[(2-aminophenyl)methyl]triphenylphosphanium bromide

• ChemBase ID: 148303
• Molecular Formular: C25H23BrNP
• Molecular Mass: 448.334581
• Monoisotopic Mass: 447.07514837
• SMILES: c1ccc(cc1)[P+](Cc1ccccc1N)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: Nc1ccccc1C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C25H23NP.BrH/c26-25-19-11-10-12-21(25)20-27(22-13-4-1-5-14-22,23-15-6-2-7-16-23)24-17-8-3-9-18-24;/h1-19H,20,26H2;1H/q+1;/p-1
• InChIKey: FBTZMAUPYYNVPM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2-aminophenyl)methyl]triphenylphosphanium bromide
• IUPAC Traditional name: [(2-aminophenyl)methyl]triphenylphosphanium bromide
• Synonyms: (2-Aminobenzyl)triphenylphosphonium bromide; (2-氨基苯甲基)三苯基溴化膦

Database IDs

• CAS Number: 78133-84-3
• MDL Number: MFCD00066987
• PubChem SID: 162242479; 24869256
• PubChem CID: 10961315

CALCULATED PROPERTIES

• Acid pKa: 18.409832
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 5.5207586
• LogD (pH = 7.4): 5.5233054
• Log P: 5.5233383
• Molar Refractivity: 116.5342 cm^3
• Polarizability: 45.176624 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 245 °C (dec.)(lit.)

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: 97%
• Linear Formula: H2NC6H4CH2P(C6H5)3Br

DETAILS

Sigma Aldrich - 456896

Packaging
5 g in glass bottle
Application
Reactant for:
• Intramolecular Wittig reaction1
• Preparation of 2,3-disubstituted indoles2
• Preparation of pyrrolocarbazoles as poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors3