2,4-Dinitrobenzaldehyde

Base Information

• Chemical Name: 2,4-Dinitrobenzaldehyde
• CAS No.: 528-75-6
• Molecular Formula: C7H4N2O5
• Molecular Weight: 196.119
• Hs Code.: 29124990
• European Community (EC) Number: 208-440-7
• NSC Number: 36948
• UNII: ZAC919YU3Z
• DSSTox Substance ID: DTXSID30200778
• Nikkaji Number: J57.880K
• Wikidata: Q27295229
• Mol file: 528-75-6.mol

Synonyms:2,4-dinitrobenzaldehyde

Chemical Property of 2,4-Dinitrobenzaldehyde

Chemical Property:

• Appearance/Colour: straw to brown crystalline powder
• Vapor Pressure: 9.4E-05mmHg at 25°C
• Melting Point: 66-70 °C(lit.)
• Refractive Index: 1.66
• Boiling Point: 339.1 °C at 760 mmHg
• Flash Point: 202.5 °C
• PSA: 108.71000
• Density: 1.571 g/cm³
• LogP: 2.36190
• Storage Temp.: -20°C Freezer
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 196.01202123
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

98% ^*data from raw suppliers

2,4-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=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C=O
• Uses: 2,4-Dinitrobenzaldehyde is a reagent used in the preparation of Schiff bases.

Technology Process of 2,4-Dinitrobenzaldehyde

There total 27 articles about 2,4-Dinitrobenzaldehyde 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: 87.0%

2-(2,4-Dinitro-phenyl)-[1,3]dithiolane → 2,4-dinitrobenzaldehyde (528-75-6)

Guidance literature:

With nitric acid; arsenic(III) trioxide; In dichloromethane; at 0 - 5 ℃;

DOI:10.1016/0040-4039(96)00146-3

Reference yield: 80.0%

(2,4-dinitrophenyl)nitromethane → 2,4-dinitrobenzaldehyde (528-75-6)

Guidance literature:

With sodium methylate; ozone; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02552-0

Reference yield: 68.0%

meta-dinitrobenzene (99-65-0) + dichloromethane (75-09-2) → 2,4-dinitrobenzaldehyde (528-75-6)

Guidance literature:

dichloromethane; With n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 0.25h; Inert atmosphere;

meta-dinitrobenzene; In tetrahydrofuran; hexane; at -100 ℃; for 0.00833333h; regioselective reaction; Further stages; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01676

upstream raw materials:

2,4-dinitrotoluene

2,3-dimethyl-4-nitroso-aniline

N-(2,4-dinitro-benzyl)-aniline

1-(2,4-dinitro-benzyl)-pyridinium; iodide

Downstream raw materials:

5-(2,4-dinitro-benzylidene)-pyrimidine-2,4,6-trione

4-nitro-2-p-tolylsulfanyl-benzaldehyde

2-nitro-4-p-tolylsulfanyl-benzaldehyde

2.4-dinitro-trans-cinnamic acid

Refernces

• 1、 Nanda, Binita,Nanda, Braja B.,Pradhan, Manas Ranjan,Rath, Dharitri,Sethi, Ratikanta. "α-MnO2 modified exfoliated porous g-C3N4 nanosheet (2D) for enhanced photocatalytic oxidation efficiency of aromatic alcohols". . . Retrieved 2021/06/18.
• 2、 Khutorianskyi, Viktor V.,Klepetá?ová, Blanka,Beier. "Vicarious Nucleophilic Chloromethylation of Nitroaromatics". supporting information. p. 5443 - 5446. Retrieved 2019/07/03.