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Perfluoropropionic acid

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Perfluoropropionic acid Basic information

Product Name:
Perfluoropropionic acid
Synonyms:
  • 2,2,3,3,3-Pentafluoropropanoic acid
  • pentafluoro-propionicaci
  • Propanoic acid, pentafluoro-
  • Propionic acid, pentafluoro-
  • IPC-PFFA-3
  • 2,2,3,3,3-PENTAFLUOROPROPIONIC ACID
  • Pentafluorpropionsure
  • uoropropionic Acid
CAS:
422-64-0
MF:
C3HF5O2
MW:
164.03
EINECS:
207-021-6
Product Categories:
  • Organic Fluorinated Building Blocks
  • Other Fluorinated Organic Building Blocks
  • Trifluoromethyl
  • Alkyl Fluorinated Building Blocks
  • Building Blocks
  • C1 to C5
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Fluorinated Building Blocks
  • Organic Building Blocks
  • organofluorine compounds
  • Analytical Chemistry
  • Ion-Pair Reagents for HPLC
  • LC/MS Ion-Pair Reagents for Basic Samples
Mol File:
422-64-0.mol
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Perfluoropropionic acid Chemical Properties

Boiling point:
96-97 °C (lit.)
Density 
1.561 g/mL at 25 °C (lit.)
vapor density 
~5.6 (vs air)
vapor pressure 
~40 mm Hg ( 20 °C)
refractive index 
n20/D 1.284(lit.)
Flash point:
None
storage temp. 
Store below +30°C.
Water Solubility 
Soluble in water
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
0.38±0.10(Predicted)
form 
Liquid
color 
Clear colorless to slightly brown
Specific Gravity
1.561
Sensitive 
Hygroscopic
BRN 
1773387
Stability:
hygroscopic
Major Application
PFAS testing
InChI
1S/C3HF5O2/c4-2(5,1(9)10)3(6,7)8/h(H,9,10)
InChIKey
LRMSQVBRUNSOJL-UHFFFAOYSA-N
SMILES
OC(=O)C(F)(F)C(F)(F)F
CAS DataBase Reference
422-64-0(CAS DataBase Reference)
NIST Chemistry Reference
Pentafluoropropionic acid(422-64-0)
EPA Substance Registry System
Pentafluoropropionic acid (422-64-0)
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Safety Information

Hazard Codes 
C
Risk Statements 
20-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
RTECS 
UF6475000
3
Hazard Note 
Corrosive
TSCA 
TSCA listed
HazardClass 
8
PackingGroup 
III
HS Code 
29159080
Storage Class
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Inhalation
Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B
Toxicity
LD10 orl-rat: 750 mg/kg GTPZAB10(3),13,66

MSDS

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Perfluoropropionic acid Usage And Synthesis

Chemical Properties

Perfluoropropionic acid (PFPrA[2]) or pentafluoropropionic acid is the perfluoroalkyl carboxylic acid with the formula CF3CF2CO2H. It is a clear colourless to slightly brown liquid that is strongly acidic and soluble in water and polar organic solvents.

Uses

Pentafluoropropionic acid is used as an efficient catalyst for the preparation of dibenzo[a, j] xanthenes by condensation reaction of beta-naphthol with aryl aldehydes.

Uses

Pentafluoropropionic acid (Perfluoropropionic acid) was used in the analysis of gentamicin with Gemini column by liquid chromatographic (LC) methods.

General Description

The kinetics of the reaction of pentafluoropropionic acid with fluorine atoms was studied.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion.When heated to decomposition it emits toxic fumes of Fí.

Synthesis

A cogeneration process of hexafluoroisopropyl methyl ether and pentafluoropropionic acid:

(1) weighing 32 g of methanol in a 250 mL round-bottomed flask, to which 8.1 g of sodium methanol was added and stirred until it was fully dissolved, to obtain a methanol solution of sodium methanol;

(2) weighing 31.6 g of perfluoro-2-methyl-2,3-epoxypentane in the methanol solution of sodium methanol from step 1), sealing the Round bottom flask, it will be placed in a cold bath at 0 ??, 700r/min stirring reaction for 2h, to get the product containing the mixture;

(3) the product of step 2) will be filtered to remove insoluble salts, to the filtrate to add deionized water to wash three times to remove methanol, aqueous wash solution after fractionation to take the lower layer of the liquid distillation, the purity of 99.5% of the hexafluoroisopropyl methyl ether and pentafluoropropionic acid Methyl pentafluoropropionate;

(4) add 400mL of sulfuric acid with a concentration of 1 mol/L to methyl pentafluoropropionate, stirring at 60??C for 3h, and distillate at the end of the reaction to obtain pentafluoropropionic acid with a purity of 99%.

This hexafluoroisopropyl methyl ether cogeneration process of pentafluoropropionic acid adopts methoxy alkali metal salt and perfluoro-2-methyl-2,3-epoxypentane as the main raw materials, and carries out ring-opening alkylation reaction under the condition of alcohol solvent to obtain hexafluoroisopropyl methyl ether and pentafluoropropionic acid at the same time, and avoids the problems of hexafluoroisopropanol as raw materials in the existing technology which is expensive, and dimethyl sulphate is a highly toxic alkylation reagent, and its The process route is simple, and both the main product and by-product have economic value, which is suitable for industrial application.

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