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Ch.15 Lipids
Timberlake - Chemistry: An Introduction to General, Organic, and Biological Chemistry 14th Edition
Timberlake14th EditionChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9781292472249당신이 사용하는 게 아니라요?교과서 변경
모든 교과서Timberlake 14th EditionCh.15 Lipids문제 91a
15장, 문제 91a

1.00 mole of glyceryl trioleate (triolein) is completely hydrogenated.
a. Draw the condensed structural formula for the product.

검증된 단계별 안내
1
Understand the problem: Glyceryl trioleate (triolein) is a triglyceride containing three oleic acid residues. Oleic acid is a monounsaturated fatty acid, meaning it contains one double bond in its hydrocarbon chain. Hydrogenation involves adding hydrogen (H₂) to the double bonds, converting them into single bonds.
Identify the structure of glyceryl trioleate: The molecule consists of a glycerol backbone esterified with three oleic acid chains. Each oleic acid chain has the formula CH₃(CH₂)₇CH=CH(CH₂)₇COO-. The double bond in each chain is located between the 9th and 10th carbon atoms (counting from the carboxyl group).
Determine the effect of hydrogenation: During complete hydrogenation, the double bonds in the oleic acid chains are converted into single bonds by the addition of hydrogen atoms. This changes the unsaturated fatty acid (oleic acid) into a saturated fatty acid (stearic acid). The new formula for each chain becomes CH₃(CH₂)₁₆COO-.
Draw the condensed structural formula for the product: Replace the oleic acid chains in glyceryl trioleate with fully saturated stearic acid chains. The resulting product is glyceryl tristearate, which has the condensed structural formula: CH₂(OCOC₁₇H₃₅)CH(OCOC₁₇H₃₅)CH₂(OCOC₁₇H₃₅).
Verify the product: Ensure that all double bonds have been removed and replaced with single bonds, and that the structure reflects the complete hydrogenation of glyceryl trioleate into glyceryl tristearate. This confirms the product is fully saturated.

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주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

Hydrogenation

Hydrogenation is a chemical reaction that involves the addition of hydrogen (H2) to an unsaturated compound, typically an alkene or alkyne, converting it into a saturated compound. In the case of glyceryl trioleate, which contains multiple double bonds, hydrogenation will result in the conversion of these double bonds into single bonds, leading to a fully saturated fat.
추천 영상:
가이드 코스
1:22
Hydrogenation Reactions Concept 1

Glyceryl Trioleate Structure

Glyceryl trioleate, also known as triolein, is a triglyceride composed of glycerol and three oleic acid molecules. Its structure features a glycerol backbone with three long hydrocarbon chains (fatty acids) attached via ester linkages. Understanding its condensed structural formula is essential for visualizing how hydrogenation alters its molecular structure.
추천 영상:
가이드 코스
1:20
Glycerol Metabolism Concept 2

Condensed Structural Formula

A condensed structural formula is a way of representing a chemical compound that shows the arrangement of atoms and the connectivity between them without depicting all the bonds explicitly. It provides a simplified view of the molecule, making it easier to understand the overall structure and functional groups present, which is crucial for drawing the product of the hydrogenation reaction.
추천 영상:
가이드 코스
1:53
Condensed Formula Concept 1
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