Why is the use of tert-butyl methyl ether favoured over using diethyl ether?

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Tert-butyl methyl ether (TBME) is preferred over diethyl ether due to its bulkier structure, which enhances solubility and reduces the likelihood of unwanted side reactions. TBME's steric hindrance helps stabilize the product and minimizes the formation of by-products during reactions. Additionally, TBME's lower reactivity compared to diethyl ether makes it a safer choice for certain applications. The discussion highlights the importance of solvent choice in organic chemistry, particularly in the context of dissolving compounds like trans-stilbene. Understanding these properties can aid in selecting appropriate solvents for various chemical processes.
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Homework Statement


Why is the use of tert-butyl methyl ether favoured over using diethyl ether?

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After the formation of trans-stilbene, tert-butyl methyl ether was used to dissolve trans-stilbene. Water was added to dissolve any impurities which was absorbed by calcium chloride pellets along with the impurities. I guess the reason why tert-butyl ether was used is due to the bulkiness of the substituents in comparison to diethyl ether, but I don't know what that would do in comparison. Why was tert-butyl ether used as opposed to diethyl ether? It is not due to safety or cost concerns is what I do know. However, I don't know what the answer is or how to find it. Please help. Much appreciated. :)
 
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