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Salicylic Acid

Base Information
  • Chemical Name:Salicylic Acid
  • CAS No.:69-72-7
  • Deprecated CAS:7681-06-3,8052-31-1,1186130-36-8,1186130-36-8,8052-31-1
  • Molecular Formula:C7H6O3
  • Molecular Weight:138.123
  • Hs Code.:2918.21
  • European Community (EC) Number:200-712-3,308-377-6,305-634-4
  • ICSC Number:0563
  • NSC Number:180
  • UNII:O414PZ4LPZ
  • DSSTox Substance ID:DTXSID7026368
  • Nikkaji Number:J2.370A
  • Wikipedia:Salicylic acid
  • Wikidata:Q193572
  • NCI Thesaurus Code:C61934
  • RXCUI:9525
  • Pharos Ligand ID:FBKFP3SAJZML
  • Metabolomics Workbench ID:37916
  • ChEMBL ID:CHEMBL424
  • Mol file:69-72-7.mol
Salicylic Acid

Synonyms:2 Hydroxybenzoic Acid;2-Hydroxybenzoic Acid;Acid, 2-Hydroxybenzoic;Acid, o-Hydroxybenzoic;Acid, ortho-Hydroxybenzoic;Acid, Salicylic;o Hydroxybenzoic Acid;o-Hydroxybenzoic Acid;ortho Hydroxybenzoic Acid;ortho-Hydroxybenzoic Acid;Salicylic Acid

Suppliers and Price of Salicylic Acid
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
Total 434 raw suppliers
Chemical Property of Salicylic Acid
Chemical Property:
  • Appearance/Colour:white crystalline powder 
  • Melting Point:158-161 °C(lit.) 
  • Refractive Index:1,565 
  • Boiling Point:336.28 °C at 760 mmHg 
  • PKA:3.01±0.10(Predicted) 
  • Flash Point:144.486 °C 
  • PSA:57.53000 
  • Density:1.376 g/cm3 
  • LogP:1.09040 
  • Water Solubility.:1.8 g/L (20℃) 
  • XLogP3:2.3
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:1
  • Exact Mass:138.031694049
  • Heavy Atom Count:10
  • Complexity:133
Purity/Quality:

99.0%-100.5%, *data from raw suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes: Xn:Harmful;
     
  • Statements: R22:; R36/37/38:; R41:; 
  • Safety Statements: S26:; S37/39:; 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Benzoic Acid Derivatives
  • Canonical SMILES:C1=CC=C(C(=C1)C(=O)O)O
  • Recent ClinicalTrials:Efficacy of 25% Trichloroacetic Acid Peel Versus 30% Salicylic Acid Peel in Mild to Moderate Acne Vulgaris
  • Recent EU Clinical Trials:Effect of the administration of 75 mg of acetylsalicylic acid + 200mg of triglycerides of n-3 series fatty acids (omega 3 + ASA) on the biosynthesis of platelet thromboxane A2 in patients with cardiovascular disease.
  • Recent NIPH Clinical Trials:Effect of Guselkumab Treatment on Regulatory T-cell Subsets and Dendritic Cells Subsets in Psoriasis Patients
  • Inhalation Risk:Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly when dispersed.
  • Effects of Short Term Exposure:The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system and acid-base balance in the body. This may result in delirium and tremors.
  • Effects of Long Term Exposure:Repeated or prolonged contact with skin may cause dermatitis.
  • Plant Defense Hormone Salicylic acid (SA) functions as an essential plant defense hormone, promoting immunity against biotrophic and hemibiotrophic pathogens. It plays crucial roles in basal defense, amplification of local immune responses, and the establishment of systemic acquired resistance.
  • Role in Stress Reduction SA application can decrease plant stress caused by pollution and climate change. It initiates pathogenesis-related gene expression and synthesis of defensive compounds, enhancing local resistance and systemic acquired resistance. SA may alleviate pathogen virulence, heavy metal stresses, salt stress, and toxicities of other elements.
  • Physiological and Biochemical Effects Applied SA improves photosynthesis, growth, and various physiological and biochemical characteristics in stressed plants. It acts as an antioxidant, scavenging reactive oxygen species, and activating the antioxidant systems of plants. SA also reduces metal uptake from the growth medium, counteracting the oxidative damage caused by metal toxicity.
  • Biosynthesis and Signaling Pathways Salicylic acid is synthesized from chorismate through two distinct pathways in plants: the isochorismate (IC) and the phenylalanine ammonia-lyase (PAL) pathways. It is perceived by receptors such as NPR1 and its paralogues NPR3 and NPR4, stimulating downstream SA-responsive genes and inducing plant immune responses. Various SA-binding proteins (SABPs) may act as potential SA receptors, contributing to SA signaling.
  • Modifications and Regulation Salicylic acid can undergo modifications such as glycosylation, methylation, and amino acid conjugation, rendering it inactive or fine-tuning its accumulation, function, and mobility. These modifications affect the regulation of SA on plant immunity and growth, providing a mechanism for fine-tuning SA-mediated responses in plants.
Technology Process of Salicylic Acid

