N-(dicyclopropylmethylideneamino)-2,4-dinitroaniline

Base Information

• Chemical Name: N-(dicyclopropylmethylideneamino)-2,4-dinitroaniline
• CAS No.: 7327-86-8
• Molecular Formula: C13H14N4O4
• Molecular Weight: 290.2747
• NSC Number: 135142
• DSSTox Substance ID: DTXSID40300157
• ChEMBL ID: CHEMBL2130629
• Mol file: 7327-86-8.mol

Synonyms:MLS002920256;7327-86-8;NSC135142;CHEMBL2130629;DTXSID40300157;CCG-53860;AKOS000609143;NSC-135142;SMR001797852;SR-01000642996-1

Chemical Property of N-(dicyclopropylmethylideneamino)-2,4-dinitroaniline

Chemical Property:

• Vapor Pressure: 3.19E-08mmHg at 25°C
• Boiling Point: 448.1°Cat760mmHg
• Flash Point: 224.8°C
• Density: 1.64g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 290.10150494
• Heavy Atom Count: 21
• Complexity: 448

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(=NNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C3CC3

Technology Process of N-(dicyclopropylmethylideneamino)-2,4-dinitroaniline

There total 4 articles about N-(dicyclopropylmethylideneamino)-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: 75.0%

1-(Dicyclopropylmethylene-amino)-8-methylene-8,8a-dihydro-3aH-cyclopenta[a]indene-2,3,3-tricarbonitrile (142422-03-5) → 1-Amino-8-methylene-8,8a-dihydro-3aH-cyclopenta[a]indene-2,3,3-tricarbonitrile (142422-04-6) + Dicyclopropylketone (2,4-dinitrophenyl)hydrazone (7327-86-8)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; benzene; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00043a024

Reference yield: 74.0%

4--6-methylenebicyclo<3.3.0>oct-3-ene-2,2,3-tricarbonitrile (133752-41-7) → 3-Amino-4-methylene-4,5,6,6a-tetrahydro-3aH-pentalene-1,1,2-tricarbonitrile (133744-80-6) + Dicyclopropylketone (2,4-dinitrophenyl)hydrazone (7327-86-8)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; benzene; for 10h; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00043a024

Reference yield:

dicyclopropylmethanol (14300-33-5) → Dicyclopropylketone (2,4-dinitrophenyl)hydrazone (7327-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Fe(NO₃)3-kieselguhr supported reagent / CH₂Cl₂ / 1 h / Heating

With Fe(NO₃)3-kieselguhr supported reagent; In dichloromethane;

DOI:10.1080/00397910600775309

upstream raw materials:

4--6-methylenebicyclo<3.3.0>oct-3-ene-2,2,3-tricarbonitrile

1-(Dicyclopropylmethylene-amino)-8-methylene-8,8a-dihydro-3aH-cyclopenta[a]indene-2,3,3-tricarbonitrile

(2,4-dinitro-phenyl)-hydrazine

dicyclopropyl ketone