Chapter
stringclasses
18 values
sentence_range
stringlengths
3
9
Text
stringlengths
7
7.34k
1
7505-7508
Some common examples are glucose, fructose, ribose, etc (ii) Oligosaccharides: Carbohydrates that yield two to ten monosaccharide units, on hydrolysis, are called oligosaccharides They are further classified as disaccharides, trisaccharides, tetrasaccharides, etc , depending upon the number of monosaccharides, they provide on hydrolysis
1
7506-7509
(ii) Oligosaccharides: Carbohydrates that yield two to ten monosaccharide units, on hydrolysis, are called oligosaccharides They are further classified as disaccharides, trisaccharides, tetrasaccharides, etc , depending upon the number of monosaccharides, they provide on hydrolysis Amongst these the most common are disaccharides
1
7507-7510
They are further classified as disaccharides, trisaccharides, tetrasaccharides, etc , depending upon the number of monosaccharides, they provide on hydrolysis Amongst these the most common are disaccharides The two monosaccharide units obtained on hydrolysis of a disaccharide may be same or different
1
7508-7511
, depending upon the number of monosaccharides, they provide on hydrolysis Amongst these the most common are disaccharides The two monosaccharide units obtained on hydrolysis of a disaccharide may be same or different For example, one molecule of sucrose on hydrolysis gives one molecule of glucose and one molecule of fructose whereas maltose gives two molecules of only glucose
1
7509-7512
Amongst these the most common are disaccharides The two monosaccharide units obtained on hydrolysis of a disaccharide may be same or different For example, one molecule of sucrose on hydrolysis gives one molecule of glucose and one molecule of fructose whereas maltose gives two molecules of only glucose (iii) Polysaccharides: Carbohydrates which yield a large number of monosaccharide units on hydrolysis are called polysaccharides
1
7510-7513
The two monosaccharide units obtained on hydrolysis of a disaccharide may be same or different For example, one molecule of sucrose on hydrolysis gives one molecule of glucose and one molecule of fructose whereas maltose gives two molecules of only glucose (iii) Polysaccharides: Carbohydrates which yield a large number of monosaccharide units on hydrolysis are called polysaccharides Some common examples are starch, cellulose, glycogen, gums, etc
1
7511-7514
For example, one molecule of sucrose on hydrolysis gives one molecule of glucose and one molecule of fructose whereas maltose gives two molecules of only glucose (iii) Polysaccharides: Carbohydrates which yield a large number of monosaccharide units on hydrolysis are called polysaccharides Some common examples are starch, cellulose, glycogen, gums, etc Polysaccharides are not sweet in taste, hence they are also called non-sugars
1
7512-7515
(iii) Polysaccharides: Carbohydrates which yield a large number of monosaccharide units on hydrolysis are called polysaccharides Some common examples are starch, cellulose, glycogen, gums, etc Polysaccharides are not sweet in taste, hence they are also called non-sugars The carbohydrates may also be classified as either reducing or non- reducing sugars
1
7513-7516
Some common examples are starch, cellulose, glycogen, gums, etc Polysaccharides are not sweet in taste, hence they are also called non-sugars The carbohydrates may also be classified as either reducing or non- reducing sugars All those carbohydrates which reduce Fehling’s solution and Tollens’ reagent are referred to as reducing sugars
1
7514-7517
Polysaccharides are not sweet in taste, hence they are also called non-sugars The carbohydrates may also be classified as either reducing or non- reducing sugars All those carbohydrates which reduce Fehling’s solution and Tollens’ reagent are referred to as reducing sugars All monosaccharides whether aldose or ketose are reducing sugars
1
7515-7518
The carbohydrates may also be classified as either reducing or non- reducing sugars All those carbohydrates which reduce Fehling’s solution and Tollens’ reagent are referred to as reducing sugars All monosaccharides whether aldose or ketose are reducing sugars Monosaccharides are further classified on the basis of number of carbon atoms and the functional group present in them
1
7516-7519
