2150-45-0

Basic information

• Product Name: METHYL 3,5-DIHYDROXYBENZOATE
• Synonyms: METHYL 2,6-DIHYDROXYBENZOATE;METHYL-A-RESORCYLATE;GAMMA-RESORCYLIC ACID METHYL ESTER;2,6-DIHYDROXYBENZOIC ACID METHYL ESTER;3,5-DIHYDROXYBENZOIC ACID METHYL ESTER;AKOS 227-38;ALPHA-RESORCYLIC ACID METHYL ESTER;RARECHEM AL BF 0252
• CAS NO: 2150-45-0
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15
• Product Categories: Aromatic Esters;Esters;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;C8 to C9;Carbonyl Compounds
• Mol File: 2150-45-0.mol
• Article Data: 29

Chemical Properties

• Melting Point: 67-70 °C(lit.)
• Boiling Point: 253.6°Cat760mmHg
• Flash Point: 101.1°C
• Appearance: /
• Density: 1.354g/cm³
• Vapor Pressure: 0.0113mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Acetone (Slightly), Methanol (Slightly)
• PKA: 9.24±0.10(Predicted)
• CAS DataBase Reference: METHYL 3,5-DIHYDROXYBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3,5-DIHYDROXYBENZOATE(2150-45-0)
• EPA Substance Registry System: METHYL 3,5-DIHYDROXYBENZOATE(2150-45-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 2150-45-0(Hazardous Substances Data)

Usage

Uses

Methyl 2,6-dihydroxybenzoate may be used for the preparation of methyl 2-hydroxy-6-methoxybenzoate and oxamyl propionic acid.

General Description

Methyl 2,6-dihydroxybenzoate can be synthesized from 2,6-dihydroxybenzoic acid. Multiple fluorescences in methyl 2,6-dihydroxybenzoate have been investigated. Its short wavelength (387) and long wavelength (500) emissions are reported to arise from extramolecularly hydrogen-bonded and intramolecularly hydrogen-bonded species.

InChI:InChI=1/C8H8O4/c1-12-8(11)7-5(9)3-2-4-6(7)10/h2-4,9-10H,1H3

Upstream product

• 67-56-1 methanol 
• 303-07-1 2,6-Dihydroxybenzoic acid 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 108-46-3 recorcinol 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 25983-51-1 2,6-bis(benzyloxy)benzoic acid methyl ester 
• 124479-80-7 2‐(methoxycarbonyl)‐1,3‐phenylene diacetate 
• 79205-25-7 4-methylpyoluteorin O,O-diacetate 
• 186581-53-3 diazomethane 

Downstream Products

• 60237-95-8 2,6-dihydroxy-benzoic acid dimethylamide 
• 116865-53-3 2,6-bis-(tetra-O-acetyl-β-D-glucopyranosyloxy)-benzoic acid methyl ester 
• 74292-73-2 2-allyloxy-6-hydroxybenzoic acid methyl ester 
• 529-61-3 euxanthone 
• 51798-17-5 3-Butyryl-2,6-dihydroxy-benzoic acid methyl ester 
• 577779-05-6 2,6-bis-(3,4,5-tris-benzyloxy-benzyloxy)-benzoic acid methyl ester 
• 436864-52-7 2-(4-tert-butoxycarbonylaminobutoxy)-6-hydroxybenzoic acid methyl ester 
• 577778-91-7 2,6-bis-(2,6-bis-benzyloxy-benzyloxy)-benzoic acid methyl ester 
• 79128-15-7 2,6-di(isopropoxy)benzoic acid 
• 138536-87-5 5-<2,6-bis(benzyloxy)phenyl>-15-(4-formylphenyl)-2,8,12,18-tetrahexyl-3,7,13,17-tetramethylporphine 
• 138536-88-6 4'-[(1Z,4Z,9Z,15Z)-15-(2,6-Bis-benzyloxy-phenyl)-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-porphyrin-5-yl]-biphenyl-4-carbaldehyde 
• 138536-89-7 4-{4-[(1Z,4Z,9Z,15Z)-15-(2,6-Bis-benzyloxy-phenyl)-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-porphyrin-5-yl]-benzyl}-benzaldehyde 
• 138692-79-2 4-[(1Z,4Z,9Z,15Z)-15-(2,6-Bis-benzyloxy-phenyl)-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-porphyrin-5-yl]-[1,1';4',1'']terphenyl-4''-carbaldehyde 
• 130442-13-6 2-(methoxycarbonyl)-3-(tetradecyloxy)phenol 

Relevant articles and documents

Anti-inflammatory glycosides from the roots of Paeonia intermedia C. A. Meyer

Three new phenolic glycosides, intermedia A–C (1–3), one new acyclic alcohol glycoside, intermedia D (4), together with 3 known glycosides (5–7), were isolated from the dried roots of Paeonia intermedia C. A. Meyer. Their structures were established by means of extensive spectroscopic analysis (HRESIMS, NMR). Compound 1 have a rare benzo[1,5]dioxepine skeleton. The bioassay results showed that compound 3 exhibited inhibitory activity against proinflammatory cytokines nitric oxide (NO) secretion in LPS-activated RAW264.7 cells with an IC50 value of 85.76 ± 1.36 μM.

Synthesis, photochemical isomerization and photophysical properties of hydrazide-hydrazone derivatives

Hydrazide-hydrazone derivatives have been utilized in molecular switches, sensing, metallo assemblies, drugs and other applications. The hydrazide-hydrazone functional group contains the -CO-NH-NCH- moiety that yields the hydrazide-hydrazone group its physical, chemical and biochemical properties; however, the application in security protection has not been explored before. Herein, the 2-(ortho-), 3-(meta-), 4-(para-) substituted pyridine conjugated to 2,6-dihydroxybenzoic acid, which containing hydrazide-hydrazone as photoswitch linker were designed and synthesized (3a-3c). Interestingly, when irradiating the ortho-substituted pyridine of molecule 3a with a light of 365 nm, obvious emission intensity enhancements were detected. However, 3a-3c before irradiation and 3b-3c after irradiation show no fluorescence. UV-vis, fluorescence, 1H NMR and Fourier transform infrared spectra and density functional theory calculations were carried out, which revealed that the hydrazide-hydrazone derivative of 3a could undergo a characteristic E to Z photoisomerization after light irradiation for 365 nm. The Z isomer of 3a may have additional intramolecular hydrogen bonds to restrict the motions of the molecule, thus increasing the fluorescence intensity of 3a. The experimental and molecular calculation results agreed and thus demonstrated the first example of invisible ink based on the hydrazide-hydrazone motif.

Pyrimidine salicylic acid derivative as well as preparation method and application thereof

The invention provides a pyrimidine salicylic acid derivative as well as a preparation method and application thereof. The chemical structural formula of the pyrimidine salicylic acid derivative is represented by a formula (I) (shown in the description). The preparation method comprises the step of reacting by virtue of acid of bispyribac-sodium and trifluoroethanol or 4-butenol in an organic solvent in the presence of triethylamine and 1-hydroxybenzotriazole, so as to obtain the compound of the formula (I). The preparation method is simple in operation and relatively high in yield, the prepared pyrimidine salicylic acid derivative is low in dose and high in activity, has herbicidal activities to agricultural weeds such as dicotyledon weeds and monocotyledon weeds at 15g/hm, particularly has relatively prevention effects to the after-treatment of seedlings of goosefoots and crab grass and can be taken as a candidate compound of herbicides, a new choice is provided for the new species of the herbicides, and the pyrimidine salicylic acid derivative has potential industrial application prospects.