ChemicalBook > CAS DataBase List > 1,3-Bis(4-aMinophenoxy)benzene

1,3-Bis(4-aMinophenoxy)benzene

Product Name
1,3-Bis(4-aMinophenoxy)benzene
CAS No.
2479-46-1
Chemical Name
1,3-Bis(4-aMinophenoxy)benzene
Synonyms
TPE-R;1,3,4-APB;7FDA;4,4'-(m-Phenyle;RESORCINOLDIANILINE;4,4'-(1,3-Phenylened;resorcinoloxydianiline;4,4-(1,3-PHENEDIOXY)DIANILINE;1,3-BIS(4-AMINOPHENOXY)BENZENE;1,3-Bis(4'-Amino-phenoxyl)benz
CBNumber
CB5687981
Molecular Formula
C18H16N2O2
Formula Weight
292.33
MOL File
2479-46-1.mol
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1,3-Bis(4-aMinophenoxy)benzene Property

Melting point:
115-118 °C(lit.)
Boiling point:
434.27°C (rough estimate)
Density 
1.1925 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
very faint turbidity in Acetonitrile
form 
powder to crystal
pka
5.06±0.10(Predicted)
color 
White to Brown
InChI
InChI=1S/C18H16N2O2/c19-13-4-8-15(9-5-13)21-17-2-1-3-18(12-17)22-16-10-6-14(20)7-11-16/h1-12H,19-20H2
InChIKey
WUPRYUDHUFLKFL-UHFFFAOYSA-N
SMILES
C1(OC2=CC=C(N)C=C2)=CC=CC(OC2=CC=C(N)C=C2)=C1
CAS DataBase Reference
2479-46-1(CAS DataBase Reference)
EPA Substance Registry System
Benzenamine, 4,4'-[1,3-phenylenebis(oxy)]bis- (2479-46-1)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
BY8236000
HS Code 
29222990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
476323
Product name
4,4′-(1,3-Phenylenedioxy)dianiline
Purity
98%
Packaging
100g
Price
$407
Updated
2025/07/31
TCI Chemical
Product number
B1680
Product name
1,3-Bis(4-aminophenoxy)benzene
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$89
Updated
2025/07/31
TRC
Product number
B405505
Product name
1,3-Bis(4-aminophenoxy)benzene
Packaging
500mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB62666
Product name
1,3-Bis(4-aminophenoxy)benzene
Packaging
50g
Price
$50
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB62666
Product name
1,3-Bis(4-aminophenoxy)benzene
Packaging
100g
Price
$80
Updated
2021/12/16
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1,3-Bis(4-aMinophenoxy)benzene Chemical Properties,Usage,Production

Chemical Properties

Light yellow powder

Uses

1,3-Bis(4'-aminophenoxyl)benzene be used for the preparation of a polyimide material.

Application

1,3-Bis(4-aMinophenoxy)benzene (TPE-R) is a phenyl ether derivative with two anilines in the terminal closure. It has the following applications:
(1) TPE-R with BPDA and BPDA can be used to prepare a series of polyimide oligomer (Oligo-PI) resins with controlled molecular weights through polymerisation reactions. Oligo-PI resins have an asymmetric and amorphous structure, which allows for better processing of composite materials.
(2) TPE-R copolymerised with other monomers (e.g. PEG) for the manufacture of fuel cell membranes with high ionic conductivity (210 mS/cm) and sufficient thermal stability (up to 140 °C).
(3) Polyimide composites prepared from TPE-R and titanate nanotubes can be used for electromagnetic shielding at microwave frequencies.
(4) TPE-R as an aromatic ligand can be crystallised with a variety of transition metals to form 0D, 1D and 2D coordination metal polymers, which can be used for sensing nitroaromatic compounds.
(5) TPE-R reacts with polydimethylsiloxanes with varying degrees of chloromethyl side functionalisation to form sec-amides and undergo cross-linking to form two networks, a siloxane-organic network and a silica network.

Synthesis

13118-94-0

2479-46-1

GENERAL METHOD: A mixture of 1,3-bis(4-nitrophenoxy)benzene (1.8 g, 5.1 mmol) with 10% Pd/C (0.2 g) in methanol (70 mL) was subjected to a hydrogen atmosphere and stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was treated by diafiltration, followed by addition of water (50 mL) to the filtrate and extraction with dichloromethane three times (3 x 50 mL). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography to afford the target product 1,3-bis(4'-aminophenoxy)benzene as a brown solid in 56.0%, 55.0% and 69.0% yields.

