ethyl diphenylphosphinite

• ChemBase ID: 75021
• Molecular Formular: C14H15OP
• Molecular Mass: 230.242061
• Monoisotopic Mass: 230.08605173
• SMILES: P(c1ccccc1)(c1ccccc1)OCC
• Canonical SMILES: CCOP(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C14H15OP/c1-2-15-16(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,2H2,1H3
• InChIKey: JCRCPEDXAHDCAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl diphenylphosphinite
• IUPAC Traditional name: ethyl diphenylphosphinite
• Synonyms: Ethyldiphenylphosphinite; Ethyl diphenylphosphinite; Diphenylphosphinous acid ethyl ester; Ethoxydiphenylphosphine; Diphenylethoxyphosphine; Ethyl diphenylphosphinite; 二苯基次磷酸乙酯; 乙氧基二苯基膦; 二苯基乙氧基膦

Database IDs

• CAS Number: 719-80-2
• EC Number: 211-951-8
• MDL Number: MFCD00009087
• Beilstein Number: 1641750
• PubChem SID: 24848957; 162039939
• PubChem CID: 69754

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.0386
• LogD (pH = 7.4): 4.0386
• Log P: 4.0386
• Molar Refractivity: 67.9441 cm^3
• Polarizability: 27.027954 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 179-180°C/14mm
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.064; 1.066 g/mL at 25 °C(lit.)
• Refractive Index: 1.5900; n20/D 1.59(lit.)

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Linear Formula: (C6H5)2POC2H5

DETAILS

Sigma Aldrich - 149489

Packaging
5 g in glass bottle

REFERENCES

• Arbuzov reaction with alkyl halides gives diphenyl phosphine oxides, useful as Wittig-Horner intermediates. See, for example: Synthesis, 126 (1977); Tetrahedron Lett., 2433 (1979); Appendix 1.
• An iminophosphorane, formed with an azido ester (Staudinger), reacts with a carboxyl group to form an amide, providing the basis of a novel peptide coupling method. The reaction occurs at lower temperatures with this reagent rather than tributyl- or triphenylphosphine: J. Org. Chem., 50, 2601 (1985). See Appendix 6.