8.07471
Polyphosphoric acid
より環境に優しい選択肢
for synthesis
別名:
Polyphosphoric acid, PPA
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この商品について
化学式:
HO[P(OH)(O)O](n)H
CAS番号:
UNSPSC Code:
12352301
EC Index Number:
232-417-0
NACRES:
NA.22
MDL number:
Assay:
83-87% P2O5 basis (acidimetric)
Form:
viscous liquid
Grade:
synthesis grade
grade
synthesis grade
Quality Segment
vapor pressure
2 hPa ( 20 °C)
assay
83-87% P2O5 basis (acidimetric)
form
viscous liquid
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bp
530 °C/1013 hPa
mp
-20 °C
density
2.06 g/cm3 at 20 °C
greener alternative category
storage temp.
2-30°C
SMILES string
[P](=O)(O)(O)O.[p]21[o][p]([o][o]2)[o][o]1
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
General description
Polyphosphoric acid (PPA) is a strong mineral acid that combines orthophosphoric acid and linear phosphoric acids. It is widely used in organic synthesis because of its powerful dehydrating properties, low nucleophilicity of the phosphoric acid media, good solvation power, relatively mild acidity, and low oxidation potential. Even though PPA is a significantly weaker acid than H2SO4, it demonstrates 100% dehydration rate.
Application
Polyphosphoric acid (PPA) can be used as a reagent:
PPA can also be used as a catalyst to synthesize:
PPA is also used with other reagents for various organic transformations. For example:
- In acylation and alkylation reactions.
- To synthesize cyclic aromatic compounds via cyclization of aromatic acids, esters, ketones, aldehydes, acetals, alcohols, and alkenes.
- In Bischler−Napieralski reaction to construct isoquinoline ring system from phenethylformamides.
- To prepare substituted indoles at position-2 from hydrazones via Fisher indole synthesis.
- For the conversion of oximes into amides via Beckmann rearrangement.
PPA can also be used as a catalyst to synthesize:
- Aniline derivatives by Lossen rearrangement of aromatic carboxylic acids with nitromethane.
- Amides by hydrolysis nitriles.
- Dimethyl carbonate (DMC) from urea and methanol.
- Benzofurans by cyclization of α-phenoxy ketones.
PPA is also used with other reagents for various organic transformations. For example:
- PPA/Ethanethiol mixture can be used to selectively open one epoxide in bis-epoxy steroid.
- PPA/POCl3 catalytic mixture used to convert tertiary alcohols into corresponding chlorides.
- PPA/acetic acid is used to synthesize nonenolizable β-diketones.
- PPA/potassium iodide mixture used to convert primary methyl ether to a primary alkyl iodide.
- PPA/nitric acid catalytic combination used for nitration reactions which is less hazardous than Ac2O/HNO3 mixtures.
Features and Benefits
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Analysis Note
Assay (acidimetric, calc. as P₂O₅): 83.0 - 87.0 %
Due to its specific melting range the product may be solid, liquid, a solidified melt or a supercooled melt.
Due to its specific melting range the product may be solid, liquid, a solidified melt or a supercooled melt.
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
wgk
WGK 1
flash_point_f
does not flash
flash_point_c
does not flash
保管分類
8B - Non-combustible corrosive hazardous materials
適用法令
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Substances Subject to be Indicated Names
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Substances Subject to be Notified Names
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