All those carbohydrates which reduce Fehling’s solution and Tollens’ reagent are referred to as reducing sugars All monosaccharides whether aldose or ketose are reducing sugars Monosaccharides are further classified on the basis of number of carbon atoms and the functional group present in them If a monosaccharide contains an aldehyde group, it is known as an aldose and if it contains a keto group, it is known as a ketose
1
7517-7520
All monosaccharides whether aldose or ketose are reducing sugars Monosaccharides are further classified on the basis of number of carbon atoms and the functional group present in them If a monosaccharide contains an aldehyde group, it is known as an aldose and if it contains a keto group, it is known as a ketose Number of carbon atoms constituting the monosaccharide is also introduced in the name as is evident from the examples given in Table 10
1
7518-7521
Monosaccharides are further classified on the basis of number of carbon atoms and the functional group present in them If a monosaccharide contains an aldehyde group, it is known as an aldose and if it contains a keto group, it is known as a ketose Number of carbon atoms constituting the monosaccharide is also introduced in the name as is evident from the examples given in Table 10 1 10
1
7519-7522
If a monosaccharide contains an aldehyde group, it is known as an aldose and if it contains a keto group, it is known as a ketose Number of carbon atoms constituting the monosaccharide is also introduced in the name as is evident from the examples given in Table 10 1 10 1
1
7520-7523
Number of carbon atoms constituting the monosaccharide is also introduced in the name as is evident from the examples given in Table 10 1 10 1 1 Classification of Carbohydrates 10
1
7521-7524
1 10 1 1 Classification of Carbohydrates 10 1
1
7522-7525
1 1 Classification of Carbohydrates 10 1 2 Monosaccharides 3 Triose Aldotriose Ketotriose 4 Tetrose Aldotetrose Ketotetrose 5 Pentose Aldopentose Ketopentose 6 Hexose Aldohexose Ketohexose 7 Heptose Aldoheptose Ketoheptose Carbon atoms General term Aldehyde Ketone Table 10
1
7523-7526
1 Classification of Carbohydrates 10 1 2 Monosaccharides 3 Triose Aldotriose Ketotriose 4 Tetrose Aldotetrose Ketotetrose 5 Pentose Aldopentose Ketopentose 6 Hexose Aldohexose Ketohexose 7 Heptose Aldoheptose Ketoheptose Carbon atoms General term Aldehyde Ketone Table 10 1: Different Types of Monosaccharides Glucose occurs freely in nature as well as in the combined form
1
7524-7527
1 2 Monosaccharides 3 Triose Aldotriose Ketotriose 4 Tetrose Aldotetrose Ketotetrose 5 Pentose Aldopentose Ketopentose 6 Hexose Aldohexose Ketohexose 7 Heptose Aldoheptose Ketoheptose Carbon atoms General term Aldehyde Ketone Table 10 1: Different Types of Monosaccharides Glucose occurs freely in nature as well as in the combined form It is present in sweet fruits and honey
1
7525-7528
2 Monosaccharides 3 Triose Aldotriose Ketotriose 4 Tetrose Aldotetrose Ketotetrose 5 Pentose Aldopentose Ketopentose 6 Hexose Aldohexose Ketohexose 7 Heptose Aldoheptose Ketoheptose Carbon atoms General term Aldehyde Ketone Table 10 1: Different Types of Monosaccharides Glucose occurs freely in nature as well as in the combined form It is present in sweet fruits and honey Ripe grapes also contain glucose in large amounts
1
7526-7529
1: Different Types of Monosaccharides Glucose occurs freely in nature as well as in the combined form It is present in sweet fruits and honey Ripe grapes also contain glucose in large amounts It is prepared as follows: 1
1
7527-7530
It is present in sweet fruits and honey Ripe grapes also contain glucose in large amounts It is prepared as follows: 1 From sucrose (Cane sugar): If sucrose is boiled with dilute HCl or H2SO4 in alcoholic solution, glucose and fructose are obtained in equal amounts
1
7528-7531
Ripe grapes also contain glucose in large amounts It is prepared as follows: 1 From sucrose (Cane sugar): If sucrose is boiled with dilute HCl or H2SO4 in alcoholic solution, glucose and fructose are obtained in equal amounts Preparation of Glucose 10
1
7529-7532
It is prepared as follows: 1 From sucrose (Cane sugar): If sucrose is boiled with dilute HCl or H2SO4 in alcoholic solution, glucose and fructose are obtained in equal amounts Preparation of Glucose 10 1
1
7530-7533
From sucrose (Cane sugar): If sucrose is boiled with dilute HCl or H2SO4 in alcoholic solution, glucose and fructose are obtained in equal amounts Preparation of Glucose 10 1 2
1
7531-7534
Preparation of Glucose 10 1 2 1 Glucose Rationalised 2023-24 283 Biomolecules + H 12 22 11 2 6 12 6 6 12 6 C H O H O C H O + C H O + → Sucrose Glucose Fructose 2
