3,5-Dinitrosalicylaldehyde

Base Information

• Chemical Name: 3,5-Dinitrosalicylaldehyde
• CAS No.: 2460-59-5
• Deprecated CAS: 1186391-14-9
• Molecular Formula: C7H4N2O6
• Molecular Weight: 212.119
• Hs Code.: 2913000090
• European Community (EC) Number: 219-551-5
• DSSTox Substance ID: DTXSID4062434
• Nikkaji Number: J216.099D
• Wikidata: Q69756903
• Mol file: 2460-59-5.mol

Synonyms:3,5-dinitrosalicylaldehyde

Chemical Property of 3,5-Dinitrosalicylaldehyde

Chemical Property:

• Appearance/Colour: YELLOW TO ORANGE POWDER OR CRYSTALLINE POWDER
• Vapor Pressure: 0.000585mmHg at 25°C
• Melting Point: 68-70 °C(lit.)
• Boiling Point: 301.5 °C at 760 mmHg
• PKA: 2.06±0.44(Predicted)
• Flash Point: 133.3 °C
• PSA: 128.94000
• Density: 1.721 g/cm³
• LogP: 2.06750
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water, 0.6 g/100 mL (18°C).
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 212.00693585
• Heavy Atom Count: 15
• Complexity: 282

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxy-3,5-dinitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C=O)O)[N+](=O)[O-])[N+](=O)[O-]
• Uses: It is used to produce 3-(2-hydroxy-3,5-dinitro-phenyl)-propenal with acetaldehyde. 3,5-Dinitrosalicylaldehyde has been used in the preparation of salicyldimine ligand via Schiff base condensation with allyl-substituted aniline, 3-hydroxycoumarins2, chromogenic proteinase substrates and ruthenium(II) chiral Schiff base complexes.

Technology Process of 3,5-Dinitrosalicylaldehyde

There total 8 articles about 3,5-Dinitrosalicylaldehyde 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:

Reference yield: 67.0%

2-methyl-benzyl alcohol (89-95-2) → 3,5-dinitrosalicylaldehyde (2460-59-5)

Guidance literature:

at 20 - 120 ℃; for 0.0166667h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.03.059

Reference yield: 57.0%

5-Nitrosalicylaldehyde (97-51-8) → 3,5-dinitrosalicylaldehyde (2460-59-5)

Guidance literature:

With sulfuric acid; nitric acid; at 20 ℃; Cooling with ice;

DOI:10.1016/j.dyepig.2015.04.027

Reference yield:

dinoseb (88-85-7) → 3,5-dinitrosalicylaldehyde (2460-59-5) + 1,2-dihydroxy-4-nitrobenzene (3316-09-4) + 3,5-dinitrocatechol (7659-29-2)

Guidance literature:

With TiO₂ nanoparticles loaded on silica-alumina aerogels from industrial fly ash; In water; at 40 - 280 ℃; for 5h; pH=4.86; Reagent/catalyst; Concentration; Kinetics; UV-irradiation;

DOI:10.1016/S1872-2067(16)62546-9

upstream raw materials:

salicylaldehyde

dimethyl sulfoxide

1-chloro-2,4-dinitro-benzene

nitric acid

Downstream raw materials:

6,8-dinitro-1',3',3'-trimethylspiro<2H-1-benzopyran-2,2'-indoline>

Refernces

• 1、 Abdullah, Ayse,Nevell, Thomas G.,Sammes, Peter G.,Roxburgh, Craig J.. "Unusual thermo(photo)chromic properties of some mononitro- and dinitro- substituted 3′-alkyl indolospirobenzopyrans This paper is dedicated to the memory of Dr Thomas G. Nevell.". . p. 57 - 72. Retrieved 2015/06/02.
• 2、 -. "Method for producing optically active salicylaldimine copper complex". . . Retrieved 2008/06/13.