ChemicalBook--->CAS DataBase List--->2657-87-6

2657-87-6

2657-87-6 Structure

2657-87-6 Structure
IdentificationMore
[Name]

3,4'-Oxydianiline
[CAS]

2657-87-6
[Synonyms]

3,4'-DIAMINODIPHENYL ETHER
3,4'-DIAMINOPHENYL ETHER
3,4'-DPE
3,4'-ODA
4-(3-AMINO-PHENOXY)-PHENYLAMINE
3-(4-aminophenoxy)aniline
3,4'-Oxydianiline(3,4'-ODA)
3,4'-DiaminodiphenylEther>99.0%
3,4-DIAMINODIPHENYL ETHER (3,4-DAPE)
3,4'-Diaminodiphenyl
3,4''-DIAMINODIPHENYL ETHER/3,4''-OXYDIANILINE
3,4''-DIAMINODIPHENYL ETHER 97+%
3,4''-OXYDIANILINE (3,4''-DIAMINODIPHENYLETHER)
3,4'-Oxydianiline
3-(4-aminophenoxy)aniline,3,4'-Oxydianiline
3,4'-Oxybis(aniline)
4-(3-Aminophenoxy)aniline
p-(m-Aminophenoxy)aniline
[EINECS(EC#)]

220-190-0
[Molecular Formula]

C12H12N2O
[MDL Number]

MFCD00036097
[Molecular Weight]

200.24
[MOL File]

2657-87-6.mol
Chemical PropertiesBack Directory
[Melting point ]

67-71 °C(lit.)
[Boiling point ]

206.5 °C1 mm Hg(lit.)
[density ]

1.1131 (rough estimate)
[refractive index ]

1.6660 (estimate)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

Chloroform, Methanol
[form ]

Solid
[pka]

4.78±0.10(Predicted)
[color ]

Off-White
[Stability:]

Light sensitive
[InChI]

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

ZBMISJGHVWNWTE-UHFFFAOYSA-N
[SMILES]

C1(N)=CC=CC(OC2=CC=C(N)C=C2)=C1
[CAS DataBase Reference]

2657-87-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331-H317-H341-H351-H361-H410
[Precautionary statements ]

P201-P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN2811 - class 6.1 - PG 2 - EHS - Toxic solids, organic, n.o.s., HI: all
[WGK Germany ]

3
[HazardClass ]

6.1
[HS Code ]

29222990
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Muta. 2
Repr. 2
Skin Sens. 1
Hazard InformationBack Directory
[Description]

3,4'-Oxydianiline (3,4'-ODA) is a phenyl ether derivative capped at both ends with two amines in the para and meta positions. 3,4'-ODA is commonly used in the synthesis of polyimides which have multifunctional properties.3,4'-ODA is transparent and can be used as a substrate for displays. Polyimides are transparent and can be used as substrates for displays. 3,4'-ODA can also be used to synthesise organic porous materials with a BET surface area of up to 351 m2/g. Polyetherimide membranes made from this diamine structural unit show good permeation during water-isopropanol separation.
[Uses]

3,4'-Oxydianiline is an ether organic substance and can be used as a pharmaceutical intermediate.
[Uses]

3,4''-Diaminodiphenyl Ether, can be used for the synthesis of asymmetric soluble polyimides. It can also be used as a spacer in the preparation of glycine-based molecular tongs as inhibitors of β-amyloid peptide Aβ1-40 aggregation in vitro.
[Application]

3,4'-Oxydianiline (3,4'-ODA) is a diphenylamine compound with a purity of up to 99%. It is commonly used as a synthetic raw material, reacting with acid anhydrides to form polyimide films or foams. It is also used in the production of co-p-aramid fibres. Co-p-aramid fibres synthesised using 3,4'-ODA as the sole comonomer exhibit tensile moduli and tensile strengths of 80.4 and 3.1 GPa, respectively. These aramid fibres are widely used in bulletproof vests, optical cables and the aerospace industry.
[Materials Uses]

The addition of 3,4'-Oxydianiline(3,4′-ODA) significantly alters the microcellular morphology and macroscopic volume stability of polyimide by introducing flexible segments and changing the gas release kinetics during the foaming process.[2]
[Synthesis]

3-AMINO-4'-NITRODIPHENYL ETHER

22528-34-3

3,4'-Oxydianiline

2657-87-6

GENERAL STEPS: The hydrogenation reaction was carried out in a 100 mL reaction flask equipped with an FB generator without additional stirring. 3-Amino-4'-nitrodiphenyl ether (10 mmol) was dissolved in ethyl acetate (80 mL) and subsequently heated to 30 °C. H2-FB was introduced into the reaction system in the presence of palladium alumina spheres (0.5% Pd, 2-4 mm, 0.3 mmol, 3 mol%) using a FB generator (MA3-FS) at a flow rate of 5 mL/min. The reaction progress was monitored by sampling the reaction periodically by GC analysis. Upon completion of the hydrogenation reaction, ethyl acetate was removed by vacuum evaporation to obtain high purity 3,4'-diaminodiphenyl ether.

[References]

[1] Synlett, 2017, vol. 28, # 16, p. 2184 - 2188
Spectrum DetailBack Directory
[Spectrum Detail]

3,4'-Oxydianiline(2657-87-6)MS
3,4'-Oxydianiline(2657-87-6)1HNMR
3,4'-Oxydianiline(2657-87-6)13CNMR
3,4'-Oxydianiline(2657-87-6)IR1
3,4'-Oxydianiline(2657-87-6)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2657-87-6(sigmaaldrich)
[TCI AMERICA]

3,4'-Diaminodiphenyl Ether,>97.0%(GC)(T)(2657-87-6)
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