a. The structure of a standard C4 group chemically bonded to a silica surface through a silyl ether bond. b. A reasonable mechanism by which acid hydrolysis (H* and H20) might cleave the silyl ether bond, including the products of the reaction.

a. The structure of a standard C4 group chemically bonded to a silica surface through a silyl ether bond. b. A reasonable mechanism by which acid hydrolysis (H* and H20) might cleave the silyl ether bond, including the products of the reaction.

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter48: Diels-alder Reaction

Section: Chapter Questions

Problem 1Q

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Question

a. The structure of a standard C4 group chemically bonded to a silica surface through a
silyl ether bond.
b. A reasonable mechanism by which acid hydrolysis (H* and H20) might cleave the
silyl ether bond, including the products of the reaction.

Expert Solution

Step 1

SOLUTION:

Step 1:

The most commonly used column in silica based reverse stationary phase is octadecyl alkyl group bonded with silica (C₁₈H₃₇). The R groups C₈, C₁₈ and phenyl groups are used depending on the analyte and mobile phase. These alkyl groups make the column hydrophobic through covalent bonding of silica surface. These hydrophobic molecules of the mobile phase tend to adsorb to the silica stationary phase and hydrophilic molecules pass through easily and eluted first.

(a) The structure of the standard C₄ group chemically bonded to silica surface through a silyl ether bond is as follows:

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