N-butyl-2,4-dinitroaniline

Base Information

• Chemical Name: N-butyl-2,4-dinitroaniline
• CAS No.: 13059-86-4
• Molecular Formula: C10H13 N3 O4
• Molecular Weight: 239.231
• Hs Code.: 2921420090
• European Community (EC) Number: 654-438-8
• NSC Number: 92781
• DSSTox Substance ID: DTXSID50926807
• Nikkaji Number: J47.538F
• Wikidata: Q63395811
• Mol file: 13059-86-4.mol

Synonyms:N-butyl-2,4-dinitroaniline;13059-86-4;NSC92781;SCHEMBL14294847;DTXSID50926807;MFCD00024403;NSC-92781;STK208992;AKOS003512782;N-BUTYL-2,4-DINITROBENZENAMINE;Q63395811

Chemical Property of N-butyl-2,4-dinitroaniline

Chemical Property:

• Vapor Pressure: 4.17E-06mmHg at 25°C
• Boiling Point: 384.2°C at 760 mmHg
• Flash Point: 186.1°C
• PSA: 103.67000
• Density: 1.313g/cm³
• LogP: 3.83440
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 239.09060590
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of N-butyl-2,4-dinitroaniline

There total 52 articles about N-butyl-2,4-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: 99.7%

N-(n-butyl)-2,4-dinitrotrifluoroacetanilide (64899-09-8) → 2,4-dinitro-N-butylaniline (13059-86-4) + trifluoroacetic anhydride (407-25-0)

Guidance literature:

With tris buffers; cetyltrimethylammonim bromide; at 25 ℃; Rate constant; hydrolysis, other quaterner amines;

Reference yield: 89.0%

N-(n-butyl)aniline (1126-78-9) → 2,4-dinitro-N-butylaniline (13059-86-4)

Guidance literature:

With bismuth (III) nitrate pentahydrate; palladium diacetate; In 2,2,2-trifluoroethanol; trifluoroacetic acid; at 20 - 90 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.013

Reference yield: 82.0%

2,4-dinitrophenyl diphenylphosphinate (75599-76-7) + N-butylamine (109-73-9,85404-21-3) → 2,4-dinitro-N-butylaniline (13059-86-4) + diphenyl-phosphinic acid (1707-03-5)

Guidance literature:

With n-butanethiol; triethylamine; In acetone; for 24h;

upstream raw materials:

2,4-Dinitrofluorobenzene

N-butylamine

1-iodo-2,4-dinitrobenzene

ethanol

Downstream raw materials:

2,4-Dinitrophenol

2,4-Dinitroanilin

N¹-butyl-4-nitrobenzene-1,2-diamine

N-(n-butyl)-2,4-dinitrotrifluoroacetanilide

Refernces

• 1、 Athanassakis, Vassilios,Bunton, Clifford A.,Buzzaccarini, de Francesco. "Reactions of Primary Amines with 2,4-Dinitrochlorobenzene in Microemulsions". . p. 5862 - 5865. Retrieved 1986.
• 2、 Vargas, Elba B. de,Rossi, Rita H. de. "Kinetic Study of the Reaction of N-(2,4-Dinitrophenyl)imidazole with Piperidine and n-Butylamine". . p. 3978 - 3983. Retrieved 1984.
• 3、 Barra, Monica,Rossi, Rita H. de,Vargas, Elba B. de. "Catalysis by Cyclodextrins in Nucleophilic Aromatic Substitution Reactions. 2. Amines as Nucleophiles". . p. 5004 - 5008. Retrieved 1987.
• 4、 Ross. "-". . p. 2113. Retrieved 1959.
• 5、 Ross,Finkelstein. "-". . p. 6547. Retrieved 1957.
• 6、 Huertas, Inma,Gallardo, Iluminada,Marquet, Jordi. "Direct coupling of nucleophiles with nitroaromatic compounds via fluoride-promoted oxidative nucleophilic aromatic substitution for hydrogen". . p. 3439 - 3441. Retrieved 2001.
• 7、 R?s?dean, Dora-M.,Machida, Takashi,Sada, Kazuki,Pudney, Christopher R.,Panto?, G. Dan. "Flavin mimetics: Synthesis and photophysical properties". . . Retrieved 2021/01/28.
• 8、 Valvi, Arun,Tiwari, Shraeddha. "“Zero VOC” Synthetic Strategy – Aromatic Amination Reactions in Deep Eutectic Solvents". . p. 4933 - 4939. Retrieved 2018/09/11.