Perkins

Perkins

• 1.
  PERKIN REACTION PRESENTED TO : MA’AMMARYAM PRESENTED BY: GROUP “C”
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  GROUP MEMBERS UROOJ UMER SAMAWIA IQBAL ASWA NASIR SAIRAABID NIMRA JAVED
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  CONTENTS  INTRODUCTION  DEFINITION MECHANISM OF PERKIN REACTION  STEPS OF MECHANISM  EXAMPLES OF PERKIN REACTION  APPLICATIONS AND USES
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  ENGLISH CHEMIST : WILLIAMHENRY PERKIN DISCOVERY: 19th CENTURY INTRODUCTION
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  DEFINITION  THE PERKINREACTION IS AN ALDOL CONDENSATION REACTION THAT IS USED TO MAKE CINNAMIC ACID.  IT IS AN ORGANIC REACTION WHICH IS USED TO CONVERT AN AROMATIC ALDEHYDE AND AN ACID ANHYDRIDE TO ALPHA BETA UNSATURATED
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  CINNAMIC ACIDS THEY ARECARBOXYLIC ACIDS THAT OCCUR NATURALLY. FOUND IN :CINNAMON AND SHEA BUTTER.
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  CINNAMON SHEA BUTTER
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  ALDOL ABBREVIATION OF ALDEHYDEAND ALCOHOL ALDEHYDE ALCOHOL
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  GENERAL REACTION: REGENTS :AROMATIC ALDEHYDE, ACETIC ANHYDRIDE CATALYST :CARBON MONOXIDE GAS ,DICOBALT OCTACARBONYL PRODUCTS: CINNAMIC ACID
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  MECHANISM OF PERKIN REACTION ABSTRACTIONOF ALPHA HYDROGEN OF ACID ANHYDRIDE BY BASE ATTACK OF CARBANION ON CARBONYI CARBON OF BENZALDEHYDE INTRAMOLECULAR ACETYL SHIFT LOSS OF ACETATE ION FROM BETA CARBON
• 11.
  STEPS OF PERKINREACTION STEP 1 ABSTRACTION OF ALPHA HYDROGEN OF ACID ANHYDRIDE BY BASE THE ANION OF ACID ACTS AS A BASE AND REMOVES ALPHA HYDROGEN FROM THE ANHYDRIDE.
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  STEP 2 ATTACK OFCARBANION ON CARBONYI CARBON OF BENZALDEHYDE. STEP 3  INTRAMOLECULAR ACETYL SHIFT  THE MIGRATION OF ACETYL GROUP OCCURS VIA A CYCLIC INTERMMEDIATE TO ALKOXY OXYGEN
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  STEP 4  LOSSOF ACETATE ION FROM BETA CARBON  IN THE PRSENCE OF A BASE , ALPHA HYDROGEN IS ABSTRACTED WHICH INTURN CAUSES THE REMOVAL OF GOOD LEAVING GROUP ACETATE ION TO FORM ALPHA BETA UNSATURATED CARBOXYLIC ACID.
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  EXAMPLE OF PERKIN REACTION FORMATION OF ALPHA BETA UNSATURATED ACID
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   FORMATION OFMETHYL CINNAMIC ACID
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  APPLICATIONS OF PERKINREACTION 3-POLYFLUOROALKYL –CINNAMIC ACIDS BEING VERY USEFUL BUILDING BLOCKS WERE OBTAINED BY A SIMPLE AND CONVENIENT ONE STEP PROCEDURE . Fluro acyl substituted arenes  PERKIN REACTION IS USED IN THE LABORATORY SYNTHESIS OF PHYTOESTROGEN  IT IS ALSO INVOLVED IN SYNTHESIS OF STILBENE  IT IS ALSO INVOLVED IN SYNTHESIS OF RESVERATROL.
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  CINNAMIC ACID THATIS THE PRODUCT OF PERKIN REACTION ACT AS AN ANTI MICROBIAL ( ANTI FUNGAL , ANTIVIRAL ,ANTI BACTERIAL) AND ANDOXIADNTS PROPERTIES. THEY ALL ARE ISOLATED FROM PLANT MATERIAL. CINNAMIC ACID IS ALSO USED TO MAKE ETHYL , METHYL AND BENZYL ESTERS USED IN PERFUME INDUSTRY IT IS ALSO USED IN PREPARATION OF WARFARIN
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  REFRENCES • HTTPS://WWW.SLIDESHARE.NET/PREMPRAKASH131/PERKI N-PPT • HTTPS://WWW.SLIDESHARE.NET/PREMPRAKASH131/PERKI N-PPT •HTTPS://EN.WIKIPEDIA.ORG/WIKI/PERKIN_REACTION • PERKIN, W. H. (1868). "ON THE ARTIFICIAL PRODUCTION OF COUMARIN AND FORMATION OF ITS HOMOLOGUE