1,2-DIAMINO-4-(TRIFLUOROMETHOXY)BENZENE Chemical Properties

Boiling point:

106-108 °C(Press: 5 Torr)

Density 

1.429±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

3.30±0.10(Predicted)

form 

Solid

color 

Dark Brown to Black

Stability:

Air Sensitive

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38-43

Safety Statements 

26-36/37/39-36/37

RIDADR 

2810

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2922290090

1,2-DIAMINO-4-(TRIFLUOROMETHOXY)BENZENE Usage And Synthesis

Uses

1,?2-?Diamino-?4-?(trifluoromethoxy)?benzene is a useful synthetic compound.

Synthesis

General procedure for the synthesis of 4-(trifluoromethoxy)benzene-1,2-diamine from 2-nitro-4-trifluoromethoxyaniline: a solution of 2-nitro-4-trifluoromethoxyaniline (25.0 g, 0.112 mol) in ethanol (200 mL) was slowly added to a solution of concentrated hydrochloric acid (330 mL) of tin chloride dihydrate (82.0 g, 0.363 mol). The reaction mixture was stirred at 70-80°C for 0.5 hours. Upon completion of the reaction, the mixture was cooled to 0-5°C and the pH was adjusted to 11-12 with 40% sodium hydroxide solution.Subsequently, the reaction product was extracted with ether (2 x 200 mL). The organic phases were combined, washed with water and dried over anhydrous sodium sulfate. Finally, the solvent was removed by evaporation under reduced pressure to give 4-(trifluoromethoxy)benzene-1,2-diamine as a brown oil (21.1 g, 98% yield).

References

[1] Patent: WO2006/50148, 2006, A2. Location in patent: Page/Page column 38
[2] Patent: WO2008/75109, 2008, A1. Location in patent: Page/Page column 160
[3] Patent: WO2006/130673, 2006, A1. Location in patent: Page/Page column 115
[4] Patent: WO2006/22954, 2006, A2. Location in patent: Page/Page column 24
[5] Patent: US2014/315963, 2014, A1. Location in patent: Paragraph 0228

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