7043-7046
The second alkyl/aryl group may be same or different Replacement of another hydrogen atom by alkyl/aryl group leads to the formation of tertiary amine Amines are said to be ‘simple’ when all the alkyl or aryl groups are the same, and ‘mixed’ when they are different In common system, an aliphatic amine is named by prefixing alkyl group to amine, i
1
7044-7047
Replacement of another hydrogen atom by alkyl/aryl group leads to the formation of tertiary amine Amines are said to be ‘simple’ when all the alkyl or aryl groups are the same, and ‘mixed’ when they are different In common system, an aliphatic amine is named by prefixing alkyl group to amine, i e
1
7045-7048
Amines are said to be ‘simple’ when all the alkyl or aryl groups are the same, and ‘mixed’ when they are different In common system, an aliphatic amine is named by prefixing alkyl group to amine, i e , alkylamine as one word (e
1
7046-7049
In common system, an aliphatic amine is named by prefixing alkyl group to amine, i e , alkylamine as one word (e g
1
7047-7050
e , alkylamine as one word (e g , methylamine)
1
7048-7051
, alkylamine as one word (e g , methylamine) In secondary and tertiary amines, when two or more groups are the same, the prefix di or tri is appended before the name of alkyl group
1
7049-7052
g , methylamine) In secondary and tertiary amines, when two or more groups are the same, the prefix di or tri is appended before the name of alkyl group In IUPAC system, primary amines are named as alkanamines
1
7050-7053
, methylamine) In secondary and tertiary amines, when two or more groups are the same, the prefix di or tri is appended before the name of alkyl group In IUPAC system, primary amines are named as alkanamines The name is derived by replacement of ‘e’ of alkane by the word amine
1
7051-7054
In secondary and tertiary amines, when two or more groups are the same, the prefix di or tri is appended before the name of alkyl group In IUPAC system, primary amines are named as alkanamines The name is derived by replacement of ‘e’ of alkane by the word amine For example, CH3NH2 is named as methanamine
1
7052-7055
In IUPAC system, primary amines are named as alkanamines The name is derived by replacement of ‘e’ of alkane by the word amine For example, CH3NH2 is named as methanamine In case, more than one amino group is present at different positions in the parent chain, their positions are specified by giving numbers to the carbon atoms bearing –NH2 groups and suitable prefix such as di, tri, etc
1
7053-7056
The name is derived by replacement of ‘e’ of alkane by the word amine For example, CH3NH2 is named as methanamine In case, more than one amino group is present at different positions in the parent chain, their positions are specified by giving numbers to the carbon atoms bearing –NH2 groups and suitable prefix such as di, tri, etc is attached to the amine
1
7054-7057
For example, CH3NH2 is named as methanamine In case, more than one amino group is present at different positions in the parent chain, their positions are specified by giving numbers to the carbon atoms bearing –NH2 groups and suitable prefix such as di, tri, etc is attached to the amine The letter ‘e’ of the suffix of the hydrocarbon part is retained
1
7055-7058
In case, more than one amino group is present at different positions in the parent chain, their positions are specified by giving numbers to the carbon atoms bearing –NH2 groups and suitable prefix such as di, tri, etc is attached to the amine The letter ‘e’ of the suffix of the hydrocarbon part is retained For example, H2N–CH2–CH2–NH2 is named as ethane-1, 2-diamine
1
7056-7059
is attached to the amine The letter ‘e’ of the suffix of the hydrocarbon part is retained For example, H2N–CH2–CH2–NH2 is named as ethane-1, 2-diamine To name secondary and tertiary amines, we use locant N to designate substituent attached to a nitrogen atom
1
7057-7060
The letter ‘e’ of the suffix of the hydrocarbon part is retained For example, H2N–CH2–CH2–NH2 is named as ethane-1, 2-diamine To name secondary and tertiary amines, we use locant N to designate substituent attached to a nitrogen atom For example, CH3 NHCH2CH3 is 9
1
7058-7061
For example, H2N–CH2–CH2–NH2 is named as ethane-1, 2-diamine To name secondary and tertiary amines, we use locant N to designate substituent attached to a nitrogen atom For example, CH3 NHCH2CH3 is 9 2 9
1
7059-7062
To name secondary and tertiary amines, we use locant N to designate substituent attached to a nitrogen atom For example, CH3 NHCH2CH3 is 9 2 9 2 9
1
7060-7063
