20-nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-21-amine

Base Information

• Chemical Name: 20-nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-21-amine
• CAS No.: 74305-50-3
• Molecular Formula: C₂₂H₂₅N₅O₁₄
• Molecular Weight: 583.466
• European Community (EC) Number: 636-135-2
• DSSTox Substance ID: DTXSID40391989
• Nikkaji Number: J503.964I
• Wikidata: Q82189845
• Mol file: 74305-50-3.mol

Synonyms:74305-50-3;21-Nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-20-amine;20-nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-21-amine;4'-NITRO-5'-(PICRYLAMINO)BENZO-18-CROWN-6;DTXSID40391989;4'-Picrylamino-5'-nitrobenzo-18-crown-6

Chemical Property of 20-nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-21-amine

Chemical Property:

• Melting Point: 185-188 °C
• PSA: 250.69000
• LogP: 5.06640
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 2
• Exact Mass: 583.13980049
• Heavy Atom Count: 41
• Complexity: 838

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCOCCOC2=C(C=C(C(=C2)[N+](=O)[O-])NC3=C(C=C(C=C3[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])OCCOCCO1

Technology Process of 20-nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-21-amine

There total 3 articles about 20-nitro-N-(2,4,6-trinitrophenyl)-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-trien-21-amine 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: 32.0%

4'-Picrylaminobenzo-18-crown-6 (74044-87-4) → Takagi reagent (74305-50-3)

Guidance literature:

With nitric acid; In chloroform; acetic acid; Ambient temperature;

DOI:10.1246/bcsj.53.1550

Reference yield:

4'-nitrobenzo-18-crown-6 (53408-96-1) → Takagi reagent (74305-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / ethanol

2: NaHCO₃ / methanol / 0.5 h

3: 32 percent / HNO₃ / CHCl₃; acetic acid / Ambient temperature

With hydrogen; nitric acid; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; ethanol; chloroform; acetic acid;

DOI:10.1246/bcsj.53.1550

Reference yield:

4-aminobenzo-18-crown-6 (68941-06-0) → Takagi reagent (74305-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / methanol / 0.5 h

2: 32 percent / HNO₃ / CHCl₃; acetic acid / Ambient temperature

With nitric acid; sodium hydrogencarbonate; In methanol; chloroform; acetic acid;

DOI:10.1246/bcsj.53.1550

upstream raw materials:

4'-Picrylaminobenzo-18-crown-6

4'-nitrobenzo-18-crown-6

4-aminobenzo-18-crown-6

Refernces