bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl]methyl}phosphonate

• ChemBase ID: 75011
• Molecular Formular: C13H30O6P2
• Molecular Mass: 344.321222
• Monoisotopic Mass: 344.15176194
• SMILES: P(=O)(OC(C)C)(OC(C)C)CP(=O)(OC(C)C)OC(C)C
• Canonical SMILES: CC(OP(=O)(CP(=O)(OC(C)C)OC(C)C)OC(C)C)C
• InChI: InChI=1S/C13H30O6P2/c1-10(2)16-20(14,17-11(3)4)9-21(15,18-12(5)6)19-13(7)8/h10-13H,9H2,1-8H3
• InChIKey: ODTQUKVFOLFLIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl]methyl}phosphonate
• IUPAC Traditional name: diisopropyl (diisopropoxyphosphoryl)methylphosphonate
• Synonyms: Tetraisopropyl (methylene)bisphosphonate; Methylenediphosphonic acid tetraisopropyl ester; Methylenephosphonic acid tetraisopropyl ester; Tetraisopropyl methylenediphosphonate; 亚甲基二磷酸四异丙酯

Database IDs

• CAS Number: 1660-95-3
• EC Number: 216-765-0
• MDL Number: MFCD00015021
• Beilstein Number: 1080180
• PubChem SID: 24866704; 162039929
• PubChem CID: 74266

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.8761985
• LogD (pH = 7.4): 2.8761985
• Log P: 2.8761985
• Molar Refractivity: 82.4773 cm^3
• Polarizability: 34.123604 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 122-124°C/1.5mm; 155 °C/0.5 mmHg(lit.)
• Flash Point: 160 °C; 160°C(320°F); 320 °F
• Density: 1.08 g/mL at 25 °C(lit.); 1.080
• Refractive Index: 1.4340; n20/D 1.431(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-36; 26-39-60
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338; P280-P305+P351+P338-P310
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%; 98%
• Linear Formula: CH2[P(O)[OCH(CH3)2]2]2

DETAILS

Sigma Aldrich - 426431

Packaging
25 mL in glass bottle

REFERENCES

• Horner-Wadsworth-Emmons olefination (see Appendix 1) with carbonyl compounds yields vinylphosphonates: Synth. Commun., 10, 299 (1980). A synthesis of allenes via a double HWE olefination has been described: Tetrahedron, 58, 83 (2002):
  
• gem-Bisphosphonates have application in bone tissue therapy: Synthesis, 661 (1991).