15-nitro-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine

• ChemBase ID: 52519
• Molecular Formular: C14H19NO7
• Molecular Mass: 313.30316
• Monoisotopic Mass: 313.11615195
• SMILES: O1c2c(OCCOCCOCCOCC1)cc(cc2)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)OCCOCCOCCOCCO2
• InChI: InChI=1S/C14H19NO7/c16-15(17)12-1-2-13-14(11-12)22-10-8-20-6-4-18-3-5-19-7-9-21-13/h1-2,11H,3-10H2
• InChIKey: XIWRBQVYCZCEPG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 15-nitro-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine
• IUPAC Traditional name: 15-nitro-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine
• Synonyms: 4-Nitrobenzo-15-crown-5; (4'-Nitrobenzo)-15-crown-5; 4'-Nitrobenzo-15-crown-5; 15-Nitro-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine; 4′-Nitrobenzo-15-crown-5; 4-硝基苯并-15-冠-5醚; 4′-硝基苯并-15-冠-5

Database IDs

• CAS Number: 60835-69-0
• MDL Number: MFCD00060713
• Beilstein Number: 1598970
• PubChem SID: 24861004; 162057282
• PubChem CID: 143747

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.285436
• LogD (pH = 7.4): 1.285436
• Log P: 1.285436
• Molar Refractivity: 76.4664 cm^3
• Polarizability: 29.775866 Å^3
• Polar Surface Area: 89.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 93-95°C; 93-97 °C; 93-97 °C(lit.); 93-97°C; 97-99°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (GC); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C14H19NO7

DETAILS

Sigma Aldrich - 341878

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 72880

Other Notes
Reduction to the amino-crown and conversion to the isocyanate used for preparing urea- and urethane-modified crowns1,2