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247588

Sigma-Aldrich

Salicylic acid

ACS reagent, ≥99.0%

Sinonimo/i:

2-Hydroxybenzoic acid

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About This Item

Formula condensata:
2-(HO)C6H4CO2H
Numero CAS:
Peso molecolare:
138.12
Beilstein:
774890
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.21

Grado

ACS reagent

Livello qualitativo

Densità del vapore

4.8 (vs air)

Tensione di vapore

1 mmHg ( 114 °C)

Saggio

≥99.0%

Impurezze

H2SO4, passes test (darkened)

Residuo alla calcinazione

≤0.01%

P. eboll.

211 °C (lit.)

Punto di fusione

158-161 °C (lit.)

Anioni in tracce

chloride (Cl-): ≤0.001%
sulfate (SO42-): ≤0.003%

Cationi in tracce

Fe: ≤2 ppm
heavy metals (as Pb): ≤5 ppm

Stringa SMILE

OC(=O)c1ccccc1O

InChI

1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
YGSDEFSMJLZEOE-UHFFFAOYSA-N

Informazioni sul gene

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Categorie correlate

Descrizione generale

Salicylic acid is mainly used as the precursor to synthesize aspirin, a commonly used analgesic and antipyretic. Due to its keratolytic action, it is also used in topical ointments.

Applicazioni

Salicylic acid has been used:
  • as one of the chemical compound in exposure-based validation of in vitro gastrulation model employed in developmental toxicity screening assays
  • as a reference standard in salicylate quantification by reverse-phase high-performance liquid chromatography (RP-HPLC)

Azioni biochim/fisiol

Salicylic acid (SA) delivers local and systemic acquired resistance (LAR and SAR) against various diseases in plants. It acts as a secondary metabolite and regulate various physiological processes such as respiration, stomatal closure and senescence-associated gene expression. In addition, SA also controls abiotic stress, basal thermotolerance, nodulation in legumes and fruit yield. It plays a vital role in modulation of flowering and thermogenesis (heat production) in plants. SA together with reactive oxygen species (ROS) and nitric oxide (NO) triggers cell death in plants.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

314.6 °F - closed cup

Punto d’infiammabilità (°C)

157 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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SAFC

1.00635

Salicylic acid

Xanthone
AF Holleman
Organic Syntheses, 1, 552-552 (1941)
Isochorismate synthase is required to synthesize salicylic acid for plant defence
Wildermuth MC, et al.
Nature, 414(6863), 562-562 (2001)
A central role of salicylic acid in plant disease resistance
Delaney TP, et al.
Science, 266(5188), 1247-1250 (1994)
Thomas, M. R
Kirk-Othmer Encyclopedia of Chemical Technology (2006)
p-CHLOROPHENYL SALICYLATE
Norman GG and Kamath PM
Organic Syntheses, 4, 178-178 (1963)

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