diethyl [(4-methylphenyl)methyl]phosphonate

• ChemBase ID: 1898
• Molecular Formular: C12H19O3P
• Molecular Mass: 242.251221
• Monoisotopic Mass: 242.1071811
• SMILES: c1(ccc(cc1)C)CP(=O)(OCC)OCC
• Canonical SMILES: CCOP(=O)(Cc1ccc(cc1)C)OCC
• InChI: InChI=1S/C12H19O3P/c1-4-14-16(13,15-5-2)10-12-8-6-11(3)7-9-12/h6-9H,4-5,10H2,1-3H3
• InChIKey: QKGBKPZAXXBLJE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(4-methylphenyl)methyl]phosphonate
• IUPAC Traditional name: diethyl (4-methylphenyl)methylphosphonate
• Synonyms: Diethyl p-tolylmethylphosphonate; [(4-Methylphenyl)methyl]phosphonic acid diethyl ester; Diethyl-4-methylbenzylphosphonate; Diethyl(4-methylbenzyl)phosphonate; Diethyl 4-Methylbenzylphosphonate; 4-Methylbenzylphosphonic acid diethyl ester; Diethyl 4-methylbenzylphosphonate; 4-甲基苄基膦酸二乙酯; 4-甲基苄基磷酸二乙酯

Database IDs

• CAS Number: 3762-25-2
• EC Number: 223-180-4
• MDL Number: MFCD00041385
• Beilstein Number: 2940626
• PubChem SID: 24874529; 46506403; 160965353
• PubChem CID: 3050

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.8394997
• LogD (pH = 7.4): 2.8394997
• Log P: 2.8394997
• Molar Refractivity: 65.4174 cm^3
• Polarizability: 25.96407 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.55
• LOG S: -2.21
• Solubility (Water): 1.48e+00 g/l

PROPERTIES

Physical Property

• Boiling Point: 110 °C/0.2 mmHg(lit.); 146-148°C/0.6mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.07 g/mL at 25 °C(lit.); 1.070
• Refractive Index: 1.4960; n20/D 1.497(lit.)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 97%; 98+%
• Linear Formula: CH3C6H4CH2P(O)(OC2H5)2

DETAILS

DrugBank - DB02138

Drug information: experimental

Sigma Aldrich - 526053

Packaging
10 g in glass bottle
Application
Reactant involved in:
• Synthesis of stilbenes via oxidation and Horner-Emmons reactions1
• Intramolecular cyclization of aryl ethers, amines, and amides2
• Studies of the effects of functional groups on the performance of blue organic LEDs3,4
• Olefination reactions5
• Preparation of antimalarial agents6