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Ch.23 - Organic and Biological Chemistry
Chapter 23, Problem 94

Jojoba wax, used in candles and cosmetics, is partially composed of the ester of stearic acid and a straight-chain C22 alcohol. Draw the structure of this ester.

Verified step by step guidance
1
Step 1: Understand the components involved in the ester formation. An ester is formed from the reaction between a carboxylic acid and an alcohol. In this case, the carboxylic acid is stearic acid, and the alcohol is a straight-chain C22 alcohol.
Step 2: Write the structure of stearic acid. Stearic acid is a saturated fatty acid with the chemical formula C18H36O2. Its structure consists of a long hydrocarbon chain (17 CH2 groups) ending with a carboxylic acid group (COOH).
Step 3: Write the structure of the straight-chain C22 alcohol. This alcohol has 22 carbon atoms in a straight chain, with a hydroxyl group (OH) at one end. Its general formula is C22H45OH.
Step 4: Form the ester linkage. In an esterification reaction, the hydroxyl group (OH) from the carboxylic acid and the hydrogen (H) from the alcohol's hydroxyl group are removed to form water (H2O), and the remaining oxygen from the alcohol forms a bond with the carbonyl carbon of the acid, creating an ester linkage (COO).
Step 5: Draw the complete structure of the ester. Combine the remaining parts of stearic acid and the C22 alcohol through the ester linkage. The resulting structure will have the long hydrocarbon chain of the alcohol connected to the carbonyl carbon of the stearic acid, forming the ester bond (RCOOR').