Tetranitrocalix[4]arene

Base Information

• Chemical Name: Tetranitrocalix[4]arene
• CAS No.: 109051-62-9
• Molecular Formula: C28H20N4O12
• Molecular Weight: 604.48
• DSSTox Substance ID: DTXSID90447066
• Wikidata: Q82265844
• Mol file: 109051-62-9.mol

Synonyms:tetranitrocalix[4]arene;109051-62-9;p-Nitrocalix[4]arene;5,11,17,23-tetranitropentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol;5,11,17,23-Tetranitro-25,26,27,28-tetrahydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5;5,11,17,23-Tetranitro-25,26,27,28-tetrahydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene;AGN-PC-0NC9AL;SCHEMBL711842;DTXSID90447066;AKOS026705974;F1170-0390;5,11,17,23-tetranitropentacyclo[19.3.1.1?,?.1?,??.1??,??]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,26,27,28-tetrol

Chemical Property of Tetranitrocalix[4]arene

Chemical Property:

• Melting Point: 140-142 °C
• Boiling Point: 816.1±65.0 °C(Predicted)
• PKA: 5.79±0.20(Predicted)
• PSA: 264.20000
• Density: 1.619±0.06 g/cm3(Predicted)
• LogP: 6.91120
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 0
• Exact Mass: 604.10777209
• Heavy Atom Count: 44
• Complexity: 875

Purity/Quality:

99%,98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2=CC(=CC(=C2O)CC3=CC(=CC(=C3O)CC4=C(C(=CC(=C4)[N+](=O)[O-])CC5=C(C1=CC(=C5)[N+](=O)[O-])O)O)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of Tetranitrocalix[4]arene

There total 4 articles about Tetranitrocalix[4]arene 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: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → p-nitrocalix(4)arene (109051-62-9)

Guidance literature:

With hydrogenchloride; for 0.05h; microwave irradiation;

DOI:10.1080/00397910802138959

Reference yield: 88.0%

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene (157432-87-6,288302-11-4,288302-12-5,60705-62-6) → p-nitrocalix(4)arene (109051-62-9)

Guidance literature:

With nitric acid; acetic acid; In dichloromethane; for 5h;

DOI:10.1081/SCC-100103269

Reference yield: 84.0%

25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8,74568-07-3) → p-nitrocalix(4)arene (109051-62-9)

Guidance literature:

With aluminium trichloride; potassium nitrate; In acetonitrile; at 0 ℃; for 2h;

DOI:10.1080/00397919708007300

upstream raw materials:

25,26,27,28-tetrakis(hydroxy)calix[4]arene

5,11,17,23-tetrakis(bromomethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾ ,10,12,15⁽²⁶⁾ ,16,18,21,23-dodecaene-25,26,27,28-tetrol

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

formaldehyd