Salicylic acid

Salicylic acid
Skeletal formula o salicylic acid	Baw-an-stick model o salicylic acid
Names
	IUPAC name 2-Hydroxybenzoic acid
Identifiers
CAS Nummer	69-72-7 ;
3D model (JSmol)	Interactive eemage;
ChEBI	CHEBI:16914 ;
ChEMBL	ChEMBL424 ;
ChemSpider	331 ;
DrugBank	DB00936 ;
EC Nummer	200-712-3
IUPHAR/BPS	4306;
KEGG	D00097 ;
PubChem CID	338;
RTECS nummer	VO0525000
UNII	O414PZ4LPZ ;
	InChI InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) Key: YGSDEFSMJLZEOE-UHFFFAOYSA-N ; InChI=1/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) Key: YGSDEFSMJLZEOE-UHFFFAOYAQ;
	SMILES c1ccc(c(c1)C(=O)O)O;
Properties
Chemical formula	C7H6O3
Molar mass	138.12 g·mol−1
Appearance	colourless tae white crystals
Odour	odorless
Density	1.443 g/cm3 (20 °C)
Meltin pynt	158.6 °C (317.5 °F; 431.8 K)
Bylin pynt	200 °C (392 °F; 473 K) ; decomposes; 211 °C (412 °F; 484 K); at 20 mmHg
Subleemation; condeetions	sublimes at 76 °C
Solubility in watter	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, 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)
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 ile	2.43 g/100 g (23 °C)
Solubility in acetone	39.6 g/100 g (23 °C)
log P	2.26
Vapour pressur	10.93 mPa
Acidity (pKa)	1 = 2.97 (25 °C); 2 = 13.82 (20 °C)
λmax	210 nm, 234 nm, 303 nm (4 mg % in ethanol)
Refractive index (nD)	1.565 (20 °C)
Thermochemistry
Std enthalpy o; formation ΔfHo298	-589.9 kJ/mol
Std enthalpy o; combustion ΔcHo298	3.025 MJ/mol
Hazards
Safety data sheet	MSDS
GHS pictograms
GHS signal wird	Danger
GHS hazard statements	H302, H318
GHS precautionary statements	P280, P305+351+338
Ee hazard	Severe irritation
Skin hazard	Mild irritation
NFPA 704	1 2 0
Flash pynt	157 °C (315 °F; 430 K) ; closed cup
Autoigneetion; temperatur	540 °C (1,004 °F; 813 K)
	Lethal dose or concentration (LD, LC):
LD50 (Median dose)	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).
	verify (whit is ?)
	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

1 2 3 Haynes, William M., ed. (2011). CRC Handbook of Chemistry and Physics (92nt ed.). CRC Press. p. 3.306. ISBN 1439855110.
1 2 3 4 5 6 7 8 "Archived copy". Archived frae the original on 24 Mey 2014. Retrieved 30 September 2015.CS1 maint: archived copy as title (link)
1 2 3 4 5 PubChem 338
1 2 3 Seidell, Atherton; Linke, William F. (1952). [Google Books Solubilities of Inorganic and Organic Compounds] Check |url= value (help). Van Nostrand. Retrieved 29 Mey 2014.
↑ Salicyclic acid. Drugbank.ca. Retrieved on 2012-06-03.
↑ http://webbook.nist.gov/cgi/cbook.cgi?ID=C69727&Type=HCOMBS
1 2 3 Sigma-Aldrich Co. Retrieved on 2014-05-23.

[crc-1] 1 2 3 Haynes, William M., ed. (2011). CRC Handbook of Chemistry and Physics (92nt ed.). CRC Press. p. 3.306. ISBN 1439855110.

[chemister-2] 1 2 3 4 5 6 7 8 "Archived copy". Archived frae the original on 24 Mey 2014. Retrieved 30 September 2015.CS1 maint: archived copy as title (link)

[pubchem-3] 1 2 3 4 5 PubChem 338

[sioc-4] 1 2 3 Seidell, Atherton; Linke, William F. (1952). [Google Books Solubilities of Inorganic and Organic Compounds] Check |url= value (help). Van Nostrand. Retrieved 29 Mey 2014.

[5] Salicyclic acid. Drugbank.ca. Retrieved on 2012-06-03.

[NIST-6] ttp://webbook.nist.gov/cgi/cbook.cgi?ID=C69727&Type=HCOMBS

[sigma-7] 1 2 3 Sigma-Aldrich Co. Retrieved on 2014-05-23.

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