Salicylic Acid

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Categories: Beta Hydroxy Acid

Type: Beta Hydroxy Acid
Name:Salicylic Acid
RDANone Listed
Importance- to Body:Skin, Anti-inflammatory, Exfoliant, Unclogs Pores, Oil Soluble (Penetrates into pores and oily regions of skin), Best for Blackheads and Whiteheads
Distribution- in Body:
Skin, Circulatory System, Digestive System
Excess Effects:
Irritation, Dryness and Flaking, Rashes, Peeling, flaking, Redness, Tenderness, Swelling, Itching
Deficiency Effects:
Dull Skin, Dry Skin, Whiteheads, Blackheads, Oily Skin, Acne
Food Sources:
Cucumbers, Alfalfa, Apricots, Artichokes, Eggplant, Mushrooms, Sauerkraut, Peppers, Olives, Lemons, Mangos, Passionfruit, Pomegranates, Strawberries, Blackberries, Blueberries, Pineapple, Grapes, Plums, Kiwi, Tomatoes, Nuts, Chicory, Herbs and Spices (all contain natural amounts of salicylates)
Environmental/Geographic Sources: Found in Willow Bark
Supplemental Information:
Found in: Face Cleansers, Serums, Creams, Peels, Moisturizers, Toners, Spot Treatments, Acne Kits, Soaps, Masks, Peel Pads, Some Foundations and Concealers
Sources:
O’Connor, Tracy. “Hydroxy Acids: What They Do and Which Ones Are Right for You.” Dermstore Blog, 11 Sept. 2017
Jacques, Renee. “Here’s Exactly What Salicylic Acid Does to Your SkinAllure, Allure Magazine, 23 Oct. 2017

Salicylic Acid (Wikipedia)
Salicylic acid
Skeletal formula of salicylic acid
Ball-and-stick model of salicylic acid
Salicylic acid
Names
Preferred IUPAC name
2-Hydroxybenzoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.648
EC Number 200-712-3
KEGG
RTECS number VO0525000
UNII
Properties
C7H6O3
Molar mass 138.12 g·mol−1
Appearance Colorless to white crystals
Odor Odorless
Density 1.443 g/cm3 (20 °C)
Melting point 158.6 °C (317.5 °F; 431.8 K)
Boiling point 200 °C (392 °F; 473 K) decomposes
211 °C (412 °F; 484 K)
at 20 mmHg
Sublimes at 76 °C
  • 1.24 g/L (0 °C)
  • 2.48 g/L (25 °C)
  • 4.14 g/L (40 °C)
  • 17.41 g/L (75 °C)
  • 77.79 g/L (100 °C)
Solubility Soluble in ether, CCl4, benzene, propanol, acetone, ethanol, oil of turpentine, toluene
Solubility in benzene
  • 0.46 g/100 g (11.7 °C)
  • 0.775 g/100 g (25 °C)
  • 0.991 g/100 g (30.5 °C)
  • 2.38 g/100 g (49.4 °C)
  • 4.4 g/100 g (64.2 °C)
Solubility in chloroform
  • 2.22 g/100 mL (25 °C)
  • 2.31 g/100 mL (30.5 °C)
Solubility in methanol
  • 40.67 g/100 g (−3 °C)
  • 62.48 g/100 g (21 °C)
Solubility in olive oil 2.43 g/100 g (23 °C)
Solubility in acetone 39.6 g/100 g (23 °C)
log P 2.26
Vapor pressure 10.93 mPa
Acidity (pKa)
  • 1 = 2.97 (25 °C)
  • 2 = 13.82 (20 °C)
UV-vismax) 210 nm, 234 nm, 303 nm (4 mg % in ethanol)
−72.23·10−6 cm3/mol
1.565 (20 °C)
Thermochemistry
−589.9 kJ/mol
3.025 MJ/mol
Pharmacology
A01AD05 (WHO) B01AC06 (WHO) D01AE12 (WHO) N02BA01 (WHO) S01BC08 (WHO)
Hazards
Safety data sheet MSDS
GHS pictograms The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Danger
H302, H318
P280, P305+351+338
Eye hazard Severe irritation
Skin hazard Mild irritation
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oilHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
2
0
Flash point 157 °C (315 °F; 430 K)
closed cup
540 °C (1,004 °F; 813 K)
Lethal dose or concentration (LD, LC):
480 mg/kg (mice, oral)
Related compounds
Related compounds
Methyl salicylate,
Benzoic acid,
Phenol, Aspirin,
4-Hydroxybenzoic acid,
Magnesium salicylate,
Choline salicylate,
Bismuth subsalicylate,
Sulfosalicylic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). It has the formula C7H6O3. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone. It is derived from the metabolism of salicin. In addition to serving as an important active metabolite of aspirin (acetylsalicylic acid), which acts in part as a prodrug to salicylic acid, it is probably best known for its use as a key ingredient in topical anti-acne products. The salts and esters of salicylic acid are known as salicylates.

It is on the WHO Model List of Essential Medicines, the most important medications needed in a basic health system.

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