3,4'-Oxydianiline Chemical Properties

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

pka

4.78±0.10(Predicted)

form 

Solid

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

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

MSDS

• Language:English Provider:SigmaAldrich

3,4'-Oxydianiline Usage And Synthesis

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.

Synthesis

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

3,4'-Oxydianiline(2657-87-6)Related Product Information

• 4,4'-Methylenedianiline
• 4,4'-Oxybisbenzoic acid
• 2-Phenoxyaniline
• 4,4'-Oxydiphthalic anhydride
• 4,4'-Oxydianiline
• 3,4'-Dichlorodiphenyl ether
• Triclosan
• Diphenyl ether
• 2'-(2-CHLOROANILINO)-6'-(DIBUTYLAMINO)FLUORAN
• 2'-(Dibenzylamino)-6'-(diethylamino)fluoran
• 7-Anilino-3-diethylamino-6-methyl fluoran
• 3-AMINO-4'-NITRODIPHENYL ETHER
• 2-Anilino-6-dibutylamino-3-methylfluoran
• Diphenylamine
• (3-NITRO-PHENYL)-(4-NITRO-PHENYL)-ETHER
• N-[3-(4-AMINO-2-CHLOROPHENOXY)PHENYL]-N,N-DIMETHYLAMINE
• N-[3-(4-AMINO-2-FLUOROPHENOXY)PHENYL]-N,N-DIMETHYLAMINE
• 3,4,4'-TRIAMINODIPHENYL ETHER