1
7532-7535
1 2 1 Glucose Rationalised 2023-24 283 Biomolecules + H 12 22 11 2 6 12 6 6 12 6 C H O H O C H O + C H O + → Sucrose Glucose Fructose 2 From starch: Commercially glucose is obtained by hydrolysis of starch by boiling it with dilute H2SO4 at 393 K under pressure
1
7533-7536
2 1 Glucose Rationalised 2023-24 283 Biomolecules + H 12 22 11 2 6 12 6 6 12 6 C H O H O C H O + C H O + → Sucrose Glucose Fructose 2 From starch: Commercially glucose is obtained by hydrolysis of starch by boiling it with dilute H2SO4 at 393 K under pressure + H 6 10 5 n 2 6 12 6 393K; 2-3 atm (C H O ) + nH O nC H O → Starch or cellulose Glucose Glucose is an aldohexose and is also known as dextrose
1
7534-7537
1 Glucose Rationalised 2023-24 283 Biomolecules + H 12 22 11 2 6 12 6 6 12 6 C H O H O C H O + C H O + → Sucrose Glucose Fructose 2 From starch: Commercially glucose is obtained by hydrolysis of starch by boiling it with dilute H2SO4 at 393 K under pressure + H 6 10 5 n 2 6 12 6 393K; 2-3 atm (C H O ) + nH O nC H O → Starch or cellulose Glucose Glucose is an aldohexose and is also known as dextrose It is the monomer of many of the larger carbohydrates, namely starch, cellulose
1
7535-7538
From starch: Commercially glucose is obtained by hydrolysis of starch by boiling it with dilute H2SO4 at 393 K under pressure + H 6 10 5 n 2 6 12 6 393K; 2-3 atm (C H O ) + nH O nC H O → Starch or cellulose Glucose Glucose is an aldohexose and is also known as dextrose It is the monomer of many of the larger carbohydrates, namely starch, cellulose It is probably the most abundant organic compound on earth
1
7536-7539
+ H 6 10 5 n 2 6 12 6 393K; 2-3 atm (C H O ) + nH O nC H O → Starch or cellulose Glucose Glucose is an aldohexose and is also known as dextrose It is the monomer of many of the larger carbohydrates, namely starch, cellulose It is probably the most abundant organic compound on earth It was assigned the structure given below on the basis of the following evidences: 1
1
7537-7540
It is the monomer of many of the larger carbohydrates, namely starch, cellulose It is probably the most abundant organic compound on earth It was assigned the structure given below on the basis of the following evidences: 1 Its molecular formula was found to be C6H12O6
1
7538-7541
It is probably the most abundant organic compound on earth It was assigned the structure given below on the basis of the following evidences: 1 Its molecular formula was found to be C6H12O6 2
1
7539-7542
It was assigned the structure given below on the basis of the following evidences: 1 Its molecular formula was found to be C6H12O6 2 On prolonged heating with HI, it forms n-hexane, suggesting that all the six carbon atoms are linked in a straight chain
1
7540-7543
Its molecular formula was found to be C6H12O6 2 On prolonged heating with HI, it forms n-hexane, suggesting that all the six carbon atoms are linked in a straight chain 3
1
7541-7544
2 On prolonged heating with HI, it forms n-hexane, suggesting that all the six carbon atoms are linked in a straight chain 3 Glucose reacts with hydroxylamine to form an oxime and adds a molecule of hydrogen cyanide to give cyanohydrin
1
7542-7545
On prolonged heating with HI, it forms n-hexane, suggesting that all the six carbon atoms are linked in a straight chain 3 Glucose reacts with hydroxylamine to form an oxime and adds a molecule of hydrogen cyanide to give cyanohydrin These reactions confirm the presence of a carbonyl group (>C = O) in glucose
1
7543-7546
3 Glucose reacts with hydroxylamine to form an oxime and adds a molecule of hydrogen cyanide to give cyanohydrin These reactions confirm the presence of a carbonyl group (>C = O) in glucose 4
1
7544-7547
Glucose reacts with hydroxylamine to form an oxime and adds a molecule of hydrogen cyanide to give cyanohydrin These reactions confirm the presence of a carbonyl group (>C = O) in glucose 4 Glucose gets oxidised to six carbon carboxylic acid (gluconic acid) on reaction with a mild oxidising agent like bromine water
1
7545-7548
These reactions confirm the presence of a carbonyl group (>C = O) in glucose 4 Glucose gets oxidised to six carbon carboxylic acid (gluconic acid) on reaction with a mild oxidising agent like bromine water This indicates that the carbonyl group is present as an aldehydic group
1
7546-7549
