2,6-Dinitroaniline

Base Information

• Chemical Name: 2,6-Dinitroaniline
• CAS No.: 606-22-4
• Molecular Formula: C6H5N3O4
• Molecular Weight: 183.123
• Hs Code.: 29214210
• European Community (EC) Number: 210-108-1
• NSC Number: 93399
• UNII: 8W27G0QBD7
• DSSTox Substance ID: DTXSID70209402
• Nikkaji Number: J55.369G
• Wikidata: Q27271104
• Mol file: 606-22-4.mol

Synonyms:2,6-Dinitroaniline;606-22-4;Benzenamine, 2,6-dinitro-;2,6-Dinitrobenzenamine;Aniline, 2,6-dinitro-;NCI-C60753;CCRIS 3108;EINECS 210-108-1;MFCD00007148;NSC 93399;BRN 2214886;UNII-8W27G0QBD7;AI3-52363;8W27G0QBD7;NSC-93399;NSC93399;2,6-Dinitrobenzenam-ine;WLN: WNR BZ CNW;SCHEMBL65199;2,6-Dinitroaniline, 95%;(2,6-dinitro-phenyl)-amine;SCHEMBL15630446;DTXSID70209402;2,6-DINITROANILINE [MI];STR03602;STL199159;AKOS003588999;AC-2794;LS-19779;AM20050053;D0815;FT-0610711;EN300-39942;A23808;AE-641/30106013;W-111703;Q27271104

Chemical Property of 2,6-Dinitroaniline

Chemical Property:

• Appearance/Colour: orange-brown crystalline powder
• Vapor Pressure: 3.33E-05mmHg at 25°C
• Melting Point: 133-135 °C
• Refractive Index: 1.679
• Boiling Point: 354.5 °C at 760 mmHg
• PKA: pK1:-5.23(+1) (25°C)
• Flash Point: 168.2 °C
• PSA: 117.66000
• Density: 1.586 g/cm³
• LogP: 2.71280
• Storage Temp.: Store below +30°C.
• Water Solubility.: practically insoluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 183.02800565
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

99.5% ^*data from raw suppliers

2,6-dinitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R26/27/28:; R33:; R44:
• Hazard Codes: T,T+
• Statements: 23/24/25-33-44-26/27/28
• Safety Statements: 28-37-45-36/37-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])N)[N+](=O)[O-]
• Uses: 2,6-Dinitroaniline is used for organic synthesis intermediates, dyes intermediates, used in the preparation of 2,6-dinitroiodobenzene. It act as a precursor for various new 1,2,3-trisubstituted halobenzene derivatives.

Technology Process of 2,6-Dinitroaniline

There total 39 articles about 2,6-Dinitroaniline 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%

1-chloro-2,6-dinitrobenzene (606-21-3) → 2,6-dinitroaniline (606-22-4)

Guidance literature:

With ammonium hydroxide; In formamide; at 120 ℃; for 6h;

Reference yield:

(2,6-dinitro-phenyl)-(4-nitro-benzyl)-ether + ammonia (7664-41-7) → 4-nitrobenzyl chloride (619-73-8) + 2,6-dinitroaniline (606-22-4)

Guidance literature:

at 80 - 100 ℃; im geschlossenen Rohr;

Reference yield:

→ N-(1-ethylpropyl)-3,4-dimethyl-benzenamine (56038-89-2) + 2,6-dinitroaniline (606-22-4)

Guidance literature:

upstream raw materials:

N,o-dinitroaniline

2,6-dinitroanisole

1-iodo-2,6-dinitrobenzene

2-nitro-aniline

Downstream raw materials:

N-(2,6-dinitro-phenyl)-phthalimide

(2,6-dinitro-phenyl)-(2-nitro-phenyl)-amine

1,2,3-triaminobenzene

meta-dinitrobenzene

Refernces

• 1、 -. "Preparation method of 4-amino-1, 3-dihydro-benzimidazole-2-one". Paragraph 0040. . Retrieved 2020/07/15.
• 2、 Onys'ko, P. P.,Proklina, N. V.,Prokopenko, V. P.,Gololobov, Yu. G.. "N-NITROARYL DERIVATIVES OF PHOSPHAZIDES AND PHOSPHAZO COMPOUNDS. I. ACID CLEAVAGE OF PHOSPHAZIDES". . p. 289 - 296. Retrieved 2007/10/02.