4-(HEXAFLUORO-2-HYDROXYISOPROPYL)ANILINE Chemical Properties

Melting point:

147-152 °C

Boiling point:

292.9±40.0 °C(Predicted)

Density 

1.505±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

pka

9.86±0.15(Predicted)

form 

Crystalline Powder

color 

Light brown

BRN 

1473737

InChI

InChI=1S/C9H7F6NO/c10-8(11,12)7(17,9(13,14)15)5-1-3-6(16)4-2-5/h1-4,17H,16H2

InChIKey

TZEJXCIGVMTMDY-UHFFFAOYSA-N

SMILES

C(O)(C(F)(F)F)(C(F)(F)F)C1C=CC(N)=CC=1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26

RIDADR 

2811

Hazard Note 

Irritant/Keep Cold under Argon

HazardClass 

IRRITANT

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29221990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-(HEXAFLUORO-2-HYDROXYISOPROPYL)ANILINE Usage And Synthesis

Uses

2-(4-aminobenzene)-1,1,1,3,3,3-hexafluoro-2-propanol can be used to prepare bisphenol AF. Bisphenol AF (hexafluorobisphenol A: 2,2-bis-(4-hydroxyphenyl)hexafluoropropane) is mainly used as a vulcanization accelerator for fluororubber.

Chemical Properties

Light brown crystalline powder

Synthesis

To a xylene solution of aniline (7, 21.47 mmol) and p-toluenesulfonic acid (pTSA, 1.28 mmol) was added hexafluoroacetone trihydrate (8, 64.42 mmol) and the reaction mixture was heated to reflux for 5 hours. Upon completion of the reaction, it was cooled to room temperature to allow the product 4-(hexafluoro-2-hydroxyisopropyl)aniline (9) to crystallize and precipitate, which was collected by filtration and used directly in the next step of the reaction.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 6, p. 1638 - 1642
[2] European Journal of Medicinal Chemistry, 2016, vol. 122, p. 744 - 755
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990, vol. 39, # 2.2, p. 323 - 328
[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990, # 2, p. 383 - 389
[5] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990, vol. 39, # 2.2, p. 323 - 328

4-(HEXAFLUORO-2-HYDROXYISOPROPYL)ANILINE(722-92-9)Related Product Information

• 4-(HEXAFLUORO-2-HYDROXYISOPROPYL)ANILINE
• 1,1,1,3,3,3-Hexafluoro-2-propanol
• 1,1,1,3,3,3-HEXAFLUORO-2-PROPANOL
• 2-(HEXAFLUORO-2-HYDROXYISOPROPYL)ANILINE
• 2-(4-(ETHYLAMINO)PHENYL)-1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL
• T0901317
• 1,1,1,3,3,3-HEXAFLUORO-2-(4-(METHYLAMINO)PHENYL)PROPAN-2-OL
• 1,1,1,3,3,3-HEXAFLUORO-2-((4-PROPYLAMINO)PHENYL)PROPAN-2-OL
• 2-(4-AMINO-3-METHYLPHENYL)HEXAFLUOROISOPROPANOL
• 2-(N-(4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)CARBAMOYL)CYCLOPROPANECARBOXYLIC ACID
• 2-(4-AMINO-3,5-DIMETHYL-PHENYL)-1,1,1,3,3,3-HEXAFLUORO-PROPAN-2-OL
• 2-((4-(TERT-BUTYL)PHENYL)SULFONYL)-3-((4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)AMINO)PROP-2-ENENITRILE
• 2-(((4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)AMINO)ETHYLIDENE)INDANE-1,3-DIONE
• DIETHYL 2-(((4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)AMINO)METHYLENE)PROPANE-1,3-DIOATE
• 2-CHLORO-N-(4-(1,1,1,3,3,3-HEXAFLUORO-2-HYDROXYPROPAN-2-YL)PHENYL)-N-METHYLACETAMIDE
• 2-PHENYL-3-((4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)AMINO)INDEN-1-ONE
• 2-(((4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)AMINO)METHYLENE)INDANE-1,3-DIONE
• (((4-(2,2,2-TRIFLUORO-1-HYDROXY-1-(TRIFLUOROMETHYL)ETHYL)PHENYL)AMINO)METHYLENE)METHANE-1,1-DICARBONITRILE