4 Glucose gets oxidised to six carbon carboxylic acid (gluconic acid) on reaction with a mild oxidising agent like bromine water This indicates that the carbonyl group is present as an aldehydic group CHO (CH OH)4 (CH )4 OH CH2OH CH2OH Br water 2 COOH Gluconic acid 5
1
7547-7550
Glucose gets oxidised to six carbon carboxylic acid (gluconic acid) on reaction with a mild oxidising agent like bromine water This indicates that the carbonyl group is present as an aldehydic group CHO (CH OH)4 (CH )4 OH CH2OH CH2OH Br water 2 COOH Gluconic acid 5 Acetylation of glucose with acetic anhydride gives glucose pentaacetate which confirms the presence of five –OH groups
1
7548-7551
This indicates that the carbonyl group is present as an aldehydic group CHO (CH OH)4 (CH )4 OH CH2OH CH2OH Br water 2 COOH Gluconic acid 5 Acetylation of glucose with acetic anhydride gives glucose pentaacetate which confirms the presence of five –OH groups Since it exists as a stable compound, five –OH groups should be attached to different carbon atoms
1
7549-7552
CHO (CH OH)4 (CH )4 OH CH2OH CH2OH Br water 2 COOH Gluconic acid 5 Acetylation of glucose with acetic anhydride gives glucose pentaacetate which confirms the presence of five –OH groups Since it exists as a stable compound, five –OH groups should be attached to different carbon atoms Structure of Glucose CHO (CH )4 OH CH2OH Glucose Rationalised 2023-24 284 Chemistry 6
1
7550-7553
Acetylation of glucose with acetic anhydride gives glucose pentaacetate which confirms the presence of five –OH groups Since it exists as a stable compound, five –OH groups should be attached to different carbon atoms Structure of Glucose CHO (CH )4 OH CH2OH Glucose Rationalised 2023-24 284 Chemistry 6 On oxidation with nitric acid, glucose as well as gluconic acid both yield a dicarboxylic acid, saccharic acid
1
7551-7554
Since it exists as a stable compound, five –OH groups should be attached to different carbon atoms Structure of Glucose CHO (CH )4 OH CH2OH Glucose Rationalised 2023-24 284 Chemistry 6 On oxidation with nitric acid, glucose as well as gluconic acid both yield a dicarboxylic acid, saccharic acid This indicates the presence of a primary alcoholic (–OH) group in glucose
1
7552-7555
Structure of Glucose CHO (CH )4 OH CH2OH Glucose Rationalised 2023-24 284 Chemistry 6 On oxidation with nitric acid, glucose as well as gluconic acid both yield a dicarboxylic acid, saccharic acid This indicates the presence of a primary alcoholic (–OH) group in glucose CHO (CH )4 OH CH OH 2 Oxidation (CH )4 OH CH OH 2 COOH (CH )4 OH COOH COOH Oxidation Saccharic acid Gluconic acid The exact spatial arrangement of different —OH groups was given by Fischer after studying many other properties
1
7553-7556
On oxidation with nitric acid, glucose as well as gluconic acid both yield a dicarboxylic acid, saccharic acid This indicates the presence of a primary alcoholic (–OH) group in glucose CHO (CH )4 OH CH OH 2 Oxidation (CH )4 OH CH OH 2 COOH (CH )4 OH COOH COOH Oxidation Saccharic acid Gluconic acid The exact spatial arrangement of different —OH groups was given by Fischer after studying many other properties Its configuration is correctly represented as I
1
7554-7557
This indicates the presence of a primary alcoholic (–OH) group in glucose CHO (CH )4 OH CH OH 2 Oxidation (CH )4 OH CH OH 2 COOH (CH )4 OH COOH COOH Oxidation Saccharic acid Gluconic acid The exact spatial arrangement of different —OH groups was given by Fischer after studying many other properties Its configuration is correctly represented as I So gluconic acid is represented as II and saccharic acid as III
1
7555-7558
CHO (CH )4 OH CH OH 2 Oxidation (CH )4 OH CH OH 2 COOH (CH )4 OH COOH COOH Oxidation Saccharic acid Gluconic acid The exact spatial arrangement of different —OH groups was given by Fischer after studying many other properties Its configuration is correctly represented as I So gluconic acid is represented as II and saccharic acid as III CHO H OH OH H H OH H OH CH2OH I COOH H OH OH H H OH H OH CH2OH II COOH H OH OH H H OH H OH COOH III Glucose is correctly named as D(+)-glucose
1
7556-7559
Its configuration is correctly represented as I So gluconic acid is represented as II and saccharic acid as III CHO H OH OH H H OH H OH CH2OH I COOH H OH OH H H OH H OH CH2OH II COOH H OH OH H H OH H OH COOH III Glucose is correctly named as D(+)-glucose ‘D’ before the name of glucose represents the configuration whereas ‘(+)’ represents dextrorotatory nature of the molecule
1
7557-7560
