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Salicylic Acid

(C7H6O3)

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Content
01 Introduction

02 Preparation and reactions

03 Physical And Chemical Properties

04 Producer

05 Applications
.
Introduction
•Salicylic acid (from Latin salix, willow tree) is a lipophilic m
onohydroxybenzoic acid, a type of phenolic acid, and a beta
hydroxy acid (BHA). It has the formula C7H6O3. This colorles
s crystalline organic acid is widely used in organic synthesi
s and functions as a plant hormone. It is derived from the m
etabolism of salicin. In addition to serving as an important ac
tive metabolite of aspirin (acetylsalicylic acid), which acts in
part as a prodrug to salicylic acid, it is probably best known f
or its use as a key ingredient in topical anti-acne products. T
he salts and esters of salicylic acid are known as salicylates
Structure
2-D 3-D
Methods Of Preparation

01 From Ortho-diazoamido Benzoic Acid

By Heating With Water Ortho-diazoamido Benzoic Acid.

From Phenol 02
By Heating Phenol With Carbon Tetrachloride and Alcoholic Potash.

03 Oxydation

By Oxidation of or By Fusion with Potassium Hydroxide and or by


Electrolysis of one of the following substances-Salicin, Salicadehyde.

Electrolysis 04
By Electrolysis of a Solution of Benzoic Acid In Acetic Acid..
Methods Of Preparation

05 From Benzoic Acid

By exposing a solution of benzoic acid to the sunlight in the presence of


a ferric salt.

From Methyl Salicylate 06


From Methyl Salicylate in the presence of sodium hydroxide and
sulphuric acid.

07 Colbe And Lautemann Reaction

My passing dry carbon dioxide into a hot mixture of phenol and sodium.
Preparation •When phenol is reacted with sodium hydroxide, it forms sodium phenaxide which is
then further allowed to undergo distillation and dehydration.
• It is followed by carboxylation reaction with carbon diaxide, which results in the
formation of sodium salicylate (salt of salicylic acid).
•This salt form is then further reacted with an acid (or hydronium ion or any species
which denotes a proton) to obtain the salicylic acid.

salicylic acid
From methyl salicylate:

Preparation Methyl salicylate (oil of wintergreen) is also a commonly known analgesic in the
pharmaceutical industry. It can be used for preparation of salicylic acid. In this re
action, methyl salicylate is reacted with sodium hydroxide to lead to the formatio
n of a sodium salt intermediute of salicylic acid, named disodium salicylate, whic
h upon undergoing further reaction with sulphuric acid leads to the formation of
salicylic acid
Physical Properties
Boiling Point 01
211 °C at 2.00E+01
Mm-Hg

Melting Point 02
158 °C

Flash Point 03
157 °C

Molecular Weight 04
138.12 g/mol
Physical Properties
Color/Form 05
White crystals, fine needles, or
fluffy white crystalline powder

Odor 06
Odorless

Taste 07
Sweetish, Afterward
acrid, taste

Stability/Shelf Life 08
Gradually discolors in
sunlight
Solubility

In In In In In
Chloroform Solubility
Benzene Water Acetone Methanol
0.775 g/100 g (25 °C) 2.22 g/100 mL (25 °C) 2.48 g/L (25 °C) Soluble in ether, CCl4,
39.6 g/100 g (23 °C) 62.48 g/100 g (21 °C)
0.991 g/100 g (30.5 °C) 2.31 g/100 mL (30.5 °C) 4.14 g/L (40 °C) acetone, ethanol, oil of
turpentine, toluene
Various Hazardous

TYPES OF HAZARD/ ACUTE HAZARDS/ PREVENTION


EXPOSURE SYMPTOMS

Cough. Sore throat Local exhaust or breathing


01 INHALATION (see Ingestion). protection.

02 SKIN Redness. Protective gloves.

Safety goggles, or eye pro


03 EYES Redness, Pain. tection in combination with
breathing protection.
Salicylic Acid Safety, Handling & First Aid
Inhalation -
Seek fresh air and immediate medical attention.
01
Eye Contact -
02 Remove contact lenses if present. Immediately flush eyes with plenty of wat
er for at least 15 minutes, and seek medical attention.

Skin Contact -
03 Immediately flush affected area with water. Cover irritated skin with an emoll
ient. Remove contaminated clothing and wash with soap. Get medical attent
ion.
04 Ingestion -
Do not induce vomiting. Wash mouth out with water and give a glass of wat
er or milk. Never give anything by mouth to an unconscious person. Seek m
edical attention immediately.
Salicylic Acid Storing & Disposing

Store salicylic acid securely in an area


away from sources of heat. Keep container
tightly closed in a cool, dry, and well-ventila
ted area. This chemical must be disposed
of in accordance with federal, state, and
local environmental control regulations.
Salicylic Acid Reaction

Nitration
Salicylic Acid Reaction

Eesterification
Salicylic Acid Reaction

Preparation
of Aspirin
Salicylic Acid Reaction

Preparation
of Deferasirox

Deferasirox
• Deferasirox (exjade) is an iron chelating agent. Its main use is to
Deferasirox reduce chronic iron overload in patients who are receiving long term
blood transfusions for conditions such as beta-thalassemia and other
chronic anemia's.
Salicylic Acid Reaction

Formation of
Purple Salicylic Acid
Salicylic Acid Reaction
Other Reactions
Salicylic Acid Manufacturing Companies

List of Companies
• Yeouth
• Sebogel
• The lnkey list
• Aveeno
• Neutrogena
• Palacios
• Clean & Clear
• Belcos
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USES:
It is mainly used as antiseptic, pain reliever and food preservative among
other applications.

Salicylic acid is used as raw material in the production of aspirin.

Salicylic acid has wide number of advantages in curing diseases such as


blemishes, acne and psoriasis among others.

This advantageous factor of salicylic acid has found vast application scop
e in pharmaceutical industry.
Moreover, salicylic acid is used in personal care & cosmetics industry o
wing to its oxidation property.

It is also used in functional foods as a preservative agent.

Permissible level of salicylic acid in cosmetics such as shower gels, cre


ams, conditioners and shampoos is 0.5% to 2%.
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