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organic chem rxns Flashcards

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274075565NaNH2/-HXhaloalkene to alkyne or haloalkane to alkene
2740755662NaNH2/-2HXdihaloalkane to alkyne
274075567Br2,2NaNH2/-2HXalkene to alkyne
274075568Br2/CH2Cl2alkene to dihaloalkane
274075569Br2/H2OOH to more sub, Br to less sub, get halohydrin
2740755702Br2get tetrahaloalkane
274075571HXBr to more sub, get haloalkane
274075572BH3/H2O2,NaOHSyn of OH and O ....OH on less sub..if alkyne, OH on either forms enol to keto
274075573H2O/H2SO4OH to more sub...rearrangement
274075574Hg(OAc)2,H20/NaBH4ANTI of O and OH....OH to more sub
274075575(sia)2BH/H2O2,NaOHterminal alkyne to aldehyde
274075576H2O,H2SO4/HgSO4Alkyne, OH to more sub..enol to keto
2740755772Na or Li / NH3 (l)alkyne to trans alkene
274075578H2/Lindlar catalystalkyne to cis alkene
274075579H2/Pdalkyne to cis alkene..SYN add of H2
2740755802H2/Pd or Ptalkyne to alkane
274075581OsO4akene to cis glycol
274075582O3/(CH3)2Salkene to carbonyl groups, splitting
274075583NaNH3/HC(3)CHcan add anion to any haloalkane
276871339HIO4glycol to 2 carbonyl groups
276871340SOCl2/pyridine1 or 2 alcohol to haloalkane, SN2, inversion
276871341O2,R*autoxidation, = to more sub C
276871342PBr31 or 2 alcohol to bromoalkane, SN2, inversion
276871343H3PO4/Heat2 and 3 alcohol to alkene,E1 if arrangement,more sub C gets =, cis or trans products, E2 for 1 with little beta branching
276871344H2SO4glycol to ketone, E1 due to rearrangements, dehydration,pinocol rearrangement
2768713452RSR, I2 or 1/2O2thiols to disulfides
276871346Br2 or Cl2/Heatalkanes to haloalkanes,radical chain, make HBr, regioselectivity for Br than Cl (major and minor product)
276871347HX3 alcohol to haloalkane, SN1 in 3 carbocation, SN1 in 1 if no beta-branching..low-molcular weight, water soluble
276871348HX/THF3 alcohol to haloalkane, SN1, high molecular weight, water-insoluble
276871349H2CrO4/H2O,acetone1 alcohol to carboxylic acid
276871350H2CrO4/H2O,acetone or PCC2 alcohol to ketone, E2
276871351PCC1 alcohol to aldehyde, w/o H2O no aldehyde hydrate
276871352NBS/CH2Cl2, hvalkene to allylic bromoalkene
276871353active metals, Naalcohol to metal alkoxides, replaces the H in alcohol in OH, 2 mol= H2
276871354HBr/Peroxidesakenes to halohalkane, non-markovnikov..Br to less sub
276875297TSCl/Pyridinemakes it a good leaving group with good Nu, NaI , inversion
277188914Cl2,H2O/NaOH, H20alkenes to epoxide, halohydrin, cis makes cis, SN2
277188915RCO3Halkenes to epoxide
277188916TBDMS/Pyridineprotecting alcohol, remove with F- /THF
277188917HI in excessdialkyl ether cleaved, H20, each as I attached, SN2 in 1 and 2, and SN1 in 3
277188918H3O+1 alcohol or methanol + alkene= ether, SN1
277188919H2SO4unbranched 2 mols of 1 alcohol(same), symmetrical ether, for unsymmetrical use two differ alcohols, dehydration
277188920CH3Br +CH3CH2ONamake ether,alkyl halide (methyl, 1, or allylic halide..2 competes for E2 and 3 is fail, all E2) + alkoxide ion...get rxn from with active metal Na...SN2
277188921LiAlH4/H2Oepoxide to alcohol, H on less hindered, SN2, inversion
277188922CH3OH/CH3O-Naopen ring of epoxide,OH on more sub, trans, OCH3 (Nu) on less sub (NH3= NH2)
277188923tert-butyl,Ti(OiP)4,diethyl tartrate (+/-)1 allylic alcohol to epoxide, sharpless epoxidation += bottom, - = top.
277188924H+/H2Oepoxide to trans glycol (get epoxide via RCO3H), racemic mixture
277188925O2sulfide oxidation, =O added to S
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