2,2'-OXYDIANILINE Chemical Properties

Melting point:

61-64 °C(lit.)

Boiling point:

148.5-149.5 °C(Press: 0.3 Torr)

Density 

1.216

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

4.15±0.10(Predicted)

form 

Powder

color 

White to pale brown

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C12H12N2O/c13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)14/h1-8H,13-14H2

InChIKey

GOJFAKBEASOYNM-UHFFFAOYSA-N

SMILES

O(C1=CC=CC=C1N)C1=CC=CC=C1N

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-27-36/37/39-45

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

2,2'-OXYDIANILINE Usage And Synthesis

Uses

It is catalytic reagent and used in pharmaceutical industry.

Synthesis

General procedure for the synthesis of 2,2'-diaminodiphenyl ether from 2,2'-oxo-bis(nitrobenzene): first, an aqueous suspension of iron powder and hydrochloric acid was refluxed under stirring for 25 minutes. Subsequently, the corresponding dinitro compound was added to this hot suspension and the reflux reaction was continued for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature and hydrolyzed with 20 mL of 2.5 M sodium hydroxide solution. Next, the reaction mixture was extracted with chloroform (20 mL each time, twice). The organic phases were combined, dried with anhydrous sodium sulfate and finally the solvent was evaporated to give the target product 2,2'-diaminodiphenyl ether as a solid.

References

[1] Tetrahedron, 1995, vol. 51, # 2, p. 579 - 590
[2] Polyhedron, 2015, vol. 90, p. 165 - 174
[3] Synthesis, 1996, # 8, p. 930 - 940
[4] Journal of Organic Chemistry, 1994, vol. 59, # 24, p. 7306 - 7315
[5] Zeitschrift fur Anorganische und Allgemeine Chemie, 2015, vol. 641, # 1, p. 128 - 135

2,2'-OXYDIANILINE(24878-25-9)Related Product Information

• 4-(4-fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one
• PIPERAZINE DIHYDROCHLORIDE
• 3-((4-Oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid
• 1,1,3,3-Tetramethylurea
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• Olaparib Impurity 14
• 5-Bromo-2-fluorobenzonitrile
• Cyclopropanecarbonyl Chloride
• 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzonitrile
• 2-Propanone, 1-[4,5-dihydro-2-(4-methyl-1-piperazinyl)-4-thioxo-3H-1,5-benzodiazepin-3-ylidene]-
• Olaparib Impurity 31
• Olaparib Impurity 30
• tert-butyl 4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoyl)piperazine-1-carboxylate
• 2,2'-Oxybis(nitrobenzene)
• Olaparib Impurity 25
• Olaparib Impurity 15
• tert-butyl 4-(cyclopropylcarbonyl)-1-piperazinecarboxylate
• tert-Butyl 1-piperazinecarboxylate