Toxicity evaluation

orl-mus LD50:1240 mg/kg; orl-rat LD50:1378 mg/kg; ora-rat LD50:690 mg/kg [pubchem].

References

[1] Heteroatom Chemistry, 2013, vol. 24, # 1, p. 9 - 17
[2] Dyes and Pigments, 2015, vol. 121, p. 170 - 177
[3] Chinese Chemical Letters, 2013, vol. 24, # 10, p. 869 - 872

1,3-Bis(4-aMinophenoxy)benzene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,3-Bis(4-aMinophenoxy)benzene manufacturers

CHINATECH(TIANJIN) CHEMICAL CO.,LTD.
Product
1,3-Bis(4-aminophenoxy)benzene (TPE-R) 2479-46-1
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
≥99.5%
Supply Ability
30MT
Release date
2025-10-27
HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
1,3-Bis(4-aMinophenoxy)benzene 2479-46-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
20tons
Release date
2025-09-05
WUHAN FORTUNA CHEMICAL CO., LTD
Product
1,3-Bis(4-aMinophenoxy)benzene 2479-46-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-24

2479-46-1, 1,3-Bis(4-aMinophenoxy)benzeneRelated Search:


  • 4,4-(1,3-PHENEDIOXY)DIANILINE
  • Benzenamine, 4,4'-[1,3-phenylenebis(oxy)]bis-
  • 4,4'-[1,3-phenylenebis(oxy)]dianiline
  • 4,4'-(m-Phenylenebisoxy)bis(aniline)
  • 4,4'-(m-Phenylenebisoxy)dianiline
  • 4,4'-(m-Phenylenedioxy)bisaniline
  • RESORCINOL BIS(4-AMINOPHENYL) ETHER
  • TPE-R
  • 1,3-BIS(4-AMINOPHENOXY)BENZENE
  • 1,3,4-APB
  • 1,3-Bis(4-aminophenoxy)benzene (TPE-R).
  • 1,3-Bis(4'-Amino-phenoxyl)benz
  • RESORCINOLDIANILINE
  • 4,4'-(M-PHENYLENEDIOXY)DIANILINE
  • 4,4'-(m-Phenyle
  • 1,3'-Bis(4-aminophenoxyl)benzene (1,3,4-APB,TPE-R)
  • 1,3-Bis(4-aminophenoxy)benzene ,99%
  • 4,4'-(1,3-Phenylened
  • 1,3-Bis(4-AMinophenoxy) Benzene (TPE-R) 4,4'-(1,3-Phenylenedioxy) Dianiline
  • 4,4'-(1,3-Phenylenedioxy)dianiline 98%
  • 1,3'-Bis(4-aminophenoxyl)benzene (TPE-R)
  • 1,3-phenylene-di-4-aminophenylether
  • 4,4’-(1,3-phenylenebis(oxy))bis-benzenamin
  • p,p’-(m-phenylenedioxy)di-anilin
  • resorcinoloxydianiline
  • 4,4'-[1,3-Phenylenebis(oxy)]bisaniline
  • 1,3-Bis(4-aminophenoxy)benzene &gt
  • 7FDA
  • 1,3-Bis(4-aminophenoxy)benzene(TPE-R) CAS
  • 1,3'-Bis(4-aminophenoxyl)benzene
  • 1,3-bis(4'-Aminophenoxyl)benzene
  • 4,4'-(1,3-phenylenedioxy)dianiline
  • 1,3-bis(4'-aminophenoxy)benzene
  • 4,4'-(1,3-phenylenebis(oxy))dianiline
  • 1,3-Bis( 4-aminophenoxy)benzene (TPE-R/1,3,4-APB)
  • 1,3-bis(4′-Aminophenoxyl)benzene, CAS 2479-46-1
  • 4,4'-(1,3-Phenylenedioxy)dianiline
  • 1,3-Bis(4'-aminophenoxyl)benzene
  • 2479-46-1
  • 2427-46-1
  • C6H4OC6H4NH22
  • C18H16N2O2
  • C18H16O2N2
  • Diphenyl Ethers (for High-Performance Polymer Research)
  • Reagent for High-Performance Polymer Research
  • Amine Monomers
  • Monomers
  • Primary Amines
  • Electronic Chemicals
  • Miscellaneous
  • Diphenyl Ethers (for High-Performance Polymer Research)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • 2479-46-1