1,2-Diamino-4-(trifluoromethoxy)benzene

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1,2-Diamino-4-(trifluoromethoxy)benzene Basic information
Product Name:1,2-Diamino-4-(trifluoromethoxy)benzene
Synonyms:4-(TRIFLUOROMETHOXY)-1,2-PHENYLENEDIAMINE;4-(TRIFLUOROMETHOXY)BENZENE-1,2-DIAMINE;4-(Trifluoromethoxy)benzene-1,2-diamine 97%;4-Trifluoromethoxy-1,2-diaminobenzene;1,2-Diamino-4-(trifluoromethoxy)benzene, 4-(Trifluoromethoxy)phenylene-1,2-diamine;4-(Trifluoromethoxy)-1,2-benzenediamine;1,2-Benzenediamine, 4-(trifluoromethoxy)-;1,2-Diamino-4-(trifluoromethoxy)benzene
CAS:658-89-9
MF:C7H7F3N2O
MW:192.14
EINECS:
Product Categories:Fluorine series
Mol File:658-89-9.mol
1,2-Diamino-4-(trifluoromethoxy)benzene Structure
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)
pka3.30±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 
HS Code 2922290090
MSDS Information
1,2-Diamino-4-(trifluoromethoxy)benzene Usage And Synthesis
Uses1,2-Diamino-4-(trifluoromethoxy)benzene is a useful synthetic compound.
Synthesis
2-Nitro-4-(trifluoromethoxy)aniline

2267-23-4

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

658-89-9

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
1,2-Diamino-4-(trifluoromethoxy)benzene Preparation Products And Raw materials
Raw materials2-Nitro-4-(trifluoromethoxy)aniline-->2-Nitro-5-(trifluoromethoxy)aniline-->Stannous chloride-->Sodium hydroxide-->Hydrochloric acid
Preparation Products2-Methyl-5-trifluoromethoxybenzimidazole
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