18-nitro-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine

• ChemBase ID: 75103
• Molecular Formular: C16H23NO8
• Molecular Mass: 357.35572
• Monoisotopic Mass: 357.1423667
• SMILES: O1c2c(cc(cc2)[N+](=O)[O-])OCCOCCOCCOCCOCC1
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)OCCOCCOCCOCCOCCO2
• InChI: InChI=1S/C16H23NO8/c18-17(19)14-1-2-15-16(13-14)25-12-10-23-8-6-21-4-3-20-5-7-22-9-11-24-15/h1-2,13H,3-12H2
• InChIKey: LQXOKBZWNFJJGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 18-nitro-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine
• IUPAC Traditional name: 18-nitro-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine
• Synonyms: 4'-Nitrobenzo-18-crown-6-ether; 4-Nitrobenzo-18-crown-6; 4′-Nitrobenzo-18-crown-6; 4-硝基苯并-18-冠-6醚; 4′-硝基苯并-18-冠-6

Database IDs

• CAS Number: 53408-96-1
• MDL Number: MFCD00143207
• Beilstein Number: 1604291
• PubChem SID: 162040021; 24886459
• PubChem CID: 602198

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 1.2384605
• LogD (pH = 7.4): 1.2384605
• Log P: 1.2384605
• Molar Refractivity: 87.5099 cm^3
• Polarizability: 34.16847 Å^3
• Polar Surface Area: 98.52 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-86 °C; 84-86°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 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: ≥98.0%; 99%
• Empirical Formula (Hill Notation): C16H23NO8

DETAILS

Sigma Aldrich - 72885

Other Notes
Reduction to the amine and used for preparing substituted benzo-18-crown-61,2; Preparation of ring-cleaved derivatives3