Successfully reported this slideshow.
We use your LinkedIn profile and activity data to personalize ads and to show you more relevant ads. You can change your ad preferences anytime.

Reagents and-their-important-roles-in-the-functional-group-interconcersions


Published on

Published in: Technology, Business
  • Be the first to comment

Reagents and-their-important-roles-in-the-functional-group-interconcersions

  1. 1. Grc`s Collection in Organic synthesis 1
  2. 2. Grc`s Collection in Organic synthesis 2 Chromium reagents:Cr (IV) reagents H2CrO4,HCrO-4,CrO4-2,HCr2O7,Cr2O7-2,H2Cr2O7 and H2Cr2O7- …Oxidation of alcohol accompanied by reduction of the Cr(VI) to Cr(III).. CrO3 in H2O or Aq AcOH: CrO3 in acetone with H2SO4(Jones reagent): CrO3-Pyridine(Sarett oxidation): CrO3-Pyridine-DCM(Collins reagent): Pyridinium chloro chromate(Corey`s reagent):
  3. 3. Grc`s Collection in Organic synthesis 3 Pyridinium dichromate: 10 Alcohols to 20 Aldehydes:DMSO,Collins, coreys,PDC,Pr4N+RuO4-,CAN,Na2Cr2O7 in H2O,Hg2CO3-Celite, Hot HNO3 in Aq Glyme,Cr2Pyridine-CuCl,LTA-pyridine,Benzoyl peroxide-NiBr2.. DMSO(Di methyl sulfoxide): O S O Moffats(DMSO+DCC(dicyclo hexyl carbidoimide)+acid): OSiPh2tBu OSiPh2tBu MeO O MeO O OH O Dess martin periodinane oxidation: Ley Oxidation(tetra propyl ammonium per ruthinate): Oppenauer oxidation(Acetone/Al(O i-Pr)3): MPV reduction(meerwein pondarf vierly ): MnO2: It oxidizes only allylic &benzylic alcohols to their respective carbonyl compounds,
  4. 4. Grc`s Collection in Organic synthesis 4 Fetizon`s reagent(Ag2CO3 on Celite): 20 Alcohols more reactive than 10 alcohols. Ag2O & AgO: KMnO4: Phase transfers catalyst(Quaternary ammonium salts): Crown ether: O KMnO4/H2O/Benzene CO2H dicyclohexano 18-crown-6
  5. 5. Grc`s Collection in Organic synthesis 5 Trimethyl silyl iodide: Peterson`s synthesis: Beta hydroxyl Trimethyl silane 1,3 dithiane`s:
  6. 6. Grc`s Collection in Organic synthesis 6 DCC(di cyclo hexyl carbidoimide): DDQ(2,3 di chloro 5,6 di cyano benzo quinone): Ph Ph Ph O Ph HO O O O O O Alcoholic H2O2 : Mukaiyama reagent(N-Methyl ,2-chloro Pyridinium iodide): N Cl I-
  7. 7. Grc`s Collection in Organic synthesis 7 RuO4/CCl4 : CrO2Cl2: H2/Ni : Baker`s yeast: RMgX : Tri n-Butyl tin hydride(nBu3SnH): R-F < R-Cl < R-Br < R-I
  8. 8. Grc`s Collection in Organic synthesis 8 Gilmans reagent(R2CuLi) : LDA(Lithium di isopropyl amide): Strong base due to 20 amine & free e- pair. Satirically hindered base Wilkinson`s catalyst[Tris (tri phenyl phosphine)rhodium(I)chloride]: Hydrogenation of C=C, , with out disturbing other functional groups, It adds H2 to olifins at same side, Cis olefin to meso, Trans olefin to racemic mixture.. Palladium/H2 :
  9. 9. Grc`s Collection in Organic synthesis 9 H2/Ni useful application: Birch reduction: Pd-BaSO4(Lindlar`s catalyst): Benkeser reduction: Li0/Et2NH/Me2NH Clemmenson`s (Zn-Hg/HCl):
  10. 10. Grc`s Collection in Organic synthesis 10 Wolf kishner reduction(H2N-NH2/KOH): With di imides: With silanes: O O 3PhMe2SiH Ph CuF(PPh3)3.EtOH Ph Reduction with HCO2H: Sodium boro hydride: Reduces predominately unconjugated carbonyl compounds. Vils meier reaction: Silver tetra fluoro borate(AgBF4):
  11. 11. Grc`s Collection in Organic synthesis 11 Luche`s reagent(NaBH4-CeCl3): Reducing conjugating carbonyl compounds, Super hydride(LiBHEt3) : Sodium cyano boro hydride (NaBH3CN): Readily reduces iodides, bromides, and tosylates to the hydrocarbons... HMPA= hexa methyl phosphoramide Alanes(AlH3): DIBAL-H(Di iso butyl aluminium hydride): High temperatures: Acid derivatives to Alcohols Low temperatures: Acid derivatives to Aldehydes
  12. 12. Grc`s Collection in Organic synthesis 12 Adams catalyst (H2-PtO2): Less hindered alkenes to alkanes. Rosen mund reduction: Fremy`s salt (potassium nitroso di sulphonate) [(KO3S)2NO. ): Oxidation of phenolic derivatives to quinoids.. MnO2,DDQ and CAN : Uden friends reagent(O2+Fe+2+ascorbic acid in presence of EDTA): Gave good yields of ortho and para phenolic derivatives from phenyl acetamide. Fenton`s reagent (H2O2+Fe+2): Converts aromatic derivatives in to phenols.
  13. 13. Grc`s Collection in Organic synthesis 13 Elbs persulphate oxidation(K2S2O8/KOH): Following reagents can converts the alkenes in to their respective epoxides: NBS.H2O/NaH, TsCl/Pyridine/K2CO3/MeOH.. Ranking of peroxides: Julia colonna epoxidation: O O poly-L-Luecine/silica gel Ph Ph Urea/H2O2/DBU Hydrogen peroxide(H2O2): Asymmetric epoxidation: OsO4-NMO(N-methyl morpholine N-oxide) :
  14. 14. Grc`s Collection in Organic synthesis 14 Wood ward-Prevost hydroxylation’s: Baeyer villager epoxidation(CF3CO3H): Barbier Wieland degradation:{1)H+,EtOH,2)Excess PhMgBr,3)H3O+,4)CrO3}:2 carbon lost during the reaction LTA(Lead tetra acetate): Sodium per iodate(NaIO4):
  15. 15. Grc`s Collection in Organic synthesis 15 Selenium dioxide(SeO2): Lithium aluminium hydride(LiAlH4): Lithium tri ethoxy aluminium hydride(LiAlH(OEt)3):
  16. 16. Grc`s Collection in Organic synthesis 16 Red-Al(Sodium bis(methoxy ethoxy )aluminium hydride): *~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~ "Things turn out best for the people who make the best out of the way thingsturn out."*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~Regards:Grcvr*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~*~