All Photos(3)

247588

Sigma-Aldrich

Salicylic acid

ACS reagent, ≥99.0%

Synonym(s):
2-Hydroxybenzoic acid
Linear Formula:
2-(HO)C6H4CO2H
CAS Number:
Molecular Weight:
138.12
Beilstein:
774890
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

grade

ACS reagent

vapor density

4.8 (vs air)

vapor pressure

1 mmHg ( 114 °C)

assay

≥99.0%

impurities

H2SO4, passes test (darkened)

ign. residue

≤0.01%

bp

211 °C (lit.)

mp

158-161 °C (lit.)

anion traces

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

cation traces

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

SMILES string

OC(=O)c1ccccc1O

InChI

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

InChI key

YGSDEFSMJLZEOE-UHFFFAOYSA-N

Gene Information

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General description

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.

Application

Salicylic acid has been used:
  • to study its antimicrobial effect in vitro and in situ against Penicillium expansum
  • 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)

Packaging

100, 500 g in poly bottle

Biochem/physiol Actions

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, seed germination, seedling establishment, cell growth, 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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

314.6 °F - closed cup

Flash Point(C)

157 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

p-CHLOROPHENYL SALICYLATE
Norman GG and Kamath PM
Organic Syntheses, 4, 178-178 (1963)
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)
Efficacy of salicylic acid to reduce Penicillium expansum inoculum and preserve apple fruits
da Rocha Neto AC, et al.
International Journal of Food Microbiology, 221, 54-60 (2016)
Influence of cyclooxygenase-1 genotype on ex vivo aspirin response in patients at risk for stroke
Momary KM, et al.
Cerebrovascular Diseases (Basel, Switzerland), 27(6), 585-593 (2009)

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