2-azatricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaene-2-carbonyl chloride

• ChemBase ID: 151048
• Molecular Formular: C15H10ClNO
• Molecular Mass: 255.699
• Monoisotopic Mass: 255.04509163
• SMILES: c1ccc2c(c1)C=Cc1ccccc1N2C(=O)Cl
• Canonical SMILES: ClC(=O)N1c2ccccc2C=Cc2c1cccc2
• InChI: InChI=1S/C15H10ClNO/c16-15(18)17-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)17/h1-10H
• InChIKey: APJYHXJGXDPGBA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,9,11,13-heptaene-2-carbonyl chloride; 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carbonyl chloride
• IUPAC Traditional name: 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,9,11,13-heptaene-2-carbonyl chloride; 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carbonyl chloride
• Synonyms: Dibenz [b,f]azepine-5-carbonyl chloride; 5H-Dibenz[b,f]azepine-5-carbonyl Chloride; 5-(Chlorocarbonyl)-5H-dibenz[b,f]azepine; N-(Chlorocarbonyl)-5H-dibenz[b,f]azepine; Iminostilbene N-Carbonyl Chloride; 亚氨基芪甲酰氯

Database IDs

• CAS Number: 33948-22-0
• MDL Number: MFCD00792462
• PubChem SID: 24879048; 162245207
• PubChem CID: 182151

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.1063027
• LogD (pH = 7.4): 4.1063027
• Log P: 4.1063027
• Molar Refractivity: 73.9243 cm^3
• Polarizability: 27.658745 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Methanol
• Apperance: Pink Solid
• Melting Point: 149-153 °C(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C15H10ClNO

DETAILS

Sigma Aldrich - 548644

Packaging
5 g in glass bottle

Toronto Research Chemicals - I445010

An intermediate in the preparation of Carbamazepine.

REFERENCES

• Bellucci, G., et al.: J. Med. Chem., 30, 768 (1987)
• Takayama, H., et al.: Bioorg. Med. Chem. Lett., 17, 4729 (1987)