chapter 14 - Start of Notes for Chapter 14 In the Organic...

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Start of Notes for Chapter 14 In the Organic text by Wade
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HOW DO I DECIDE WHAT’S THE “MAIN” GROUP ON AN ORGANIC MOLECULE? Pick these first the lowest #: Acids Esters aldehydes Pick these next: Ketones Alcohols amines Pick these next: Alkenes Alkynes Pick these last the higher #: Alkanes Ethers halides What should I give a higher IUPAC preference to if I have a choice? Acids > esters > aldehydes > ketones > alcohols > amines > alkenes > alkynes > alkanes > ethers > halides
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Ethers: R-O-R -mainly used as a solvent for organic reactions -Relatively non-reactive -Polar -Low boiling points Used for formation of Grignard reagents and commonly used to keep Borane (BH 3 ) in solution Crown ethers – Large cyclic poly ethers – good for surrounding metal cations for long periods of time in the presence of oxygen
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Ethers Naming – Common names: name the two alkyl groups on the Oxygen then put “ether” at the end - generally used for simple ethers IUPAC names: name the smaller alkyl group as a substituent and give that the suffix “-oxy” then name the larger group as the parent name - used for more complex ethers
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Ethers - Naming OCH 2 CH 3 OCH 2 CH 3 OCH 2 CH 2 OH Allyl vinyl ether Cis -1,2-diethoxycyclohexane O Ethyl isopropyl ether O 2-phenoxyethanol
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Cyclic ethers - naming Three membered rings: epoxide or oxirane 1. name the alkene that was the precursor to the epoxide and add “oxide” to the end of the name 2. Name the ring as a substituent – give the C numbers the O is bound to and name the group “epoxy” then
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chapter 14 - Start of Notes for Chapter 14 In the Organic...

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