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ChemicalBook >  Product Catalog >  Organic Chemistry >  Ethers and derivatives >  Ethers, ether-alcohols, ether phenol derivatives >  4,4'-Oxydianiline

4,4'-Oxydianiline

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4,4'-Oxydianiline Basic information

Product Name:
4,4'-Oxydianiline
Synonyms:
  • 4,4'-Oxydianiline purified by sublimation, 99%
  • 4,4'-Diaminodiphenyl ether for synthesis
  • BIO-FARMA BF003088
  • BIS(4-AMINOPHENYL) ETHER
  • BIS(P-AMINOPHENYL)ETHER
  • 4-AMINOPHENYL ETHER
  • 4,4'-Oxybisbenzenamine
  • 4,4'-OXYDIANILINE
CAS:
101-80-4
MF:
C12H12N2O
MW:
200.24
EINECS:
202-977-0
Product Categories:
  • Monomer for Polyimide film
  • Diphenyl Ethers (for High-Performance Polymer Research)
  • Biphenyl & Diphenyl ether
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • Building Blocks
  • Intermediates of Dyes and Pigments
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Polyamines
  • Pyridines
  • 101-80-4
Mol File:
101-80-4.mol
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4,4'-Oxydianiline Chemical Properties

Melting point:
188-192 °C(lit.)
Boiling point:
190 °C (0.1 mmHg)
Density 
1.1131 (rough estimate)
vapor pressure 
10 mm Hg ( 240 °C)
refractive index 
1.6660 (estimate)
Flash point:
426 °F
storage temp. 
Store below +30°C.
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
5.49±0.10(Predicted)
color 
White
Water Solubility 
Insoluble. <0.01 g/100 mL at 15 ºC
BRN 
475735
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents. Hygroscopic.
InChIKey
HLBLWEWZXPIGSM-UHFFFAOYSA-N
LogP
0.72 at 20℃
CAS DataBase Reference
101-80-4(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 4,4'-oxybis-(101-80-4)
IARC
2B (Vol. 29, Sup 7) 1987
EPA Substance Registry System
4,4'-Diaminodiphenyl ether (101-80-4)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
45-46-23/24/25-51/53-62-36/37/38-22-50/53-43
Safety Statements 
53-45-61-36/37-26-20-60
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
BY7900000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29222900
Hazardous Substances Data
101-80-4(Hazardous Substances Data)
Toxicity
LD50 orl-rat: 725 mg/kg HYSAAV 33,137,68

MSDS

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4,4'-Oxydianiline Usage And Synthesis

Uses

Bis(p-aminophenyl) Ether is a reagent used in the preparation of polyimide-silica composite membranes for gas separation techniques. In addition, it is used in the synthesis of polymer films for electrolyte membranes. Dyes and metabolites, Environmental Testing

Description

4,40-Oxydianiline is a white crystalline solid,or a beige powder. Molecular weight =200.26; Boilingpoint ≥300℃ (sublimes); Freezing/Meltingpoint = 186-187℃; Flash point =219℃. Very slightlysoluble in water.

Chemical Properties

Colorless crystalline

Chemical Properties

4-Aminophenyl ether is a resin used in the manufacture of a variety of industrial products. For example as, insulating varnishes, flame-retardant fi bers, wire enamels, coatings, and fi lms. It is also used for the manufacture of other fi re-resistant products.

Chemical Properties

4,40′-Oxydianiline is a white crystalline solid, or a beige powder.

Uses

4,4'-diaminodiphenylether be used for preparation polyimide and epoxy resin material.

Uses

4,4'-Oxydianiline has been used to produce polyimide resins.

Uses

Bis(p-aminophenyl) Ether is a reagent used in the preparation of polyimide-silica composite membranes for gas separation techniques. In addition, it is used in the synthesis of polymer films for elect rolyte membranes.

Definition

ChEBI: 4-Aminophenyl ether is an aromatic ether.

Production Methods

4-Aminophenyl ether was produced in relatively large volume (on the order of 100,000–1,000,000 lb) in the 1970s but has since declined significantly. The compound is used primarily in the production of polyimide and polyesterimide resins. These resins are used in the manufacture of temperature- resistant products such as wire enamels, coatings, film, insulating varnishes, and flame-retardant fibers.

General Description

Odorless colorless crystals or an odorless fine, beige powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4,4'-Oxydianiline oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. A mixture of liquid air and diethyl ether exploded spontaneously [MCA Case History 616(1960)].

Health Hazard

4-Aminophenyl ether is highly toxic to animals. There is suffi cient evidence as a carcinogenicity and has caused adenomas and carcinomas in the thyroid and liver of experimental rats.

Fire Hazard

4,4'-Oxydianiline is combustible.

Flammability and Explosibility

Not classified

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx

Potential Exposure

Intermediate in the manufacture of high-temperature-resistant, straight polyimide and poly (esterimide) resins capable of withstanding temperatures of Up to 480°C for short periods or 260°C for prolonged periods of time. Some p-phenylenediamine compounds have been used as rubber components, and DFG warns of danger of skin sensitization.

First aid

Skin Contact: Flood all areas of body that havecontacted the substance with water. Do not wait to removecontaminated clothing; do it under the water stream. Usesoap to help assure removal. Isolate contaminated clothingwhen removed to prevent contact by others. EyeContact: Remove any contact lenses at once. Immediatelyflush eyes well with copious quantities of water or normalsaline for at least 20-30 min. Seek medical attention.Inhalation: Leave contaminated area immediately; breathefresh air. Proper respiratory protection must be supplied toany rescuers. If coughing, difficult breathing, or any othersymptoms develop, seek medical attention at once, even ifsymptoms develop many hours after exposure. Ingestion:Contact a physician, hospital, or poison center at once. Ifthe victim is unconscious or convulsing, do not inducevomiting or give anything by mouth. Assure that thepatient’s airway is open and lay him on his side with hishead lower than his body and transport immediately to amedical facility. If conscious and not convulsing, give aglass of water to dilute the substance. Vomiting should notbe induced without a physician’s advice.

Carcinogenicity

4,4′-Oxydianiline is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals.

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in a refrigerator under an inert atmosphere.Protect from exposure to light and oxidizing agents. A regulated, marked area should be established where this chemical is handled, used, or stored in compliance with OSHAStandard 1910.1045.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. Slowly hydrolyzes in water, releasing ammonia, and forming acetate salts. Decomposes at 265C releasing toxic oxides of nitrogen, sulfur, and carbon. Decomposed by strong ultraviolet light.

Waste Disposal

Incineration with provision for nitrogen oxides removal from flue gases.

4,4'-OxydianilineSupplier

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