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/REAXYS Number:
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

human ... ALB(213), PTPN1(5770)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

314.6 °F - closed cup

Flash Point(C)

157 °C - closed cup

Thomas, M. R
Kirk-Othmer Encyclopedia of Chemical Technology (2006)
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)
Xanthone
AF Holleman
Organic Syntheses, 1, 552-552 (1941)
A central role of salicylic acid in plant disease resistance
Delaney TP, et al.
Science, 266(5188), 1247-1250 (1994)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.