Functional group interconversion (fgi) presentation
- 1. FUNCTIONAL GROUP INTERCONVERSION (FGI) in nucleophilic aromatic substitution PREPARED BY RIMSHA BAKHTAWAR MSC CHEMISTRY 10-5-2022
- 2. CONTENTS • INTRO OF FGI IN SN REACTIONS • SYNTHESIS OF ALCOHOL , ALKYL HALIDE , SULFONATES • SYNHESIS OF ESTER , ETHER, AMINE • SYNTHESIS OF AZIDE, NITRILE , ALKYNES 2 5/10/2021
- 3. The nucleophilic substitutions involve the interconversion of functional groups bound to sp3 carbonis. 3 5/10/2021
- 4. There are three main sources to carry out FGI through nucleophilic substitutions: sulfonates, alcohols, and alkyl halides. 4 5/10/2021
- 5. A wide array of structures can be synthesized from sulfonates and alkyl halides through nucleophilic substitution of X = OSO2R, I, Br, Cl in C–C bond forming reactions and FGI 5 5/10/2021
- 6. ALCOHOLS INTO ALKYL HALIDE Tertiary alcohols react reasonably rapidly with concentrated hydrochloric acid, but for primary or secondary alcohols the reaction rates are too slow reaction. Other reagents for alcohol conversions PCl5 PBr3/ether PI3 SOCl2/pyridine PCl3 Ph3P, CCl4 For secondary and primary conversions Other reagents for R-X conversions Aqueous KOH H2O NaOH , HIGH TEMP 6 5/10/2021
- 8. SULFONATE SYNTHESIS Using DMS and DES is operationally simple and scalable. These two methods are advantages bcz of low cost, and tolerated a wide range. sulfonate esters are very good leaving groups (Finkelstein Reaction). 8 5/10/2021
- 9. OVERVIEW • So if we know to synthesis and interconvert alcohol, alkyl halide and sulfates we easily prepare our desired nucleophilic product in the presence of specific nucleophilic reagents. • From these three different reactions proceed. 9 5/10/2021
- 10. ALKYL HALIDE TO ESTER 10 5/10/2021
- 12. ALKYL HALIDE TO ETHER 12 5/10/2021
- 15. SYNTHESIS OF AZIDE H2, Pd/C B2H6 NaBH4 LiAlH4 Zn, HCl (RO)3P Ph3P thiols Reagents for N3 TO NH2 15 5/10/2021
- 18. REFERANCE • https://www.chemistrysteps.com/preparation-of-carboxylic-acids/ • https://i.pinimg.com/originals/fe/bb/91/febb9111e0b538babfaee6a7 70fa882f.jpg • https://www.masterorganicchemistry.com/2014/11/19/ether- cleavage/ • https://chemisfast.blogspot.com/2020/03/benzyl-alcohol-to-benzoic- acid-change.html • https://www.vanderbilt.edu/AnS/Chemistry/Rizzo/chem223/FGI.pdf 18 5/10/2021
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