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1,4-Dioxane is made commercially by the acid-catalyzed condensation of an alcohol. (a) Show what alcohol will undergo condensation, with loss of water, to give 1,4-dioxane.

1,4-Dioxane is made commercially by the acid-catalyzed condensation of an alcohol. (a) Show what alcohol will undergo condensation, with loss of water, to give 1,4-dioxane.

Pushing Electrons
Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
Problem 29EQ
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Can you please help do problem 14-5, only answer a.
ers, Epoxides, and Thioethers Dioxin (previous page) is a common name for dibenzo-1,4-dioxane, which 1s 1,4-dioxane fused with two benzene rings The name dioxin is often used incorrectly in the news media for 2,3,7,8-tetrachlorodibenzodioxin (TCDD), a toxic contaminant in the synthesis of the herbicide called 2,4,5-T or Agent Orange. Surprisingly, TCDD has been in the environment for many millions of vears because it is also formed in forest fires. Most dioxins are toxic and carcinogenic (cause cancer) because they associate with DNA and cause a misreading of the genetic code that can result in a genetic mutation. 3D CH, —С—ОН C. Cl Cl 2,4,5-trichlorophenoxyacetic acid (2,4,5-T or Agent Orange) 2,3,7,8-tetrachlorodibenzodioxin (TCDD, incorrectly "dioxin") PROBLEM 14-5 1,4-Dioxane is made commercially by the acid-catalyzed condensation of an alcohol. (a) Show what alcohol will undergo condensation, with loss of water, to give 1,4-dioxane. (b) Propose a mechanism for this reaction. PROBLEM 14-6 Name the following heterocyclic ethers. (b) (a) (c) CH(CH;), CI
Transcribed Image Text:ers, Epoxides, and Thioethers Dioxin (previous page) is a common name for dibenzo-1,4-dioxane, which 1s 1,4-dioxane fused with two benzene rings The name dioxin is often used incorrectly in the news media for 2,3,7,8-tetrachlorodibenzodioxin (TCDD), a toxic contaminant in the synthesis of the herbicide called 2,4,5-T or Agent Orange. Surprisingly, TCDD has been in the environment for many millions of vears because it is also formed in forest fires. Most dioxins are toxic and carcinogenic (cause cancer) because they associate with DNA and cause a misreading of the genetic code that can result in a genetic mutation. 3D CH, —С—ОН C. Cl Cl 2,4,5-trichlorophenoxyacetic acid (2,4,5-T or Agent Orange) 2,3,7,8-tetrachlorodibenzodioxin (TCDD, incorrectly "dioxin") PROBLEM 14-5 1,4-Dioxane is made commercially by the acid-catalyzed condensation of an alcohol. (a) Show what alcohol will undergo condensation, with loss of water, to give 1,4-dioxane. (b) Propose a mechanism for this reaction. PROBLEM 14-6 Name the following heterocyclic ethers. (b) (a) (c) CH(CH;), CI
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