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ChemicalBook--->CAS DataBase List--->658-89-9

658-89-9

658-89-9 Structure

658-89-9 Structure
IdentificationBack Directory
[Name]

1,2-DIAMINO-4-(TRIFLUOROMETHOXY)BENZENE
[CAS]

658-89-9
[Synonyms]

4-Trifluoromethoxy-1,2-diaminobenzene
1,2-DIAMINO-4-(TRIFLUOROMETHOXY)BENZENE
4-(TRIFLUOROMETHOXY)BENZENE-1,2-DIAMINE
4-(TRIFLUOROMETHOXY)-1,2-PHENYLENEDIAMINE
4-(Trifluoromethoxy)benzene-1,2-diamine 97%
1,2-Diamino-4-(trifluoromethoxy)benzene, 4-(Trifluoromethoxy)phenylene-1,2-diamine
[Molecular Formula]

C7H7F3N2O
[MDL Number]

MFCD03094278
[MOL File]

658-89-9.mol
[Molecular Weight]

192.14
Chemical PropertiesBack Directory
[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)
[form ]

Solid
[pka]

3.30±0.10(Predicted)
[color ]

Dark Brown to Black
[Stability:]

Air Sensitive
Safety DataBack Directory
[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
Hazard InformationBack Directory
[Uses]

1,?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
Spectrum DetailBack Directory
[Spectrum Detail]

1,2-DIAMINO-4-(TRIFLUOROMETHOXY)BENZENE(658-89-9)1HNMR
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