There total 723 articles about Salicylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
2-bromobenzoic-acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;
methyl salicylate; at 110 ℃; for 24h;
DOI:10.1055/s-0033-1340285
Guidance literature:
ortho-chlorobenzoic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;
methyl salicylate; at 110 ℃; for 24h;
DOI:10.1055/s-0033-1340285
Guidance literature:
anthranilic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;
methyl salicylate; at 110 ℃; for 24h;
DOI:10.1055/s-0033-1340285
Refernces

A new route of synthesis of 5-(N-phenethylamino)salicylic acid derivatives by rapid and selective reduction of the amide group with NaBH4/acetic acid

10.1080/00397910801982001

The study presents a novel synthetic method for the production of 5-(N-phenethylamino)salicylic acid derivatives, which are compounds with potential neuroprotective activity against N-methyl-D-aspartic acid (NMDA) neurotoxicity and strong antioxidant properties. The researchers utilized sodium borohydride (NaBH4) and acetic acid as the key reagents in a dioxane system to selectively reduce the amide group over the ester group in acyl-protected salicylic acid derivatives. This selective reduction was followed by the hydrolysis of the ester group to yield the desired salicylic acid products. The chemicals served the purpose of facilitating a rapid and selective synthesis route, which is advantageous for producing various 5-(N-phenethylamino)salicylic acid derivatives and can be applied to scaled-up production.

Binuclear and Polymeric Manganese(II) Salicylate Complexes: Synthesis, Crystal Structure and Catalytic Activity of and <n> (H2sal = salicylic acid, py = pyridine)

10.1039/DT9950000771

This research presents the synthesis, crystal structure, and catalytic activity of two manganese(II) salicylate complexes: [Mn2(Hsal)2(H2O)2] (complex 1) and polymeric [{Mn2(sal)2(Hsal)(H2O)(H2O)(py)4}n] (complex 2), where Hsal represents salicylic acid and py is pyridine. The study aims to contribute to the understanding of carboxylate-bridged multinuclear manganese complexes, which are of interest due to their relevance to Mn-containing enzymes and their potential as models for metal interactions with humic materials in the environment. The complexes were found to be air-stable and showed enhanced catalytic activity towards the disproportionation of H2O2 in the presence of added pyridine, suggesting a role for nitrogen-containing heterocyclic bases in manganocatalases. The chemicals used in the synthesis and characterization of these complexes include salicylic acid, manganese(II) chloride tetrahydrate, pyridine, and various solvents such as water, ethanol, dimethylformamide, and tetrahydrofuran.

Effect of hydrogen bonding on the coordination: Part 2. Semi-coordination in trans-di(salicylato)bis(1,3-diaminopropane-N,N')copper(II)

10.1016/S0020-1693(01)00605-3

The research aimed to investigate the impact of hydrogen bonding on coordination, particularly semi-coordination, in transition metal complexes, using trans-di(salicylato)bis(1,3-diaminopropane-N,N’)copper(II) as a model compound. The study employed single-crystal X-ray diffraction methods at 193(2) K to determine the crystal and molecular structure of the complex. The central copper(II) ion was found to occupy a center of symmetry within a monomeric complex unit, with the coordination polyhedron described as an axially elongated distorted octahedron, indicative of semi-coordination. The research concluded that semi-coordination is characterized by electrostatic attraction between the central copper(II) cation and repulsion between an electron lone pair of a ligand atom and the electron lone pair at the copper(II) 3dz2 atomic orbital. The chemicals used in the synthesis of the complex included salicylic acid, CuCO3, and 1,3-diaminopropane, with the final product being characterized by various analytical methods.

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