For example, CH3 NHCH2CH3 is 9 2 9 2 9 2 9
1
7061-7064
2 9 2 9 2 9 2 9
1
7062-7065
2 9 2 9 2 9 2 Classification Classification Classification Classification Classification Fig
1
7063-7066
2 9 2 9 2 Classification Classification Classification Classification Classification Fig 9
1
7064-7067
2 9 2 Classification Classification Classification Classification Classification Fig 9 1 Pyramidal shape of trimethylamine 9
1
7065-7068
2 Classification Classification Classification Classification Classification Fig 9 1 Pyramidal shape of trimethylamine 9 3 9
1
7066-7069
9 1 Pyramidal shape of trimethylamine 9 3 9 3 9
1
7067-7070
1 Pyramidal shape of trimethylamine 9 3 9 3 9 3 9
1
7068-7071
3 9 3 9 3 9 3 9
1
7069-7072
3 9 3 9 3 9 3 Nomenclature Nomenclature Nomenclature Nomenclature Nomenclature Rationalised 2023-24 261 Amines named as N-methylethanamine and (CH3CH2)3N is named as N, N- diethylethanamine
1
7070-7073
3 9 3 9 3 Nomenclature Nomenclature Nomenclature Nomenclature Nomenclature Rationalised 2023-24 261 Amines named as N-methylethanamine and (CH3CH2)3N is named as N, N- diethylethanamine More examples are given in Table 9
1
7071-7074
3 9 3 Nomenclature Nomenclature Nomenclature Nomenclature Nomenclature Rationalised 2023-24 261 Amines named as N-methylethanamine and (CH3CH2)3N is named as N, N- diethylethanamine More examples are given in Table 9 1
1
7072-7075
3 Nomenclature Nomenclature Nomenclature Nomenclature Nomenclature Rationalised 2023-24 261 Amines named as N-methylethanamine and (CH3CH2)3N is named as N, N- diethylethanamine More examples are given in Table 9 1 In arylamines, –NH2 group is directly attached to the benzene ring
1
7073-7076
More examples are given in Table 9 1 In arylamines, –NH2 group is directly attached to the benzene ring C6H5NH2 is the simplest example of arylamine
1
7074-7077
1 In arylamines, –NH2 group is directly attached to the benzene ring C6H5NH2 is the simplest example of arylamine In common system, it is known as aniline
1
7075-7078
In arylamines, –NH2 group is directly attached to the benzene ring C6H5NH2 is the simplest example of arylamine In common system, it is known as aniline It is also an accepted IUPAC name
1
7076-7079
C6H5NH2 is the simplest example of arylamine In common system, it is known as aniline It is also an accepted IUPAC name While naming arylamines according to IUPAC system, suffix ‘e’ of arene is replaced by ‘amine’
1
7077-7080
In common system, it is known as aniline It is also an accepted IUPAC name While naming arylamines according to IUPAC system, suffix ‘e’ of arene is replaced by ‘amine’ Thus in IUPAC system, C6H5–NH2 is named as benzenamine
1
7078-7081
It is also an accepted IUPAC name While naming arylamines according to IUPAC system, suffix ‘e’ of arene is replaced by ‘amine’ Thus in IUPAC system, C6H5–NH2 is named as benzenamine Common and IUPAC names of some alkylamines and arylamines are given in Table 9
1
7079-7082
While naming arylamines according to IUPAC system, suffix ‘e’ of arene is replaced by ‘amine’ Thus in IUPAC system, C6H5–NH2 is named as benzenamine Common and IUPAC names of some alkylamines and arylamines are given in Table 9 1
1
7080-7083
Thus in IUPAC system, C6H5–NH2 is named as benzenamine Common and IUPAC names of some alkylamines and arylamines are given in Table 9 1 Amine Common name IUPAC name CH3-–CH2–NH2 Ethylamine Ethanamine CH3–CH2–CH2–NH2 n-Propylamine Propan-1-amine Isopropylamine Propan-2-amine Ethylmethylamine N-Methylethanamine Trimethylamine N,N-Dimethylmethanamine N,N-Diethylbutylamine N,N-Diethylbutan-1-amine Allylamine Prop-2-en-1-amine Hexamethylenediamine Hexane-1,6-diamine Aniline Aniline or Benzenamine o-Toluidine 2-Methylaniline p-Bromoaniline 4-Bromobenzenamine or 4-Bromoaniline N,N-Dimethylaniline N,N-Dimethylbenzenamine Table 9
1
7081-7084
Common and IUPAC names of some alkylamines and arylamines are given in Table 9 1 Amine Common name IUPAC name CH3-–CH2–NH2 Ethylamine Ethanamine CH3–CH2–CH2–NH2 n-Propylamine Propan-1-amine Isopropylamine Propan-2-amine Ethylmethylamine N-Methylethanamine Trimethylamine N,N-Dimethylmethanamine N,N-Diethylbutylamine N,N-Diethylbutan-1-amine Allylamine Prop-2-en-1-amine Hexamethylenediamine Hexane-1,6-diamine Aniline Aniline or Benzenamine o-Toluidine 2-Methylaniline p-Bromoaniline 4-Bromobenzenamine or 4-Bromoaniline N,N-Dimethylaniline N,N-Dimethylbenzenamine Table 9 1: Nomenclature of Some Alkylamines and Arylamines Rationalised 2023-24 262 Chemistry Amines are prepared by the following methods: 1
1
7082-7085
