Organic chemistry DAKIN REACTION

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ORGANIC CHEMISTRY SACHIN KALE M.Sc PART-1 SEMESTER-1

TOPIC NAME DAKIN REACTION MECHANISM SYNTHETIC APPLICATION SODIUM HYPOCHLORITE SOLUTION N.F.XIII (DAKIN’S SOLUTION) USES SIDE EFFECTS PRECAUTIONS INTERACTIONS

INTRODUCTION The Dakin oxidation (or Dakin reaction) is an  organic   redox reaction  in which an  ortho - or  para - hydroxylated   phenyl   aldehyde  ( 2-hydroxybenzaldehyde  or  4-hydroxybenzaldehyde ) or  ketone  reacts with  hydrogen peroxide  in  base  to form a  benzenediol  and a  carboxylate . Overall, the  carbonyl group  is oxidized, and the hydrogen peroxide is reduced. The Dakin oxidation, which is closely related to the  Baeyer- Villiger oxidation , is not to be confused with the  Dakin-West reaction , though both are named after  Henry Drysdale Dakin .

DAKIN REACTION The oxidation of aldehydes and ketones to the corresponding phenols is known as Dakin reaction . The reaction works best if the aromatic aldehyde or ketone is electron rich. The reagents used in Dakin Reaction are; Alkaline H2O2, acidic H2O2, Peroxybenzoic acid(C2H4O3), 30% H2O2 with aryl selenium compounds as activators and Urea-H2O2 adduct.

MECHANISM The MECHANISM of Dakin reaction is as follows:-

APPLICATION Dakin reaction has many useful synthetic application.

USES Dakin's solution  is used to prevent and treat  skin  and tissue infections that could result from cuts, scrapes and  pressure sores . It is also used before and after surgery to prevent surgical wound infections . Dakin's solution is a type of  hypochlorite  solution. It is made from bleach that has been diluted and treated to decrease irritation .  Chlorine, the active ingredient in Dakin's solution, is a strong antiseptic that kills most forms of bacteria and viruses . Protect the surrounding  healthy skin  with a moisture barrier ointment (e.g., petroleum jelly) or  skin  sealant as needed to prevent irritation.

SIDE EFFECTS Redness, irritation, swelling, and pain may occur. If any of these effects persist or worsen, notify your doctor or  pharmacist  promptly . If your doctor has directed you to use this  medication , remember that he or she has judged that the benefit to you is greater than the risk of side effects. Many people using this product  do  not have serious side effects . A very serious  allergic reaction  to this product is unlikely, but seek immediate medical attention if it occurs. Symptoms of a serious  allergic reaction  may include:  rash ,  itching /swelling (especially of the face/ tongue /throat), severe  dizziness ,  trouble breathing . This is not a complete list of possible side effects. If you notice other effects not listed above, contact your doctor or pharmacist.

PRECAUTIONS Before using this product, tell your doctor or  pharmacist  if you are allergic to it; or to any chlorine compounds; or if you have any other  allergies .  This product may contain inactive ingredients, which can cause allergic reactions or other problems. Talk to your pharmacist for more details . This product is for external use only.  Do  not swallow. Do not use in  eyes , ears, or nose. If the solution gets into the  eyes , flush the open  eyes  right away with clean water for at least 15 minutes.

INTERACTIONS Your  healthcare  professionals (e.g., doctor or  pharmacist ) may already be aware of any possible  drug interactions  and may be monitoring you for it.  Do  not start, stop or change the dosage of any medicine before checking with them first Before using this product, tell your doctor or pharmacist of all prescription and nonprescription/herbal products you may use, especially of: other  medications /products for use on the  skin . This document does not contain all possible interactions . Therefore, before using this product, tell your doctor or pharmacist of all the products you use. Keep a list of all your medications with you, and share the list with your doctor and pharmacist.

https:// www.webmd.com/drugs/2/drug-62261/dakins-solution/details J. MARCH, ADVANCE ORGANIC CHEMISTRY,4 TH EDITION WILEY,NEW YORK IN 1992 REFERNCE

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