diethyl [(4-chlorophenyl)methyl]phosphonate

• ChemBase ID: 74915
• Molecular Formular: C11H16ClO3P
• Molecular Mass: 262.669701
• Monoisotopic Mass: 262.05255868
• SMILES: P(=O)(OCC)(OCC)Cc1ccc(cc1)Cl
• Canonical SMILES: CCOP(=O)(Cc1ccc(cc1)Cl)OCC
• InChI: InChI=1S/C11H16ClO3P/c1-3-14-16(13,15-4-2)9-10-5-7-11(12)8-6-10/h5-8H,3-4,9H2,1-2H3
• InChIKey: BVQPVBZRJSFOEZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(4-chlorophenyl)methyl]phosphonate
• IUPAC Traditional name: diethyl (4-chlorophenyl)methylphosphonate
• Synonyms: Diethyl(4-chlorobenzyl)phosphonate; p-(Chlorobenzyl)phosphonic acid diethyl ester; NSC 202843; Diethyl 4-chlorobenzylphosphonate; 4-Chlorobenzylphosphonic acid diethyl ester; Diethyl 4-chlorobenzylphosphonate; 4-氯苄基膦酸二乙酯; 4-氯苄基磷酸二乙酯

Database IDs

• CAS Number: 39225-17-7
• EC Number: 254-365-8
• MDL Number: MFCD00051568
• Beilstein Number: 1346690
• PubChem SID: 24874530; 162039833
• PubChem CID: 99240

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.9038808
• LogD (pH = 7.4): 2.9038808
• Log P: 2.9038808
• Molar Refractivity: 65.181 cm^3
• Polarizability: 26.105938 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 153-155°C/0.6mm; 162 °C(lit.)
• Flash Point: >110 °C; >110°C(230°F); >230 °F
• Density: 1.082; 1.19 g/mL at 25 °C(lit.)
• Refractive Index: 1.5060; n20/D 1.509(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%; 98+%
• Linear Formula: ClC6H4CH2P(O)(OC2H5)2

DETAILS

Sigma Aldrich - 526061

Packaging
10 g in glass bottle
Application
Reactant for:
• Preparation of chromenone and chromene derivatives as anti-picornavirus capsid-binders1
• Preparation of wide band gap monomers and silafluorene copolymers with blue electroluminescence, as emitter layer in organic LEDs2
• Asymmetric synthesis of gamma-nitrophosphonates via Michael addition with nitroalkenes3
• Wittig-Horner reactions4