Oxymercuration of Alkenes to form Ethers using Hg(OAc)2
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Read moreMaster Organic Chemistry Reaction Guide
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Epoxide Ring Opening With Base
…(RO- ) in alcohol solvent, they lead to essentially the same reaction. Here’s an example with NaOCH3. Note that the proton must come from CH3OH here. 2. The Role Of…
Read moreOpening of Epoxides With Acid
…a catalyst to promote the hydrolytic ring-opening of epoxides to 1,2-diols. Friedel-Crafts Alkylations of Arenes with Mono- and Bis(trifluoromethyl)oxiranes in Superacid Medium: Facile Synthesis of α-(Trifluoromethyl)- and α,α-Bis(Trifluoromethyl)-β-Arylethanols K. Surya…
Read moreOxidative cleavage of alkenes to give ketones/carboxylic acids using ozone (O3) – (“oxidative workup”)
…acids. Examples: Notes: Note how every C–H bond on the alkene is converted into a C–OH bond to give a carboxylic acid. Also note that example 3 shows cleavage of…
Read moreOxidation of thiols to disulfides
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Read moreCleavage Of Ethers With Acid
…Williamson Ether Synthesis Opening of Epoxides With Acid Epoxide Ring Opening With Base Intramolecular Reactions of Alcohols and Ethers Alcohols To Ethers via Acid Catalysis (Advanced) References and Further Reading…
Read moreOxidation of secondary alcohols to ketones using PCC
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Read moreAlcohols To Ethers via Acid Catalysis
…(1-3), 327-335 DOI: 10.1016/S0920-5861(98)00440-4 This paper shows that the mechanism for formation of symmetrical ethers from secondary alcohols (e.g. isopropanol) is more complex, as bimolecular dehydration can compete with other…
Read moreEthers From Alkenes, Tertiary Alkyl Halides and Alkoxymercuration
…327-335 DOI: 1016/S0920-5861(98)00440-4 This paper shows that the mechanism for formation of symmetrical ethers from secondary alcohols (e.g. isopropanol) is more complex, as bimolecular dehydration can compete with other pathways…
Read moreThe Williamson Ether Synthesis
…gives you two alkyl halide + alkoxide combinations to choose from. Let’s start with a fairly easy example. See if you can come up with reasonable starting materials for the…
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