(2-carboxyethyl)triphenylphosphanium; tribroman-2-uide

• ChemBase ID: 301860
• Molecular Formular: C21H20Br3O2P
• Molecular Mass: 575.068061
• Monoisotopic Mass: 571.87510251
• SMILES: c1ccc(cc1)[P+](CCC(=O)O)(c1ccccc1)c1ccccc1.Br[Br-]Br
• Canonical SMILES: OC(=O)CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.Br[Br-]Br
• InChI: InChI=1S/C21H19O2P.Br3/c22-21(23)16-17-24(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20;1-3-2/h1-15H,16-17H2;/q;-1/p+1
• InChIKey: YYZOBYLMPAYJGX-UHFFFAOYSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-carboxyethyl)triphenylphosphanium; tribroman-2-uide
• IUPAC Traditional name: (2-carboxyethyl)triphenylphosphanium; tribroman-2-uide
• Synonyms: (2-Carboxyethyl)triphenylphosphonium tribromide; (2-羧乙基)三苯基三溴化膦

Database IDs

• CAS Number: 55985-85-8
• MDL Number: MFCD00051883
• Beilstein Number: 6262851

CALCULATED PROPERTIES

• Acid pKa: 3.8509989
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.68983
• LogD (pH = 7.4): 1.1045698
• Log P: 4.342787
• Molar Refractivity: 98.0052 cm^3
• Polarizability: 38.526382 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ca 159°C dec.

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: UN3261
• Hazard Class: 8
• Packing Group: II
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Product Information

• Purity: 98+%

REFERENCES

• Reagent for ɑ-bromination of ketones. Unsaturated ketones can be selectivelyɑ-brominated in high yield without bromination of the olefinic double bond: Tetrahedron Lett., 373 (1975); Synth. Commun., 19, 1091 (1989). See also 2-Pyrrolidinone hydrotribromide, L00177 for similar reagent.