dibenzyl chloromethyl phosphate

• ChemBase ID: 157512
• Molecular Formular: C15H16ClO4P
• Molecular Mass: 326.711901
• Monoisotopic Mass: 326.0474733
• SMILES: c1ccc(cc1)COP(=O)(OCc1ccccc1)OCCl
• Canonical SMILES: ClCOP(=O)(OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C15H16ClO4P/c16-13-20-21(17,18-11-14-7-3-1-4-8-14)19-12-15-9-5-2-6-10-15/h1-10H,11-13H2
• InChIKey: FVTHQGOGQRTOMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibenzyl chloromethyl phosphate
• IUPAC Traditional name: dibenzyl chloromethyl phosphate
• Synonyms: Dibenzyl (chloromethyl) phosphate; Dibenzyl chloromethyl phosphate; 二苯基氯甲基磷酸酯

Database IDs

• CAS Number: 258516-84-6
• MDL Number: MFCD16652586
• PubChem SID: 162251649
• PubChem CID: 11484214

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.1764817
• LogD (pH = 7.4): 4.1764817
• Log P: 4.1764817
• Molar Refractivity: 81.9634 cm^3
• Polarizability: 32.65923 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0%; ≥97.0% (HPLC); 95+%
• Contains: 1% tri-Butylamine as stabilizer
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C15H16ClO4P

DETAILS

Sigma Aldrich - 86546

Application
Synthesis of water-soluble prodrugs of lipophilic alcohols, phenols and amines. This compound is an improved derivative of the well known Di-tert-butyl chloromethyl phosphate. So it can be detected more easily by HPLC-UV, because of higher stability, higher yields and better UV-activity.