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3-(3-AMINOPHENOXY)ANILINE

Product Name
3-(3-AMINOPHENOXY)ANILINE
CAS No.
15268-07-2
Chemical Name
3-(3-AMINOPHENOXY)ANILINE
Synonyms
3,3'-Oxydianiline;3,3-Oxybisbenzolamine;Bis(3-aminophenyl) Ether;BenzenaMine, 3,3'-oxybis-;3-(3-AMINOPHENOXY)ANILINE;3,3'-Diaminodiphenyl ether;3,3- DIAMINODIPHENYL ETHER(33ODA)
CBNumber
CB11010207
Molecular Formula
C12H12N2O
Formula Weight
200.24
MOL File
15268-07-2.mol
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3-(3-AMINOPHENOXY)ANILINE Property

Melting point:
37 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
Boiling point:
315 °C
Density 
1.216±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Acetonitrile (Slightly), Chloroform(Slightly)
form 
Solid
pka
4.37±0.10(Predicted)
color 
Light Brown
InChI
InChI=1S/C12H12N2O/c13-9-3-1-5-11(7-9)15-12-6-2-4-10(14)8-12/h1-8H,13-14H2
InChIKey
LXJLFVRAWOOQDR-UHFFFAOYSA-N
SMILES
O(C1C=CC=C(N)C=1)C1C=CC=C(N)C=1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TCI Chemical
Product number
O0568
Product name
3,3'-Oxydianiline
Purity
min. 98.0 %
Packaging
1G
Price
$266
Updated
2025/07/31
TRC
Product number
O870685
Product name
3,3''-Oxydianiline
Packaging
250mg
Price
$195
Updated
2021/12/16
TRC
Product number
O870685
Product name
3,3''-Oxydianiline
Packaging
1g
Price
$540
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD36723
Product name
3,3'-Diamino diphenyl ether
Packaging
50mg
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD36723
Product name
3,3'-Diamino diphenyl ether
Packaging
100mg
Price
$160
Updated
2021/12/16
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3-(3-AMINOPHENOXY)ANILINE Chemical Properties,Usage,Production

Uses

3,3''-Oxydianiline was used as a reactant in the synthesis of a deep blue electrophosphorescent Pt(II) emitter.

Synthesis

626-01-7

591-27-5

15268-07-2

The general procedure for the synthesis of 3,3'-oxydiphenylamine from 3-iodoaniline and 3-aminophenol was as follows: 3-aminophenol (6.0 g, 54.8 mmol), 3-iodoaniline (10.0 g, 45.7 mmol), pyridine carboxylic acid (0.56 g, 4.6 mmol), cuprous iodide (I) and potassium phosphate (19.4 g, 91 mmol). DMSO (100 mL) was added as solvent and the reaction mixture was degassed by blowing in nitrogen for 1 hour. Subsequently, the reaction flask was placed in a preheated 80 °C oil bath and the reaction was stirred for 15 hours. After completion of the reaction, the mixture was cooled to room temperature. The reaction mixture was poured into 150 mL of water and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined and washed sequentially with 50 mL of water and 50 mL of brine, dried and the solvent evaporated. The crude product was purified by silica gel column chromatography, eluting first with 80/20 (v/v) hexane/ethyl acetate solvent mixture and then with 50/50 (v/v) hexane/ethyl acetate solvent mixture to give 7.2 g (79% yield) of 3,3'-oxydiphenylamine as a white solid. The structure of the product was confirmed by GC/MS and NMR.

References

[1] Angewandte Chemie - International Edition, 2013, vol. 52, # 2, p. 650 - 654
[2] Angew. Chem., 2013, vol. 125, # 2, p. 678 - 682,5
[3] Patent: US9461254, 2016, B2. Location in patent: Page/Page column 195-196
[4] Journal of the American Chemical Society, 2009, vol. 131, # 47, p. 17423 - 17429

3-(3-AMINOPHENOXY)ANILINE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(3-AMINOPHENOXY)ANILINE Suppliers

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