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Why is cellulose insoluble in water?

Short Answer

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Question: Explain the main reason behind cellulose's insolubility in water. Answer: The main reason behind cellulose's insolubility in water is its highly organized and stable structure, maintained by strong intra-chain and inter-chain hydrogen bonds. These extensive hydrogen bonding networks prevent water molecules from penetrating and interacting with the glucose molecules of the cellulose chains, thus preventing it from dissolving in water.

Step by step solution

01

Understanding cellulose

Cellulose is a natural polysaccharide made up of units of glucose, a type of sugar. It is the major structural component of the plant cell walls and the most abundant natural polymer on earth. The individual glucose molecules in cellulose are linked by β-1,4-glycosidic bonds to form linear chains that are highly organized and stable.
02

The role of hydrogen bonds in cellulose

Cellulose has the ability to form strong intra-chain and inter-chain hydrogen bonds within and between its linear chains. The hydroxyl groups (-OH) on the glucose residues are capable of forming hydrogen bonds with other hydroxyl groups in the same or neighboring cellulose chains. These extensive hydrogen bonding networks contribute to the stability and rigidity of cellulose fibers, making them resistant to mechanical and chemical degradation.
03

Physical properties of cellulose

Due to its highly organized structure and the strong hydrogen bonding network, cellulose is a crystalline polymer. Crystalline polymers have high melting points, high tensile strength, and are insoluble in most solvents, including water.
04

Comparing cellulose and starch

To understand why cellulose is insoluble in water, it's helpful to compare it to a related polysaccharide – starch. Starch is also a glucose polymer, but its glucose molecules are linked by α-1,4-glycosidic bonds. These α-links cause starch to form a helical structure that is less ordered and more open compared to cellulose. The fewer hydrogen bonds and the more open structure of starch allow water molecules to enter and interact with the glucose units, causing it to swell and become soluble in water.
05

The key reason behind cellulose's insolubility in water

Cellulose's insolubility in water is primarily due to its highly organized and stable structure, which is maintained by strong intra-chain and inter-chain hydrogen bonds. The extensive hydrogen bonding networks hinder water molecules from penetrating and interacting with the glucose molecules of the cellulose chains, thus preventing it from dissolving in water.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Polysaccharides
Polysaccharides are a class of carbohydrates formed by the linkage of many sugar molecules. Specifically, cellulose is a polysaccharide consisting of a linear chain of thousands of glucose units. The chains of cellulose bunch together to form the fibrous structure that is integral to plant cell walls, giving them strength and rigidity. Unlike monosaccharides or disaccharides, which are soluble in water and have a sweet taste, polysaccharides like cellulose do not have a sweet taste and exhibit varying solubility in water.

Picture a vast, interconnected city with complex highways and substations linked together. In the case of polysaccharides, each glucose unit is a city building block and the bonds linking them are the roads. The dense and stable structure of cellulose, a polysaccharide, is what renders it insoluble in water – it’s like trying to penetrate a wall of closely packed, unyielding blocks; water simply can't infiltrate easily.
Hydrogen Bonds
Hydrogen bonds are a type of weak bond that form between a hydrogen atom in one molecule and an electronegative atom, which is usually oxygen or nitrogen, in another molecule. Think of hydrogen bonds as the delicate clasps in a necklace that keep the piece intact; strong enough to maintain structure, but weak enough to break when needed.

In cellulose, hydrogen bonds act as these clasps, playing a critical role in stabilizing its structure. They can be thought of as invisible threads that tie the glucose units together within the same chain (intra-chain) and with neighboring chains (inter-chain). These bonds are so plentiful and strong that they form a tight network which water molecules cannot disrupt. This vast network of hydrogen bonds, which are notoriously tough to break, is what makes cellulose resistant to dissolving in water.
Crystalline Polymers
Crystalline polymers are polymers where the molecular chains exhibit a highly ordered structure, much like crystals do. In nature, cellulose is a prime example of a crystalline polymer. Imagine the difference between a carefully assembled stack of cards and a heap of cards tossed on a table. The stack represents the ordered structure of a crystalline polymer.

Due to their organization, crystalline polymers like cellulose are tough and have high tensile strength – they don't tear easily. Their crystalline structure makes it difficult for water molecules to wiggle their way in between the chains; this is crucial for understanding why cellulose does not dissolve in water. Just like it's challenging to pull out an individual card from the center of a well-formed card stack, it's difficult for water to infiltrate the rigid structure of cellulose, rendering it insoluble in aqueous solutions.

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Most popular questions from this chapter

Propose structural formulas for the following polysaccharides. (a) Alginic acid, isolated from seaweed, is used as a thickening agent in ice creatn and other foods. Alginic acid is a polymer of D-mannuronic acid in the pyranose form joined by \(\beta-1,4\)-glycosidic bonds. (b) Pectic acid is the main component of pectin, which is responsible for the formation of jellies from fruits and berries. Pectic acid is a polymer of D-galacturonic acid in the pyranose form joined by \(a-1,4\)-glycosidic bonds. O=CC(O)C(O)C(O)C(O)C(=O)O O=CC(O)C(O)C(O)C(O)C(=O)O D-Mannuronic acid D. Galacturonic acid

Hyaluronic acid acts as a lubricant in the synovial fluid of joints. In rheumatoid arthritis, inflammation breaks hyaluronic acid down to smaller molecules. Lnder these conditions, what happens to the lubricating power of the synovial fluid?

Which is the anomeric carbon in a 2-ketohexose?

Trehalose is found in young mushrooms and is the chief rarbohyclaste in the blood of certain insects. Trehalose is a disaccharide consisting of two D-monosacchatride umits, each joined to the other by an \(\alpha-1,1\)-glycosidic bond. Trehalose (a) Is trehalose a reducing sugar? (b) Does trehalose undergo mutarotation? (c) Name the two monosaccharide units of which trehalose is composed.

The anticlotting property of heparin is poartly the result of the negative charges it cauries. (a) Identify the functional groups that provide the negative charges- (b) Which type of heparin is a better anticoagulant, one with a high or a low degree of polymerization?

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