So gluconic acid is represented as II and saccharic acid as III CHO H OH OH H H OH H OH CH2OH I COOH H OH OH H H OH H OH CH2OH II COOH H OH OH H H OH H OH COOH III Glucose is correctly named as D(+)-glucose ‘D’ before the name of glucose represents the configuration whereas ‘(+)’ represents dextrorotatory nature of the molecule It should be remembered that ‘D’ and ‘L’ have no relation with the optical activity of the compound
1
7558-7561
CHO H OH OH H H OH H OH CH2OH I COOH H OH OH H H OH H OH CH2OH II COOH H OH OH H H OH H OH COOH III Glucose is correctly named as D(+)-glucose ‘D’ before the name of glucose represents the configuration whereas ‘(+)’ represents dextrorotatory nature of the molecule It should be remembered that ‘D’ and ‘L’ have no relation with the optical activity of the compound They are also not related to letter ‘d’ and ‘l’ (see Unit 6)
1
7559-7562
‘D’ before the name of glucose represents the configuration whereas ‘(+)’ represents dextrorotatory nature of the molecule It should be remembered that ‘D’ and ‘L’ have no relation with the optical activity of the compound They are also not related to letter ‘d’ and ‘l’ (see Unit 6) The meaning of D– and L– notations is as follows
1
7560-7563
It should be remembered that ‘D’ and ‘L’ have no relation with the optical activity of the compound They are also not related to letter ‘d’ and ‘l’ (see Unit 6) The meaning of D– and L– notations is as follows The letters ‘D’ or ‘L’ before the name of any compound indicate the relative configuration of a particular stereoisomer of a compound with respect to configuration of some other compound, configuration of which is known
1
7561-7564
They are also not related to letter ‘d’ and ‘l’ (see Unit 6) The meaning of D– and L– notations is as follows The letters ‘D’ or ‘L’ before the name of any compound indicate the relative configuration of a particular stereoisomer of a compound with respect to configuration of some other compound, configuration of which is known In the case of carbohydrates, this refers to their relation with a particular isomer of glyceraldehyde
1
7562-7565
The meaning of D– and L– notations is as follows The letters ‘D’ or ‘L’ before the name of any compound indicate the relative configuration of a particular stereoisomer of a compound with respect to configuration of some other compound, configuration of which is known In the case of carbohydrates, this refers to their relation with a particular isomer of glyceraldehyde Glyceraldehyde contains one asymmetric carbon atom and exists in two enantiomeric forms as shown below
1
7563-7566
The letters ‘D’ or ‘L’ before the name of any compound indicate the relative configuration of a particular stereoisomer of a compound with respect to configuration of some other compound, configuration of which is known In the case of carbohydrates, this refers to their relation with a particular isomer of glyceraldehyde Glyceraldehyde contains one asymmetric carbon atom and exists in two enantiomeric forms as shown below (+) Isomer of glyceraldehyde has ‘D’ configuration
1
7564-7567
In the case of carbohydrates, this refers to their relation with a particular isomer of glyceraldehyde Glyceraldehyde contains one asymmetric carbon atom and exists in two enantiomeric forms as shown below (+) Isomer of glyceraldehyde has ‘D’ configuration It means that when its structural formula is written on paper following specific conventions which you will study in higher classes, the –OH group lies on right hand side in the structure
1
7565-7568
Glyceraldehyde contains one asymmetric carbon atom and exists in two enantiomeric forms as shown below (+) Isomer of glyceraldehyde has ‘D’ configuration It means that when its structural formula is written on paper following specific conventions which you will study in higher classes, the –OH group lies on right hand side in the structure All those compounds which can be chemically correlated to D (+) isomer of glyceraldehyde are said to have D- configuration whereas those which can be correlated to ‘L’ (–) isomer of glyceraldehyde are said to have L—configuration
1
7566-7569
(+) Isomer of glyceraldehyde has ‘D’ configuration It means that when its structural formula is written on paper following specific conventions which you will study in higher classes, the –OH group lies on right hand side in the structure All those compounds which can be chemically correlated to D (+) isomer of glyceraldehyde are said to have D- configuration whereas those which can be correlated to ‘L’ (–) isomer of glyceraldehyde are said to have L—configuration In L (–) isomer –OH group is on left hand side as you can see in the structure
