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Catalytic Hydrogenation of Vegetable Oils Catalytic hydrogenation, used in the food industry, converts double bonds in the fatty acids of the oil triacylglycerols to \(-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\) How does this affect the physical properties of the oils?

Short Answer

Expert verified
Hydrogenation increases the melting point and solidity of oils by converting them from unsaturated to saturated fats.

Step by step solution

01

Understanding Catalytic Hydrogenation

Catalytic hydrogenation is a chemical process where unsaturated fats, which contain one or more double bonds, are converted into saturated fats by adding hydrogen atoms. This reaction typically involves a metal catalyst such as nickel.
02

Identifying Effects on Fatty Acids

The conversion of double bonds to single bonds in the fatty acids results in the transformation of liquid unsaturated oils into more solid saturated fats. This changes the molecular structure and properties of the oil.
03

Analyzing Physical Property Changes

The main physical property that changes is the melting point. By converting double bonds to single bonds (saturated), the oil becomes more solid at room temperature, which increases the melting point.
04

Considering Other Factors

The hydrogenation process also affects other properties such as the shelf life and stability of the oil. Hydrogenated oils are more resistant to oxidation, which prolongs their freshness.

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Key Concepts

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

Unsaturated Fats
Unsaturated fats are types of fats that contain one or more double bonds in their molecular structure. These double bonds cause the fatty acid chains to bend or kink, preventing them from packing closely together. This loose packing is why unsaturated fats are generally liquid at room temperature, such as in the case of olive oil or sunflower oil.
Unsaturated fats are often considered healthier than their saturated counterparts because they are typically obtained from plant sources. They can help reduce bad cholesterol levels in the blood, lowering the risk of heart disease and stroke.
  • Monounsaturated fats contain one double bond. Examples include olive oil and canola oil.
  • Polyunsaturated fats contain two or more double bonds. These include omega-3 and omega-6 fatty acids found in fish and flaxseeds.
Catalytic hydrogenation targets these double bonds and converts them into single bonds, thereby changing unsaturated fats into saturated fats. This process affects the physical properties of the fats, making them more solid and stable.
Saturated Fats
Saturated fats are fats that have no double bonds in their chemical structure. Instead, they have single bonds that allow the fatty acid chains to pack closely together, making them solid at room temperature. Common sources of saturated fats include animal-based foods like butter, cheese, and red meat.
Saturated fats have been associated with health risks such as increased cholesterol levels, which can contribute to heart disease. However, they do play a role in nutritional balance in moderate amounts.
Catalytic hydrogenation increases the saturation level of fats by converting existing double bonds into single bonds. This transformation turns liquid unsaturated oils into semi-solid or solid forms like margarine or shortening. The resulting saturated fats have a higher melting point and longer shelf life, which benefits food preservation and texture.
Physical Properties of Oils
The physical properties of oils are largely determined by the saturation level of the fatty acids they contain. Unsaturated oils, with their double bonds, are liquid at room temperature due to the kinks in their molecular structure, which prevents tight packing. When these oils undergo catalytic hydrogenation, their structure changes.
The primary physical change that occurs due to hydrogenation is an increase in the melting point. By adding hydrogen to the double bonds and converting unsaturated fats into saturated ones, the oil becomes more solid. This solidity can improve the texture of food products and enable them to maintain their shape better when stored at room temperature.
  • Hydrogenated oils become more resistant to oxidative rancidity, lengthening shelf life and enhancing shelf stability.
  • They can also exhibit altered flavor profiles, often becoming milder in taste after hydrogenation.
In the food industry, these changes are exploited to produce products like margarine and shortening, which require specific textures and durability.

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Most popular questions from this chapter

Deducing Lipid Structure from Composition A biochemist completely digests a glycerophospholipid with a mixture of phospholipases A and D. HPLC and MS analysis reveals the presence of an amino acid of \(105.09 \mathrm{Da}\), a saturated fatty acid of \(256.43 \mathrm{Da}\), and an omega- 3 monounsaturated fatty acid of 282.45 Da. Which amino acid does the glycerophospholipid contain? Draw the most likely structure of this glycerophospholipid.

Impermeability of Waxes What property of the waxy cuticles that cover plant leaves makes the cuticles impermeable to water?

Characteristics of Lipid Transport Proteins Often when lipids are transported between different tissues, they are carried by proteins. In this exercise, you will explore the interactions between a lipid and a protein using the PDB (www.rcsb,org). Use the PDB identifier 2YG2 and study the structure of the complex between HDL-associated apolipoprotein \(\mathrm{M}\) and sphingosine-1-phosphate. Navigate to 3D View: Structure to answer the following questions. a. What protein motif is adopted by apolipoprotein M? b. Which amino acid residues do you find lining the sphingosine binding pocket? What do they have in common? c. The phosphoryl group of sphingosine-1-phosphate is exposed on the surface of the protein. Why do you suppose it is important that the transport protein binds the hydrocarbon tail of sphingosine-1-phosphate but not necessarily the polar head group?

Using the LIPID MAPS Database to Find Solubility Information Lipidomics has identified thousands of cellular lipids. LIPID MAPS is an online database containing over 40,000 unique lipid structures, as well as information on the chemical and physical properties of each lipid (www.lipidmaps.org). One important parameter when working with lipids is \(\log P\), where \(P\) is the octanol:water partition coefficient, an indicator of lipophilicity. a. Look up cholesterol, sphingosine, linoleic acid, and stearic acid in LIPID MAPS and use the reported \(\log P\) values to place them in order of increasing solubility in octanol. b. Pharmacologists often study \(\log P\) values when developing new drugs. Why would knowing a drug's \(\log\) \(P\) value be informative?

Chemical Reactivity of Lipids Soaps are salts of fatty acids and can be made by mixing triacylglycerols with a strong base such as \(\mathrm{NaOH}\). This saponification reaction produces glycerol and fatty acid salts. In a lab experiment, students saponify the triacylglycerol tristearin in the presence of \({ }^{18}\) O-labeled water. What saponification reaction products will contain the \({ }^{18} \mathrm{O}\) label?

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