Ethers and Epoxides
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Name of this Ether?
12-crown-4
Name of this Ether?
18-crown-6
Which metal ion will each crown ether solvate?
Li+, Na+, K+
Reagents?
1) NaH 2) RX
Mechanism for Williamson Ether synthesis
Reagents?
1) Hg(OAc)2, ROH 2) NaBH4
Creation of Diethyl ether mechanism?
Reagents?
xs HX, Heat
Mechanism for the acidic cleavage of an ether
Product?
Phenol and an RX
Product?
Peroxide group
Epoxide name?
2,3-epoxy-3-ethyl-2-methylpentane
Reagents?
peroxy acids (MCBPA)
Reagents?
Strong Acids
Mechanism for creating an epoxide from a halohydrin
Reagents?
Top: MCBPA Bottom: 1) Br2, H2O 2) NaOH
Reagents?
Left: 1)NaOR 2) H3O+ Second Left: 1) NaCN 2) H3O+ Middle: 1) NaSR 2) H3O+ Second Right: 1) RMgBr 2) H3O+ Right: 1) LiAlH4 2) H3O+
Mechanism for a reaction between an epoxide and a strong nucleophile
Reagents?
Top: 1) [H+] 2) H2O Bottom: 1) [H+] 2) ROH
Mechanism for an acid catalyzed epoxide opening
Reagents?
Top: (CH3)3COOH, Ti(OiPr)4, (+)-DET Bottom: (CH3)3COOH, Ti(OiPr)4, (-)-DET