Salicylic acid

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Salicylic acid
Skeletal formula o salicylic acid
Baw-an-stick model o salicylic acid
Salicylic acid
IUPAC name
2-Hydroxybenzoic acid
3D model (JSmol)
ECHA InfoCard 100.000.648
EC Nummer 200-712-3
RTECS nummer VO0525000
Molar mass 138.12 g·mol−1
Appearance colourless tae white crystals
Odour odorless
Density 1.443 g/cm3 (20 °C)[1]
Meltin pynt 158.6 °C (317.5 °F; 431.8 K)
Bylin pynt 200 °C (392 °F; 473 K)
211 °C (412 °F; 484 K)
at 20 mmHg[1]
sublimes at 76 °C[3]
1.24 g/L (0 °C)
2.48 g/L (25 °C)
4.14 g/L (40 °C)
17.41 g/L (75 °C)[2]
77.79 g/L (100 °C)[4]
Solubility soluble in ether, CCl4, benzene, propanol, acetone, ethanol, ile o 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)[2][4]
Solubility in chloroform 2.22 g/100 mL (25 °C)[4]
2.31 g/100 mL (30.5 °C)[2]
Solubility in methanol 40.67 g/100 g (−3 °C)
62.48 g/100 g (21 °C)[2]
Solubility in olive ile 2.43 g/100 g (23 °C)[2]
Solubility in acetone 39.6 g/100 g (23 °C)[2]
log P 2.26
Vapour pressur 10.93 mPa[3]
Acidity (pKa) 1 = 2.97 (25 °C)[5]
2 = 13.82 (20 °C)[2]
λmax 210 nm, 234 nm, 303 nm (4 mg % in ethanol)[3]
Refractive index (nD) 1.565 (20 °C)[1]
Std enthalpy o
-589.9 kJ/mol
Std enthalpy o
3.025 MJ/mol[6]
Safety data sheet MSDS
GHS pictograms The corrosion pictogram in the Globally Harmonized Seestem o Classification an Labelling o Chemicals (GHS)The exclamation-mark pictogram in the Globally Harmonized Seestem o Classification an Labellin of Chemicals (GHS)[7]
GHS signal wird Danger
GHS hazard statements H302, H318[7]
GHS precautionary statements P280, P305+351+338[7]
Ee hazard Severe irritation
Skin hazard Mild irritation
NFPA 704
Flammability code 1: Must be pre-heatit afore igneetion can occur. Flash pynt ower 93 °C (200 °F). E.g., canola ileHealth code 2: Intense or continued but nae chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroformReactivity code 0: Normally stable, even unner fire exposur condeetions, an is nae reactive wi watter. E.g., liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
Flash pynt 157 °C (315 °F; 430 K)
closed cup[3]
540 °C (1,004 °F; 813 K)[3]
Lethal dose or concentration (LD, LC):
480 mg/kg (mice, oral)
Relatit compoonds
Relatit compoonds
Methyl salicylate,
Benzoic acid,
Phenol, Aspirin,
4-Hydroxybenzoic acid,
Magnesium salicylate,
Choline salicylate,
Bismuth subsalicylate,
Sulfosalicylic acid
Except whaur itherwise notit, data are gien for materials in thair staundart state (at 25 °C [77 °F], 100 kPa).
YesY verify (whit is YesYN ?)
Infobox references

Salicylic acid (frae Laitin salix, willow tree, frae the bark o which the substance uised tae be obtained) is a monohydroxybenzoic acid, a teep o phenolic acid an a beta hydroxy acid. It haes the formula C7H6O3. This colourless crystalline organic acid is widely uised in organic synthesis an functions as a plant hormone. It is derived frae the metabolism o salicin. In addeetion tae bein an important active metabolite o aspirin (acetylsalicylic acid), which acts in pairt as a prodrug tae salicylic acid, it is probably best kent for its uise as a key ingredient in topical anti-acne products. The sauts an esters o salicylic acid are kent as salicylates.

References[eedit | eedit soorce]

  1. 1.0 1.1 1.2 Haynes, William M., ed. (2011). CRC Handbook of Chemistry and Physics (92nt ed.). CRC Press. p. 3.306. ISBN 1439855110. 
  2. 2.0 2.1 2.2 2.3 2.4 2.5 2.6 2.7
  3. 3.0 3.1 3.2 3.3 3.4 PubChem 338
  4. 4.0 4.1 4.2 Seidell, Atherton; Linke, William F. (1952). [Google Books Solubilities of Inorganic and Organic Compounds] Check |url= value (help). Van Nostrand. Retrieved 2014-05-29. 
  5. Salicyclic acid. Retrieved on 2012-06-03.
  7. 7.0 7.1 7.2 Sigma-Aldrich Co., Salicylic acid. Retrieved on 2014-05-23.