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SCAN0012 - W1 d ii Shun o ll R CH2 OH oxrdlze R-C-H OXIdlze...

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Unformatted text preview: W1 d) ii Shun?) o . . - - ll R- CH2 OH oxrdlze R-C-H OXIdlze R- 0- OH Primary aldehyde czrgoxyllc alcohol “(YUKOAL a 'd' R- CHOH “R “22% No furtheroxidation it i SeRcondary Ketone strong i oxidize R— alcohol t No oxidation‘x} WW oxidize W "WN'EIQAA )9 alcohol {/39 ‘ 1) Na20r207, H2304, H20 strong oxidant 1° to acid 23kg ketone 3°: NR 2) P00, CHZClz 9&7:me0 c: . mild oxidant m1° to aldehyde \:/2 ffglketcgne 3°: NR //‘” ‘1?“ “A“ w!) F15.5, F15.6 IV. Thiols F15.7 Thiols (RSH) are the sulfur analogs of alcohols (ROH). They are more acidic than alcohols and are readily deprotonated by reaction with aqueous base. A. Introduction: smell, gas, coffee, proteins Low molecular weight thiols have a foul odor. They are added to natural gas so the leaks can be detected. B. Naming: -thiol, -mercapto- Name of the corresponding alkane + prefix “thiol” z r CH3CHZSH (CH3)ZCHCHZCHZSH HSCHchZOH ethanethiol 3-methyl-1-butanethiol 2-mercaptoethanol SH sgroup is a substituent in this case b0i%\ C. Synthesis: 8N2 Thiols are prepared by nucleophilic substitution using the conjugate base of H28 ...
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