1
7567-7570
It means that when its structural formula is written on paper following specific conventions which you will study in higher classes, the –OH group lies on right hand side in the structure All those compounds which can be chemically correlated to D (+) isomer of glyceraldehyde are said to have D- configuration whereas those which can be correlated to ‘L’ (–) isomer of glyceraldehyde are said to have L—configuration In L (–) isomer –OH group is on left hand side as you can see in the structure For assigning Rationalised 2023-24 285 Biomolecules the configuration of monosaccharides, it is the lowest asymmetric carbon atom (as shown below) which is compared
1
7568-7571
All those compounds which can be chemically correlated to D (+) isomer of glyceraldehyde are said to have D- configuration whereas those which can be correlated to ‘L’ (–) isomer of glyceraldehyde are said to have L—configuration In L (–) isomer –OH group is on left hand side as you can see in the structure For assigning Rationalised 2023-24 285 Biomolecules the configuration of monosaccharides, it is the lowest asymmetric carbon atom (as shown below) which is compared As in (+) glucose, —OH on the lowest asymmetric carbon is on the right side which is comparable to (+) glyceraldehyde, so (+) glucose is assigned D-configuration
1
7569-7572
In L (–) isomer –OH group is on left hand side as you can see in the structure For assigning Rationalised 2023-24 285 Biomolecules the configuration of monosaccharides, it is the lowest asymmetric carbon atom (as shown below) which is compared As in (+) glucose, —OH on the lowest asymmetric carbon is on the right side which is comparable to (+) glyceraldehyde, so (+) glucose is assigned D-configuration Other asymmetric carbon atoms of glucose are not considered for this comparison
1
7570-7573
For assigning Rationalised 2023-24 285 Biomolecules the configuration of monosaccharides, it is the lowest asymmetric carbon atom (as shown below) which is compared As in (+) glucose, —OH on the lowest asymmetric carbon is on the right side which is comparable to (+) glyceraldehyde, so (+) glucose is assigned D-configuration Other asymmetric carbon atoms of glucose are not considered for this comparison Also, the structure of glucose and glyceraldehyde is written in a way that most oxidised carbon (in this case –CHO)is at the top
1
7571-7574
As in (+) glucose, —OH on the lowest asymmetric carbon is on the right side which is comparable to (+) glyceraldehyde, so (+) glucose is assigned D-configuration Other asymmetric carbon atoms of glucose are not considered for this comparison Also, the structure of glucose and glyceraldehyde is written in a way that most oxidised carbon (in this case –CHO)is at the top CHO H OH OH H H OH H OH CH2OH D–(+) – Glucose CHO CH2OH H OH D– (+) – Glyceraldehyde The structure (I) of glucose explained most of its properties but the following reactions and facts could not be explained by this structure
1
7572-7575
Other asymmetric carbon atoms of glucose are not considered for this comparison Also, the structure of glucose and glyceraldehyde is written in a way that most oxidised carbon (in this case –CHO)is at the top CHO H OH OH H H OH H OH CH2OH D–(+) – Glucose CHO CH2OH H OH D– (+) – Glyceraldehyde The structure (I) of glucose explained most of its properties but the following reactions and facts could not be explained by this structure 1
1
7573-7576
Also, the structure of glucose and glyceraldehyde is written in a way that most oxidised carbon (in this case –CHO)is at the top CHO H OH OH H H OH H OH CH2OH D–(+) – Glucose CHO CH2OH H OH D– (+) – Glyceraldehyde The structure (I) of glucose explained most of its properties but the following reactions and facts could not be explained by this structure 1 Despite having the aldehyde group, glucose does not give Schiff’s test and it does not form the hydrogensulphite addition product with NaHSO3
1
7574-7577
CHO H OH OH H H OH H OH CH2OH D–(+) – Glucose CHO CH2OH H OH D– (+) – Glyceraldehyde The structure (I) of glucose explained most of its properties but the following reactions and facts could not be explained by this structure 1 Despite having the aldehyde group, glucose does not give Schiff’s test and it does not form the hydrogensulphite addition product with NaHSO3 2