1 Amine Common name IUPAC name CH3-–CH2–NH2 Ethylamine Ethanamine CH3–CH2–CH2–NH2 n-Propylamine Propan-1-amine Isopropylamine Propan-2-amine Ethylmethylamine N-Methylethanamine Trimethylamine N,N-Dimethylmethanamine N,N-Diethylbutylamine N,N-Diethylbutan-1-amine Allylamine Prop-2-en-1-amine Hexamethylenediamine Hexane-1,6-diamine Aniline Aniline or Benzenamine o-Toluidine 2-Methylaniline p-Bromoaniline 4-Bromobenzenamine or 4-Bromoaniline N,N-Dimethylaniline N,N-Dimethylbenzenamine Table 9 1: Nomenclature of Some Alkylamines and Arylamines Rationalised 2023-24 262 Chemistry Amines are prepared by the following methods: 1 Reduction of nitro compounds Nitro compounds are reduced to amines by passing hydrogen gas in the presence of finely divided nickel, palladium or platinum and also by reduction with metals in acidic medium
1
7083-7086
Amine Common name IUPAC name CH3-–CH2–NH2 Ethylamine Ethanamine CH3–CH2–CH2–NH2 n-Propylamine Propan-1-amine Isopropylamine Propan-2-amine Ethylmethylamine N-Methylethanamine Trimethylamine N,N-Dimethylmethanamine N,N-Diethylbutylamine N,N-Diethylbutan-1-amine Allylamine Prop-2-en-1-amine Hexamethylenediamine Hexane-1,6-diamine Aniline Aniline or Benzenamine o-Toluidine 2-Methylaniline p-Bromoaniline 4-Bromobenzenamine or 4-Bromoaniline N,N-Dimethylaniline N,N-Dimethylbenzenamine Table 9 1: Nomenclature of Some Alkylamines and Arylamines Rationalised 2023-24 262 Chemistry Amines are prepared by the following methods: 1 Reduction of nitro compounds Nitro compounds are reduced to amines by passing hydrogen gas in the presence of finely divided nickel, palladium or platinum and also by reduction with metals in acidic medium Nitroalkanes can also be similarly reduced to the corresponding alkanamines
1
7084-7087
1: Nomenclature of Some Alkylamines and Arylamines Rationalised 2023-24 262 Chemistry Amines are prepared by the following methods: 1 Reduction of nitro compounds Nitro compounds are reduced to amines by passing hydrogen gas in the presence of finely divided nickel, palladium or platinum and also by reduction with metals in acidic medium Nitroalkanes can also be similarly reduced to the corresponding alkanamines Reduction with iron scrap and hydrochloric acid is preferred because FeCl2 formed gets hydrolysed to release hydrochloric acid during the reaction
1
7085-7088
Reduction of nitro compounds Nitro compounds are reduced to amines by passing hydrogen gas in the presence of finely divided nickel, palladium or platinum and also by reduction with metals in acidic medium Nitroalkanes can also be similarly reduced to the corresponding alkanamines Reduction with iron scrap and hydrochloric acid is preferred because FeCl2 formed gets hydrolysed to release hydrochloric acid during the reaction Thus, only a small amount of hydrochloric acid is required to initiate the reaction
1
7086-7089
Nitroalkanes can also be similarly reduced to the corresponding alkanamines Reduction with iron scrap and hydrochloric acid is preferred because FeCl2 formed gets hydrolysed to release hydrochloric acid during the reaction Thus, only a small amount of hydrochloric acid is required to initiate the reaction 2
1
7087-7090
Reduction with iron scrap and hydrochloric acid is preferred because FeCl2 formed gets hydrolysed to release hydrochloric acid during the reaction Thus, only a small amount of hydrochloric acid is required to initiate the reaction 2 Ammonolysis of alkyl halides You have read (Unit 6, Class XII) that the carbon - halogen bond in alkyl or benzyl halides can be easily cleaved by a nucleophile
1
7088-7091
Thus, only a small amount of hydrochloric acid is required to initiate the reaction 2 Ammonolysis of alkyl halides You have read (Unit 6, Class XII) that the carbon - halogen bond in alkyl or benzyl halides can be easily cleaved by a nucleophile Hence, an alkyl or benzyl halide on reaction with an ethanolic solution of ammonia undergoes nucleophilic substitution reaction in which the halogen atom is replaced by an amino (–NH2) group
1
7089-7092
2 Ammonolysis of alkyl halides You have read (Unit 6, Class XII) that the carbon - halogen bond in alkyl or benzyl halides can be easily cleaved by a nucleophile Hence, an alkyl or benzyl halide on reaction with an ethanolic solution of ammonia undergoes nucleophilic substitution reaction in which the halogen atom is replaced by an amino (–NH2) group This process of cleavage of the C–X bond by ammonia molecule is known as ammonolysis
1
7090-7093
