ChemicalBook--->CAS DataBase List--->13940-96-0

13940-96-0

13940-96-0 Structure

13940-96-0 Structure
IdentificationBack Directory
[Name]

3,4'-OXYDIANILINE
[CAS]

13940-96-0
[Synonyms]

2-Amino-4-phenoxyaniline
3,4-Diaminodiphenyl ether
4-Phenoxybenzene-1,2-diaMine
4-Phenoxy-1,2-phenylenediamine
1,2-Benzenediamine, 4-phenoxy-
[Molecular Formula]

C12H12N2O
[MDL Number]

MFCD09038592
[MOL File]

13940-96-0.mol
[Molecular Weight]

200.24
Chemical PropertiesBack Directory
[Melting point ]

69 °C
[Boiling point ]

365.2±27.0 °C(Predicted)
[density ]

1.216±0.06 g/cm3(Predicted)
[storage temp. ]

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

4.32±0.10(Predicted)
[Appearance]

Brown to reddish brown Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
Spectrum DetailBack Directory
[Spectrum Detail]

3,4-DiaMinodiphenyl ether(13940-96-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Nitro-5-phenoxyaniline

1552-17-6

3,4-DiaMinodiphenyl ether

13940-96-0

The general procedure for the synthesis of 3,4-diaminodiphenyl ether from 2-nitro-5-phenoxyaniline was as follows: 1.1 g (4.9 mmol) of 2-nitro-5-phenoxyaniline synthesized in the previous step was dissolved in 10 mL of ethanol and 0.03 g (0.24 mmol) of palladium-carbon catalyst was added. Three gas substitutions were carried out under argon protection, followed by three more substitutions under hydrogen atmosphere. The reaction was carried out at room temperature for about 3 hours. Upon completion of the reaction, ethanol was removed by rotary evaporation and 20 mL of water was added. Multiple extractions were carried out with ethyl acetate and the organic phases were combined, dried over anhydrous sodium sulfate and the solvent was removed by rotary evaporation. Purification by column chromatography afforded 0.74 g of the target product 3,4-diaminodiphenyl ether in 75.4% yield.

[References]

[1] Journal of Heterocyclic Chemistry, 1997, vol. 34, # 3, p. 745 - 748
[2] Patent: US5972968, 1999, A
[3] Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 345 - 348
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 17, p. 4250 - 4253
[5] Patent: CN104876878, 2018, B. Location in patent: Paragraph 0076-0078
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