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516805

Sigma-Aldrich

4,4′-Oxydianiline

97%

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Synonym(s):
4,4′-Diaminodiphenyl ether, 4-Aminophenyl ether
Linear Formula:
O(C6H4NH2)2
CAS Number:
Molecular Weight:
200.24
Beilstein/REAXYS Number:
475735
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

10 mmHg ( 240 °C)

Quality Level

assay

97%

form

solid

mp

188-192 °C (lit.)

SMILES string

Nc1ccc(Oc2ccc(N)cc2)cc1

InChI

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

InChI key

HLBLWEWZXPIGSM-UHFFFAOYSA-N

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Application

4,4′-Oxydianiline can be used as a reactant to synthesize:
  • Aromatic polyamides by polycondensation with aromatic dicarboxylic acids.
  • Azomethine bisphenols by reacting with aromatic aldehydes, which can be used to synthesize polyazomethines by the oxidative polycondensation in the presence of NaOCl as an oxidant.
  • Polyguanamines by the chemoselective polycondensation with 2-amino-4,6-dichloro-1,3,5-triazine in the presence of potassium carbonate as a base.
It can also be used for the functionalization of carbon nanotubes, which can react with terminal dianhydrides to synthesize polyimide aerogels.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 1 - Carc. 1B - Muta. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 2 Oral

target_organs

Thyroid

wgk_germany

WGK 3

flash_point_f

426.2 °F

flash_point_c

219 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Gas permeability and permselectivity in polyimides based on 3, 3', 4, 4'-biphenyltetracarboxylic dianhydride.
Tanaka K, et al.
Journal of Membrane Science, 47(1), 203-215 (1989)
Copolyimides from 2, 3, 3', 4'-biphenyltetracarboxylic dianhydride and pyromellitic dianhydride with 4, 4'-oxydianiline.
Hergenrother PM, et al.
Polymer, 45(16), 5441-5449 (2004)
Synthesis, characterization, optical and electrical properties of thermally stable polyazomethines derived from 4, 4'-oxydianiline.
Dineshkumar S, et al.
Journal of Adhesion Science and Technology, 29(23), 2605-2621 (2015)
Pervaporation of water/acetic acid through polyimide membranes from 3, 3', 4, 4'-benzophenone tetracarboxylic dianhydride and 4, 4'-oxydianiline.
Moon YD, et al.
Polym. Bull., 29(3-4), 431-438 (1992)
K Tanaka et al.
Mutation research, 143(1-2), 11-15 (1985-05-01)
3 epoxy-resin hardeners, 4,4'-diaminodiphenyl ether (DDE), 4,4'-diaminodiphenylmethane (DDM), and 4,4'-diaminodiphenylsulfone (DDS), and their N-acetyl and N,N'-diacetyl derivatives were examined for their mutagenicity using Salmonella typhimurium TA98 and TA100 as the tester stains and an S9 mix containing a rat-liver 9000

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