| Identification | More | [Name]
Diphenyl oxide | [CAS]
101-84-8 | [Synonyms]
AKOS 90362
AKOS BBS-00004250
DEPHENYL OXIDE
DIPHENYL ETHER
DIPHENYL OXIDE
FEMA 3667
PHENOXYBENZENE
PHENYL ETHER
1,1’-oxybis(benzene)
1,1’-oxybis-benzen
1,1’-oxybisbenzene
1,1’-oxybis-Benzene
1,1'-Oxybisbenzene
1,1-Oxybisbenzene
Benzene, 1,1'-oxybis-
Benzene, phenoxy-
benzene,1,1’-oxybis-
Biphenyl oxide
biphenyloxide
Chemcryl JK-EB | [EINECS(EC#)]
202-981-2 | [Molecular Formula]
C12H10O | [MDL Number]
MFCD00003034 | [Molecular Weight]
170.21 | [MOL File]
101-84-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear pale yellowish liquid after melting | [Melting point ]
26 °C | [Boiling point ]
259 °C(lit.)
| [density ]
1.073 g/mL at 25 °C(lit.)
| [vapor density ]
>5.86 (25 °C, vs air)
| [vapor pressure ]
<1 mm Hg ( 20 °C)
| [FEMA ]
3667 | [refractive index ]
n20/D 1.579(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [solubility ]
alcohol: soluble(lit.) | [form ]
Colorless liquid | [color ]
White or Colorless to Almost white or Almost colorless | [Specific Gravity]
1.073 | [Odor]
Weak geranium. | [Relative polarity]
2.8 | [explosive limit]
0.8-1.5%(V) | [Odor Threshold]
0.1ppm | [Odor Type]
green | [Water Solubility ]
insoluble | [FreezingPoint ]
27℃ | [Detection Methods]
GC | [JECFA Number]
1255 | [Merck ]
14,7288 | [BRN ]
1364620 | [Henry's Law Constant]
2.13 at 20 °C (approximate - calculated from water solubility and vapor pressure) | [Dielectric constant]
3.7（30℃） | [Exposure limits]
NIOSH REL: TWA 1 ppm (7 mg/m3), IDLH 100 ppm; OSHA PEL: TWA 1
ppm; ACGIH TLV: TWA 0.1, STEL 2 ppm (adopted). | [InChIKey]
USIUVYZYUHIAEV-UHFFFAOYSA-N | [LogP]
4.21 at 25℃ | [CAS DataBase Reference]
101-84-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Diphenyl ether(101-84-8) | [EPA Substance Registry System]
101-84-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N,Xi,T | [Risk Statements ]
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/37/38:Irritating to eyes, respiratory system and skin .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S57:Use appropriate container to avoid environmental contamination .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
2
| [RTECS ]
KN8970000
| [Autoignition Temperature]
610 °C | [TSCA ]
Yes | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29093000 | [Safety Profile]
Moderately toxic by ingestion. Prolonged exposure damages liver, spleen, kidneys, and thyroid, and upsets gastrointestinal tract. A skin and eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. For explosion hazard, see ETHERS. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes | [Hazardous Substances Data]
101-84-8(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 2450 mg/kg LD50 dermal Rabbit > 7940 mg/kg | [IDLA]
100 ppm |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium hydroxide-->Hydrochloric acid-->Potassium hydroxide-->Phenol-->Chlorobenzene-->Copper(II) sulfate-->Copper-->potassium phenolate | [Preparation Products]
4-IODOQUINOLINE-->Decabromodiphenyl oxide-->7-TRIFLUOROMETHYL-4-QUINOLINETHIOL-->Triclosan-->6-bromoquinolin-4(3H)-one-->7-BROMO-3,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID-->2-Piperazinone-->ETHYL 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBOXYLATE-->4-Hydroxy carbazole-->(OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE)-->7-(TRIFLUOROMETHYL)-4-QUINOLINOL-->4-HYDROXY-7-TRIFLUOROMETHYL-3-QUINOLINECARBOXYLIC ACID-->4-Hydroxy-2-methylquinoline-->5,7-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE-->Nimesulide-->5,7-BIS(TRIFLUOROMETHYL)-4-HYDROXYQUINOLINE-->Pyriproxyfen-->3,4-DIHYDRO-8-HYDROXY-4-OXOQUINOLINE-3-CARBOXYLIC