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

• ChemBase ID: 75104
• Molecular Formular: C14H21NO5
• Molecular Mass: 283.32024
• Monoisotopic Mass: 283.14197278
• SMILES: O1CCOc2c(ccc(c2)N)OCCOCCOCC1
• Canonical SMILES: Nc1ccc2c(c1)OCCOCCOCCOCCO2
• InChI: InChI=1S/C14H21NO5/c15-12-1-2-13-14(11-12)20-10-8-18-6-4-16-3-5-17-7-9-19-13/h1-2,11H,3-10,15H2
• InChIKey: CQNGAZMLFIMLQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-amine
• IUPAC Traditional name: 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-amine
• Synonyms: 4'-Aminobenzo-15-crown-5-ether; (Benzo-15-crown-5)-4′-ylamine; 4′-Aminobenzo-15-crown-5; (苯并-15-冠-5)-4′-基胺; 4'-氨基苯并-15-冠-5

Database IDs

• CAS Number: 60835-71-4
• MDL Number: MFCD00068686
• Beilstein Number: 1587285
• PubChem SID: 162040022; 24845980; 24864517
• PubChem CID: 2724797

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.46750504
• LogD (pH = 7.4): 0.5158726
• Log P: 0.51652586
• Molar Refractivity: 74.8463 cm^3
• Polarizability: 28.95063 Å^3
• Polar Surface Area: 72.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 76-78 °C(lit.); 77-79 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• 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: ≥97.0% (GC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C14H21NO5

DETAILS

Sigma Aldrich - 393428

Packaging
500 mg in glass bottle

Sigma Aldrich - 06910

Other Notes
Derivative of 15-crown-5 which can be derivatized by alkylation or acylation1,2