Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Chapter 25, Problem 25.19SP
Interpretation Introduction

Interpretation:

The formation of sodium octadecylsulfate using tristearin as organic starting material is to be shown.

Concept introduction:

Synthetic detergents avoid precipitation by using other functional groups in place of carboxylic acid salts. Sodium salts of sulfonic acids are the most widely used class of synthetic detergents. Sulfonic acids are more acidic than carboxylic acids and so in the acidic medium their salts are not protonated. Sodium octadecylsulfate is a type of detergent.

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Some of the earliest synthetic detergents were the sodium alkyl sulfates, CH3(CH2)nCH2¬OSO3 Na+ .Show how you would make sodium octadecylsulfate using tristearin as your organic starting material.2
Propose a method to separate a mixture containing phenol, benzoic acid, naphthalene, and p-nitroaniline. Phenol is soluble in sodium hydroxide solution but insoluble in neutral water or sodium bicarbonate solution. Benzoic acid is soluble in either sodium hydroxide or sodium bicarbonate solutions. Write out the structures of the molecules in your scheme.
Some alcohols undergo rearrangement or other unwanted side reactions when they dehydrate in acid. Alcohols may be dehydrated under mildly basic conditions using phosphorus oxychloride (POCl3) in pyridine. The alcohol reacts with phosphorus oxychloride much like it reacts with tosyl chloride, displacing a chloride ion from phosphorus to give an alkyl dichlorophosphate ester. The dichlorophosphate group is an outstanding leaving group. Pyridine reacts as a base with the dichlorophosphate ester to give an E2 elimination. Propose a mechanism for the dehydration of cyclohexanol by POCl3 in pyridine.
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