2,3,5,6-Tetrafluoroaniline Chemical Properties

Melting point:

31-32 °C(lit.)

Boiling point:

158 °C(lit.)

Density 

1,744 g/cm³

Flash point:

145 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

perchloric acid: soluble

pka

-0.22±0.10(Predicted)

form 

powder to lump to clear liquid

color 

White or Colorless to Light orange to Yellow

BRN 

2211579

InChI

InChI=1S/C6H3F4N/c7-2-1-3(8)5(10)6(11)4(2)9/h1H,11H2

InChIKey

SPSWJTZNOXMMMV-UHFFFAOYSA-N

SMILES

C1(N)=C(F)C(F)=CC(F)=C1F

CAS DataBase Reference

700-17-4(CAS DataBase Reference)

NIST Chemistry Reference

2,3,5,6-Tetrafluoroaniline(700-17-4)

Safety Information

Hazard Codes 

Xi,T,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-36

RIDADR 

2941

WGK Germany 

3

Hazard Note 

Toxic

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214200

MSDS

• Language:English Provider:2,3,5,6-Tetrafluoroaniline
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
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2,3,5,6-Tetrafluoroaniline Usage And Synthesis

Uses

2,3,5,6-Tetrafluoroaniline is a white solid and an important pharmaceutical and pesticide intermediate. It can be used as a raw material to synthesize a variety of drugs that are effective in treating inflammation and depression, and has good pharmaceutical effects.

Chemical Properties

WHITE CRYSTALLINE MASS

Synthesis

The general procedure for the synthesis of 2,3,5,6-tetrafluoroaniline from 4-amino-2,3,5,6-tetrafluorobenzonitrile was as follows: 867.6 grams of sulfuric acid with a mass fraction of 90% was added to the reactor, and the temperature was raised to 100°C. The reaction was carried out at a uniform rate. Under stirring, 482 g of 4-amino-2,3,5,6-tetrafluorobenzonitrile was added at a uniform rate, and the addition process was controlled to be completed within 2 hours. After the addition was completed, the reaction temperature was maintained at 100 °C to continue the reaction for 3 hours. Subsequently, 165 g of water was added to the reaction system, the sulfuric acid concentration was diluted to 80%, and the reaction temperature was raised to 120 °C and maintained at this temperature for 10 hours. After that, the reaction temperature was further increased to 130°C and the reaction was continued for 5 hours. Upon completion of the reaction, the reaction system was cooled to room temperature. Under the cooling condition, 300 g of water was added to the reaction system, and then 1715 g of 45% aqueous sodium hydroxide solution was slowly added dropwise for neutralization until the pH reached 9. After the neutralization was completed, the temperature was raised for distillation, and ultimately, 410 g of a white solid product 2,3,5,6-tetrafluoroaniline was obtained with a purity of 99.8% and a yield of 98%.

References

[1] Patent: CN107915647, 2018, A. Location in patent: Paragraph 0024; 0026; 0027; 0029
[2] C. A., 1968, vol. 69, p. 35787
[3] , Gmelin Handbook: F: PerFHalOrg.7, 1, page 1 - 84,

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