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208213

Sigma-Aldrich

Polyphosphoric acid

greener alternative

reagent grade, 115% H3PO4 basis

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About This Item

Linear Formula:
Hn+2PnO3n+1
CAS Number:
8017-16-1
EC Number:
232-417-0
MDL number:
MFCD00084480
UNSPSC Code:
12352106
eCl@ss:
38070203
NACRES:
NA.21

grade

reagent grade

Quality Level

200

Assay

115% H3PO4 basis

form

viscous liquid

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

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bp

300 °C (lit.)

density

2.06 g/mL at 25 °C

greener alternative category

Enabling,

InChI

1S/O5P2.H3O4P/c1-2-7-4-3-6(1)5-7;1-5(2,3)4/h;(H3,1,2,3,4)

InChI key

FVYIVXLIMHNYTD-UHFFFAOYSA-N

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General description

Polyphosphoric acid (PPA) is widely employed as acylation and alkylation reagent in various reactions. It is a strong mineral acid with excellent dehydrating properties.

Application

Polyphosphoric acid may be used in the synthesis of aromatic sulfones, N-substituted amides and 4-aminobenzophenones. It may also be used in dehydration, Fischer-Indole Synthesis, Beckmann Rearrangement and Schmidt Rearrangement reactions. It can be used as a catalyst in the synthesis of various aromatic ketones.
PPA may be used as a catalyst during the synthesis of dimethyl carbonate (DMC) from urea and methanol. It also acts as an absorbent for the ammonia generated in the process. PPA may be used to prepare silica-supported polyphosphoric acid (PPA-SiO2), an easy to handle, reusable heterogenous catalyst.

Other Notes

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H290,H314

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Certificates of Analysis (COA)

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Silica-supported polyphosphoric acid (PPA-SiO2): An efficient and reusable heterogeneous catalyst for ecofriendly organic synthesis.
Vekariya RH, et al.
Synthetic Communications, 46(3), 197-219 (2016)
906. Synthetic uses of polyphosphoric acid.
Denton DA and Suschitzky H.
Journal of the Chemical Society, 4741-4743 (1963)
Synthesis of dimethyl carbonate from urea and methanol using polyphosphoric acid as catalyst.
Sun J, et al.
J. Mol. Catal. A: Chem., 239(1), 82-86 (2005)
Meng-Yang Chang et al.
Organic letters, 14(9), 2198-2201 (2012-04-21)
A straightforward synthesis of 3,8-dimethoxy-10,11-dihydrobenzo[j]fluoranthen-12-ones 1 is reported in a seven-step route from biphenyl-4,4'-diol 2 via the transformation of a double Claisen rearrangement, cross metathesis with ethyl acrylate, and polyphosphoric acid (PPA)-promoted Friedel-Crafts electrophilic benzannulation in good yields.
Stanimir Manolov et al.
Molecules (Basel, Switzerland), 18(2), 1869-1880 (2013-02-05)
We report herein an application of an α-amidoalkylation reaction, as an alternative efficient synthesis of 4-aryl- and 4-methyl-1,2,3,4-tetrahydroisoquinoline derivatives. The amides required for this purpose would result from reaction of aminoacetaldehyde dimethylacetal with different substituted benzenes in polyphosphoric acid, followed
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