diphosphooxidane; methanesulfonic acid

• ChemBase ID: 158679
• Molecular Formular: CH4O8P2S
• Molecular Mass: 238.050182
• Monoisotopic Mass: 237.91021135
• SMILES: CS(=O)(=O)O.O=P(=O)OP(=O)=O
• Canonical SMILES: CS(=O)(=O)O.O=P(=O)OP(=O)=O
• InChI: InChI=1S/CH4O3S.O5P2/c1-5(2,3)4;1-6(2)5-7(3)4/h1H3,(H,2,3,4)
• InChIKey: JHNLZOVBAQWGQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diphosphooxidane; methanesulfonic acid
• IUPAC Traditional name: diphosphooxidane; methanesulfonic acid
• Synonyms: Phosphorus pentoxide, 7.7 wt. % in methanesulfonic acid; Eaton′s Reagent; Phosphorus pentoxide, 7.5 wt % in methanesulfonic acid; Eaton's Reagent; 五氧化二磷，7.7重量% 的甲磺酸溶液; 伊顿试剂

Database IDs

• CAS Number: 39394-84-8
• MDL Number: MFCD00070545
• PubChem SID: 24863771; 162252815
• PubChem CID: 16149098

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.4728
• LogD (pH = 7.4): -0.4728
• Log P: -0.4728
• Molar Refractivity: 20.7938 cm^3
• Polarizability: 8.441127 Å^3
• Polar Surface Area: 77.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 122 °C/1 mmHg
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.5 g/mL at 25 °C; 1.515
• Refractive Index: 1.4350; n20/D 1.435

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C); X
• UN Number: 2922; UN3265
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-34; 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H302
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2922 8/PG 2

Product Information

• Purity: P2O5 ca 7.5% w/w

DETAILS

Sigma Aldrich - 380814

Packaging
100, 500 mL in glass bottle

REFERENCES

• Lower viscosity alternative to polyphosphoric acid for dehydration and cyclization reactions. Gives high yields in the Beckmann rearrangement: J. Org. Chem., 35, 4071 (1973). For an example of cyclodehydration, see: J. Chem. Soc., Perkin 1, 2956 (1981).
• For further examples and discussion of the utility of this reagent, see: Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley, Chichester (1995), vol. 6, p. 4129.