Ammonolysis of alkyl halides You have read (Unit 6, Class XII) that the carbon - halogen bond in alkyl or benzyl halides can be easily cleaved by a nucleophile Hence, an alkyl or benzyl halide on reaction with an ethanolic solution of ammonia undergoes nucleophilic substitution reaction in which the halogen atom is replaced by an amino (–NH2) group This process of cleavage of the C–X bond by ammonia molecule is known as ammonolysis The reaction is carried out in a sealed tube at 373 K
1
7091-7094
Hence, an alkyl or benzyl halide on reaction with an ethanolic solution of ammonia undergoes nucleophilic substitution reaction in which the halogen atom is replaced by an amino (–NH2) group This process of cleavage of the C–X bond by ammonia molecule is known as ammonolysis The reaction is carried out in a sealed tube at 373 K The primary amine thus obtained behaves as a nucleophile and can further react with alkyl halide to form secondary and tertiary amines, and finally quaternary ammonium salt
1
7092-7095
This process of cleavage of the C–X bond by ammonia molecule is known as ammonolysis The reaction is carried out in a sealed tube at 373 K The primary amine thus obtained behaves as a nucleophile and can further react with alkyl halide to form secondary and tertiary amines, and finally quaternary ammonium salt 9
1
7093-7096
The reaction is carried out in a sealed tube at 373 K The primary amine thus obtained behaves as a nucleophile and can further react with alkyl halide to form secondary and tertiary amines, and finally quaternary ammonium salt 9 4 9
1
7094-7097
The primary amine thus obtained behaves as a nucleophile and can further react with alkyl halide to form secondary and tertiary amines, and finally quaternary ammonium salt 9 4 9 4 9
1
7095-7098
9 4 9 4 9 4 9
1
7096-7099
4 9 4 9 4 9 4 9
1
7097-7100
4 9 4 9 4 9 4 Preparation Preparation Preparation Preparation Preparation of Amines of Amines of Amines of Amines of Amines 9
1
7098-7101
4 9 4 9 4 Preparation Preparation Preparation Preparation Preparation of Amines of Amines of Amines of Amines of Amines 9 1 Classify the following amines as primary, secondary or tertiary: 9
1
7099-7102
4 9 4 Preparation Preparation Preparation Preparation Preparation of Amines of Amines of Amines of Amines of Amines 9 1 Classify the following amines as primary, secondary or tertiary: 9 2 (i) Write structures of different isomeric amines corresponding to the molecular formula, C4H11N
1
7100-7103
4 Preparation Preparation Preparation Preparation Preparation of Amines of Amines of Amines of Amines of Amines 9 1 Classify the following amines as primary, secondary or tertiary: 9 2 (i) Write structures of different isomeric amines corresponding to the molecular formula, C4H11N (ii) Write IUPAC names of all the isomers
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7101-7104
1 Classify the following amines as primary, secondary or tertiary: 9 2 (i) Write structures of different isomeric amines corresponding to the molecular formula, C4H11N (ii) Write IUPAC names of all the isomers (iii) What type of isomerism is exhibited by different pairs of amines
1
7102-7105
2 (i) Write structures of different isomeric amines corresponding to the molecular formula, C4H11N (ii) Write IUPAC names of all the isomers (iii) What type of isomerism is exhibited by different pairs of amines Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions Rationalised 2023-24 263 Amines The free amine can be obtained from the ammonium salt by treatment with a strong base: Ammonolysis has the disadvantage of yielding a mixture of primary, secondary and tertiary amines and also a quaternary ammonium salt
1
7103-7106
(ii) Write IUPAC names of all the isomers (iii) What type of isomerism is exhibited by different pairs of amines Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions Rationalised 2023-24 263 Amines The free amine can be obtained from the ammonium salt by treatment with a strong base: Ammonolysis has the disadvantage of yielding a mixture of primary, secondary and tertiary amines and also a quaternary ammonium salt However, primary amine is obtained as a major product by taking large excess of ammonia
1
7104-7107
(iii) What type of isomerism is exhibited by different pairs of amines Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions Rationalised 2023-24 263 Amines The free amine can be obtained from the ammonium salt by treatment with a strong base: Ammonolysis has the disadvantage of yielding a mixture of primary, secondary and tertiary amines and also a quaternary ammonium salt However, primary amine is obtained as a major product by taking large excess of ammonia The order of reactivity of halides with amines is RI > RBr >RCl