diethyl (2-bromoethyl)phosphonate

• ChemBase ID: 74906
• Molecular Formular: C6H14BrO3P
• Molecular Mass: 245.051321
• Monoisotopic Mass: 243.98639294
• SMILES: P(=O)(OCC)(OCC)CCBr
• Canonical SMILES: BrCCP(=O)(OCC)OCC
• InChI: InChI=1S/C6H14BrO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-6H2,1-2H3
• InChIKey: PINITSMLVXAASM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (2-bromoethyl)phosphonate
• IUPAC Traditional name: diethyl 2-bromoethylphosphonate
• Synonyms: Diethyl (2-bromoethyl)phosphonate; 2-Bromoethylphosphonic acid diethyl ester; Diethyl 2-bromoethanephosphonate; (2-Bromoethyl)phosphonic acid diethyl ester; NSC 119421; NSC 2672; Diethyl 2-bromoethylphosphonate; 2-溴乙基磷酸二乙酯; 2-溴乙基膦酸二乙酯

Database IDs

• CAS Number: 5324-30-1
• EC Number: 226-193-3
• MDL Number: MFCD00000239
• Beilstein Number: 1766077
• PubChem SID: 162039824; 24894252; 24849931
• PubChem CID: 79218

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3247354
• LogD (pH = 7.4): 1.3247354
• Log P: 1.3247354
• Molar Refractivity: 48.0904 cm^3
• Polarizability: 19.417126 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 75 °C/1 mmHg(lit.); 98-100°C/1mm; 98-100°C/1mm
• Flash Point: >110°C; >110°C(230°F); 110 °C; 230 °F
• Density: 1.275; 1.348 g/mL at 25 °C(lit.)
• Refractive Index: 1.4605; 1.4610; n20/D 1.461; n20/D 1.461(lit.)
• Hydrophobicity(logP): 0.558

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥97.0% (GC); 95%; 95+%; 97%
• Grade: purum
• Linear Formula: BrCH2CH2P(O)(OCH2CH3)2

DETAILS

Sigma Aldrich - D91152

Packaging
5, 25 g in glass bottle
Application
Reactant involved in:
• Radical coupling1
• Synthesis of organosoluble zirconium phosphonate nanocomposites2
• Click-chemistry3
• Asymmetric epoxidation of unfunctionalized olefins4
• Negishi alkyl-aryl cross-coupling5
• Synthesis of hydrolytically stable phosphonic acids for use as dental adhesives6

Sigma Aldrich - 16148

Other Notes
Synthesis of N-substit. 2-aminoethylphosphonic acids7,8,9; Prep. of zinc-copper reagent and reaction with electrophiles10
Application
Reactant involved in:
• Radical coupling1
• Synthesis of organosoluble zirconium phosphonate nanocomposites2
• Click-chemistry3
• Asymmetric epoxidation of unfunctionalized olefins4
• Negishi alkyl-aryl cross-coupling5
• Synthesis of hydrolytically stable phosphonic acids for use as dental adhesives6