3,5-Dinitroaniline

Base Information

• Chemical Name: 3,5-Dinitroaniline
• CAS No.: 618-87-1
• Molecular Formula: C6H5N3O4
• Molecular Weight: 183.123
• Hs Code.: 29214200
• European Community (EC) Number: 210-567-8
• NSC Number: 284
• UNII: 0AHR6K1N73
• DSSTox Substance ID: DTXSID0044151
• Nikkaji Number: J60.423B
• Wikidata: Q27236538
• Mol file: 618-87-1.mol

Synonyms:3,5-DINITROANILINE;618-87-1;Aniline, 3,5-dinitro-;Benzenamine, 3,5-dinitro-;CCRIS 3109;NSC 284;EINECS 210-567-8;BRN 0648811;UNII-0AHR6K1N73;0AHR6K1N73;NSC-284;3,5-Dinitroanilin;NSC284;Aniline,5-dinitro-;MFCD00007263;3,5-dinitro aniline;1-amino-3,5-dinitrobenzene;SCHEMBL65293;3,5-Dinitroaniline, 97%;Benzeneamine, 3,5-dinitro-;DTXSID0044151;(3,5-DINITROPHENYL)AMINE;STL560140;AKOS001116893;AS-47691;LS-19780;D2458;FT-0632587;EN300-18766;F15469;A833468;AO-800/41069722;J-200051;Q27236538

Chemical Property of 3,5-Dinitroaniline

Chemical Property:

• Appearance/Colour: yellow to brownish yellow powder
• Vapor Pressure: 1.54E-06mmHg at 25°C
• Melting Point: 160-162 °C(lit.)
• Refractive Index: 1.679
• Boiling Point: 397.9 °C at 760 mmHg
• PKA: pK1:0.229(+1) (25°C)
• Flash Point: 194.4 °C
• PSA: 117.66000
• Density: 1.586 g/cm3
• LogP: 2.71280
• Water Solubility.: Practically insoluble in water
• XLogP3: 1.9
• 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:

98%min ^*data from raw suppliers

3,?5-?Dinitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-33
• Safety Statements: 28-37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])N
• Uses: 3,?5-?Dinitroaniline is an dye/stain. Dyes and metabolites.

Technology Process of 3,5-Dinitroaniline

There total 38 articles about 3,5-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: 84.0%

1,3,5-trinitrobenzene (99-35-4) → 3, 5-dinitroaniline (618-87-1)

Guidance literature:

With ammonia; In water; at 180 ℃; for 3h; Autoclave;

DOI:10.1080/00397910701837412

Reference yield: 61.0%

4-methoxybenzyl methyl ketone (122-84-9) + 2-methyl-1-(3,5-dinitrophenyl)hydrazine hydrochloride → 3-(4-methoxyphenyl)-2-methyl-4,6-dinitro-1H-indole + 1-((3,5-dinitrophenyl)amino)-1-(4-methoxyphenyl)propan-2-one + 2-((3,5-dinitrophenyl)amino)-1-(4-methoxyphenyl)-propan-1-one + 3, 5-dinitroaniline (618-87-1)

Guidance literature:

In ethanol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.1c00203

Reference yield:

1,3,5-trinitrobenzene (99-35-4) → 5-nitrobenzene-1,3-diamine (5042-55-7) + 3, 5-dinitroaniline (618-87-1)

Guidance literature:

upstream raw materials:

1,3,5-trinitrobenzene

3,5-dinitrobenzoic acid

3,5-dinitrobenzoyl azide

1-fluoro-2,4-dinitrobenzene

Downstream raw materials:

N-(3,5-dinitro-phenyl)-maleamic acid

(3,5-dinitro-phenyl)-carbamic acid ethyl ester

N-(3,5-dinitrophenyl)-acetamide

2-bromo-3,5-dinitro-aniline

Refernces

• 1、 ?ud, Mateja,Glasovac, Zoran,Margeti?, Davor. "The utilization of ball milling in synthesis of aryl guanidines through guanidinylation and N-Boc-deprotection sequence". . p. 109 - 115. Retrieved 2018/11/30.
• 2、 Hoshino, Yujiro,Ohtsuka, Naoya,Okada, Takuya,Honda, Kiyoshi. "One-pot synthesis of primary amines from carboxylic acids through rearrangement of in situ generated hydroxamic acid derivatives". supporting information. p. 5304 - 5307. Retrieved 2016/11/16.