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Chapter 31: Question 31.22 (page 1257)

What is the structure of an optically inactive triacylglycerol that yields two moles of oleic acid and one mole of palmitic acid when hydrolyzed in aqueous acid?

Short Answer

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Answer

Optically inactive triacylglycerol

Step by step solution

01

Optically active compound

An organic compound with atleast one carbon atom attached to four different atoms or groups, and can rotate the plane-polarized light towards the right or left, is said to be optically active. If not, then it is optically inactive.

02

Oleic acid

The compound oleic acid is present in oils. The human body can also make it. The molecular formula of oleic acid is C18H34O2. The structure of oleic acid is:

03

Optically inactive triacylglycerol with oleic and palmitic acids

The structure of triacylglycerol that yields two moles of oleic acid and one mole of palmitic acid on hydrolysis in mild acid is as shown below:

Triacylglycerol

This molecule is optically inactive as it has two same groups attached to the below-shown carbon:

Optically inactive triacylglycerol

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Most popular questions from this chapter

Treatment of cholesterol with mCPBA results in formation of a single epoxide A, with the stereochemistry drawn. Why isn鈥檛 the isomeric epoxide B formed to any extent?

(a) Draw a skeletal structure of the anabolic steroid 4-androstene-3, 17-dione, also called 鈥渁ndro,鈥� from the following description. Andro contains the tetracyclic steroid with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13.

(b) Add wedges and dashed wedges for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.

An isoprene unit can be thought of as having a head and a tail. The 鈥渉ead鈥� of the isoprene unit is located at the end of the chain nearest the branch point, and the 鈥渢ail鈥� is located at the end of the carbon chain farthest from the branch point. Most isoprene units are connected together in a 鈥渉ead-to-tail鈥� fashion, as illustrated. For both lycopene (Problem 31.26), and squalene (Figure 31.9), decide which isoprene units are connected in a head-to-tail fashion and which are not.

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