1
7575-7578
1 Despite having the aldehyde group, glucose does not give Schiff’s test and it does not form the hydrogensulphite addition product with NaHSO3 2 The pentaacetate of glucose does not react with hydroxylamine indicating the absence of free —CHO group
1
7576-7579
Despite having the aldehyde group, glucose does not give Schiff’s test and it does not form the hydrogensulphite addition product with NaHSO3 2 The pentaacetate of glucose does not react with hydroxylamine indicating the absence of free —CHO group 3
1
7577-7580
2 The pentaacetate of glucose does not react with hydroxylamine indicating the absence of free —CHO group 3 Glucose is found to exist in two different crystalline forms which are named as a and b
1
7578-7581
The pentaacetate of glucose does not react with hydroxylamine indicating the absence of free —CHO group 3 Glucose is found to exist in two different crystalline forms which are named as a and b The a-form of glucose (m
1
7579-7582
3 Glucose is found to exist in two different crystalline forms which are named as a and b The a-form of glucose (m p
1
7580-7583
Glucose is found to exist in two different crystalline forms which are named as a and b The a-form of glucose (m p 419 K) is obtained by crystallisation from concentrated solution of glucose at 303 K while the b-form (m
1
7581-7584
The a-form of glucose (m p 419 K) is obtained by crystallisation from concentrated solution of glucose at 303 K while the b-form (m p
1
7582-7585
p 419 K) is obtained by crystallisation from concentrated solution of glucose at 303 K while the b-form (m p 423 K) is obtained by crystallisation from hot and saturated aqueous solution at 371 K
1
7583-7586
419 K) is obtained by crystallisation from concentrated solution of glucose at 303 K while the b-form (m p 423 K) is obtained by crystallisation from hot and saturated aqueous solution at 371 K This behaviour could not be explained by the open chain structure (I) for glucose
1
7584-7587
p 423 K) is obtained by crystallisation from hot and saturated aqueous solution at 371 K This behaviour could not be explained by the open chain structure (I) for glucose It was proposed that one of the —OH groups may add to the —CHO group and form a cyclic hemiacetal structure
1
7585-7588
423 K) is obtained by crystallisation from hot and saturated aqueous solution at 371 K This behaviour could not be explained by the open chain structure (I) for glucose It was proposed that one of the —OH groups may add to the —CHO group and form a cyclic hemiacetal structure It was found that glucose forms a six-membered ring in which —OH at C-5 is involved in ring formation
1
7586-7589
This behaviour could not be explained by the open chain structure (I) for glucose It was proposed that one of the —OH groups may add to the —CHO group and form a cyclic hemiacetal structure It was found that glucose forms a six-membered ring in which —OH at C-5 is involved in ring formation This explains the absence of —CHO group and also existence of glucose in two forms as shown below
1
7587-7590
It was proposed that one of the —OH groups may add to the —CHO group and form a cyclic hemiacetal structure It was found that glucose forms a six-membered ring in which —OH at C-5 is involved in ring formation This explains the absence of —CHO group and also existence of glucose in two forms as shown below These two cyclic forms exist in equilibrium with open chain structure
1
7588-7591
It was found that glucose forms a six-membered ring in which —OH at C-5 is involved in ring formation This explains the absence of —CHO group and also existence of glucose in two forms as shown below These two cyclic forms exist in equilibrium with open chain structure The two cyclic hemiacetal forms of glucose differ only in the configuration of the hydroxyl group at C1, called anomeric carbon Cyclic Structure of Glucose Rationalised 2023-24 286 Chemistry (the aldehyde carbon before cyclisation)
1
7589-7592
This explains the absence of —CHO group and also existence of glucose in two forms as shown below These two cyclic forms exist in equilibrium with open chain structure The two cyclic hemiacetal forms of glucose differ only in the configuration of the hydroxyl group at C1, called anomeric carbon Cyclic Structure of Glucose Rationalised 2023-24 286 Chemistry (the aldehyde carbon before cyclisation) Such isomers, i
1
7590-7593
