19-nitro-N-(2,4,6-trinitrophenyl)-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-amine

• ChemBase ID: 156702
• Molecular Formular: C22H25N5O14
• Molecular Mass: 583.459
• Monoisotopic Mass: 583.13980051
• SMILES: c1c(cc(c(c1[N+](=O)[O-])Nc1cc2c(cc1[N+](=O)[O-])OCCOCCOCCOCCOCCO2)[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc2OCCOCCOCCOCCOCCOc2cc1Nc1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C22H25N5O14/c28-24(29)15-11-18(26(32)33)22(19(12-15)27(34)35)23-16-13-20-21(14-17(16)25(30)31)41-10-8-39-6-4-37-2-1-36-3-5-38-7-9-40-20/h11-14,23H,1-10H2
• InChIKey: FAUKOFGGYQDNKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 19-nitro-N-(2,4,6-trinitrophenyl)-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-amine
• IUPAC Traditional name: 19-nitro-N-(2,4,6-trinitrophenyl)-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-amine
• Synonyms: Takagi’s reagent; 4′-Nitro-5′-(picrylamino)benzo-18-crown-6; Takagi 试剂; 4′-硝基-5′-(苦基氨基)苯并-18-冠-6

Database IDs

• CAS Number: 74305-50-3
• MDL Number: MFCD00216734
• Beilstein Number: 4629880
• PubChem SID: 162250839
• PubChem CID: 3384353

CALCULATED PROPERTIES

• Acid pKa: 7.341354
• H Acceptors: 15
• H Donor: 1
• LogD (pH = 5.5): 3.7922785
• LogD (pH = 7.4): 3.478983
• Log P: 3.798339
• Molar Refractivity: 138.9744 cm^3
• Polarizability: 50.92101 Å^3
• Polar Surface Area: 250.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 185-188 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (UV)
• Empirical Formula (Hill Notation): C22H25N5O14

DETAILS

Sigma Aldrich - 73786

Other Notes
Chromoionophore used for the determination of potassium with a sensor1,2,3