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380814

Sigma-Aldrich

Eaton′s Reagent

Synonym(s):

Phosphorus pentoxide, 7.7 wt. % in methanesulfonic acid

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About This Item

CAS Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.21

form

liquid

Quality Level

concentration

7.2-8.5% P2O5 (by NaOH, titration)

refractive index

n20/D 1.435

bp

122 °C/1 mmHg

density

1.5 g/mL at 25 °C

SMILES string

CS(O)(=O)=O.O=P(=O)OP(=O)=O

InChI

1S/CH4O3S.O5P2/c1-5(2,3)4;1-6(2)5-7(3)4/h1H3,(H,2,3,4);

InChI key

JHNLZOVBAQWGQU-UHFFFAOYSA-N

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General description

Eaton′s Reagent contains 7.7wt% phosphorus pentoxide in methanesulfonic acid. It is commonly used as a catalyst and condensing agent.

Application

Eaton′s Reagent may be used in the synthesis of the following:
  • Fluorene-based hole-transporting material.
  • Mono and bis-chalcone derivatives via Claisen-Schmidt condensation reaction between arylaldehydes and ketones.
  • 4-Hydroxycoumarins and 4-hydroxy-2-quinolinones derivatives.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1A - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Revisit: Eaton's reagent catalyzed synthesis of mono and bis-chalcone derivatives.
Tupare D, et al.
Letters in Organic Chemistry, 9(7), 526-529 (2012)
A new benzimidazole/carbazole hybrid bipolar material for highly efficient deep-blue electrofluorescence, yellow-green electrophosphorescence, and two-color-based white
OLEDs.
Hung WY, et al.
Journal of Materials Chemistry, 20(45), 10113-10119 (2010)
New ambipolar hosts based on carbazole and 4, 5-diazafluorene units for highly efficient blue phosphorescent OLEDs with low efficiency roll-off.
Zheng CJ, et al.
Chemistry of Materials, 24(4), 643-650 (2012)
Clean and convenient one-pot synthesis of 4-hydroxycoumarin and 4-hydroxy-2-quinolinone derivatives.
Gao WT, et al.
Synthetic Communications, 40(5), 732-738 (2010)

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