These two cyclic forms exist in equilibrium with open chain structure The two cyclic hemiacetal forms of glucose differ only in the configuration of the hydroxyl group at C1, called anomeric carbon Cyclic Structure of Glucose Rationalised 2023-24 286 Chemistry (the aldehyde carbon before cyclisation) Such isomers, i e
1
7591-7594
The two cyclic hemiacetal forms of glucose differ only in the configuration of the hydroxyl group at C1, called anomeric carbon Cyclic Structure of Glucose Rationalised 2023-24 286 Chemistry (the aldehyde carbon before cyclisation) Such isomers, i e , a-form and b-form, are called anomers
1
7592-7595
Such isomers, i e , a-form and b-form, are called anomers The six membered cyclic structure of glucose is called pyranose structure (a– or b–), in analogy with pyran
1
7593-7596
e , a-form and b-form, are called anomers The six membered cyclic structure of glucose is called pyranose structure (a– or b–), in analogy with pyran Pyran is a cyclic organic compound with one oxygen atom and five carbon atoms in the ring
1
7594-7597
, a-form and b-form, are called anomers The six membered cyclic structure of glucose is called pyranose structure (a– or b–), in analogy with pyran Pyran is a cyclic organic compound with one oxygen atom and five carbon atoms in the ring The cyclic structure of glucose is more correctly represented by Haworth structure as given below
1
7595-7598
The six membered cyclic structure of glucose is called pyranose structure (a– or b–), in analogy with pyran Pyran is a cyclic organic compound with one oxygen atom and five carbon atoms in the ring The cyclic structure of glucose is more correctly represented by Haworth structure as given below Fructose is an important ketohexose
1
7596-7599
Pyran is a cyclic organic compound with one oxygen atom and five carbon atoms in the ring The cyclic structure of glucose is more correctly represented by Haworth structure as given below Fructose is an important ketohexose It is obtained along with glucose by the hydrolysis of disaccharide, sucrose
1
7597-7600
The cyclic structure of glucose is more correctly represented by Haworth structure as given below Fructose is an important ketohexose It is obtained along with glucose by the hydrolysis of disaccharide, sucrose It is a natural monosaccharide found in fruits, honey and vegetables
1
7598-7601
Fructose is an important ketohexose It is obtained along with glucose by the hydrolysis of disaccharide, sucrose It is a natural monosaccharide found in fruits, honey and vegetables In its pure form it is used as a sweetner
1
7599-7602
It is obtained along with glucose by the hydrolysis of disaccharide, sucrose It is a natural monosaccharide found in fruits, honey and vegetables In its pure form it is used as a sweetner It is also an important ketohexose
1
7600-7603
It is a natural monosaccharide found in fruits, honey and vegetables In its pure form it is used as a sweetner It is also an important ketohexose Fructose also has the molecular formula C6H12O6 and on the basis of its reactions it was found to contain a ketonic functional group at carbon number 2 and six carbons in straight chain as in the case of glucose
1
7601-7604
In its pure form it is used as a sweetner It is also an important ketohexose Fructose also has the molecular formula C6H12O6 and on the basis of its reactions it was found to contain a ketonic functional group at carbon number 2 and six carbons in straight chain as in the case of glucose It belongs to D-series and is a laevorotatory compound
1
7602-7605
It is also an important ketohexose Fructose also has the molecular formula C6H12O6 and on the basis of its reactions it was found to contain a ketonic functional group at carbon number 2 and six carbons in straight chain as in the case of glucose It belongs to D-series and is a laevorotatory compound It is appropriately written as D-(–)-fructose
1
7603-7606
Fructose also has the molecular formula C6H12O6 and on the basis of its reactions it was found to contain a ketonic functional group at carbon number 2 and six carbons in straight chain as in the case of glucose It belongs to D-series and is a laevorotatory compound It is appropriately written as D-(–)-fructose Its open chain structure is as shown
1
7604-7607
It belongs to D-series and is a laevorotatory compound It is appropriately written as D-(–)-fructose Its open chain structure is as shown It also exists in two cyclic forms which are obtained by the addition of —OH at C5 to the ( ) group