ACID-->Ethyl 7-bromo-3,4-dihydro-4-oxoquinoline-3-carboxylate ,97%-->5,7-BIS(TRIFLUOROMETHYL)-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID-->4-HYDROXY-5,7-BIS-TRIFLUOROMETHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER-->4-HYDROXY-8-METHOXYQUINOLINE-3-CARBOXYLIC ACID-->4-Chloro-7-(trifluoromethyl)quinoline-->Tracid Brilliant Red B-->ETHYL 4-HYDROXY-7-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE-->ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE-->fluorocarbon sulfactant 6201-->3-METHYL-4-PYRIDINECARBOXYLIC ACID-->2-PHENOXYPHENYLBORONIC ACID-->4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER-->PHOSFOLAN-->A-METHYL-3-PHENOXYBENZENEACETALDEHYDE-->PHENOXATHIIN-->4-(4-chlorophenoxy-2‘-chlorophenyl-α-bromo ethanone)-->Disodium 4-dodecyl-2,4'-oxydibenzenesulfonate-->FENOPROFEN-->DICLOFOP-METHYL-->corrosion inhibitor PTX-4-->Pentabromodiphenyl ether-->TRIETHYL M-PHENOXYBENZYL AMMOUIUM CHLORIDE |
| Hazard Information | Back Directory | [General Description]
Colorless liquid with a mild pleasant odor. May float or sink in water. Freezing point is 81°F. | [Reactivity Profile]
DIPHENYL OXIDE(101-84-8) can react with oxidizing materials. . A vigorous reaction occurred between the ether and chlorosulfuric acid. | [Air & Water Reactions]
Insoluble in water. | [Health Hazard]
Inhalation may cause nausea because of disagreeable odor. Contact of liquid with eyes causes mild irritation. Prolonged exposure of skin to liquid causes reddening and irritation. Ingestion produces nausea. | [Fire Hazard]
This chemical is combustible. | [Chemical Properties]
Diphenyl ether has a harsh, floral-green, metallic geranium-type odor. | [Chemical Properties]
Diphenyl Ether has not been observed in nature. It is a colorless liquid or a crystalline solid (mp 26.8°C) with an odor reminiscent
of geranium leaves. Diphenyl ether is obtained as a by-product in the production
of phenol by high-pressure hydrolysis of chlorobenzene. Because of its stability
and low price, diphenyl ether is used in large quantities in soap perfumes. | [Chemical Properties]
Diphenyl oxide is a practically colorless crystalline solid with a strong geranium-like odor. clear pale yellowish liquid after melting. It is almost completely insoluble in water, but dissolves in most of the common organic solvents. Its high thermal stability at temperatures as high as 350 to 400°C. together with its noncorrosiveness and general chemical inertness make it eminently suitable as a component of high-boiling heat transfer media.
| [Physical properties]
Colorless solid or liquid with a geranium-like odor. An experimentally determined odor threshold
concentration of 100 ppbv was reported by Leonardos et al. (1969). | [Occurrence]
Reported found in muscat grapes, grilled beef, green tea, potato chips, buckwheat, Bourbon vanilla and lemon balm. | [Definition]
ChEBI: An aromatic ether in which the oxygen is attached to two phenyl substituents. It has been found in muscat grapes and vanilla. | [Preparation]
By heating potassium phenolate with bromobenzene or with chlorobenzene at elevated temperatures. | [Aroma threshold values]
Aroma characteristics at 1.0%: grassy, musty, powdery, dry, terpy, ocimenelike, aromatic and hoplike with
green juniper berry nuances. | [Taste threshold values]
Taste characteristics at 10 ppm: dry chemical, floral rosey with carrot, tropical and hoplike terpy notes and
a green vegetative and woody nuance. | [Synthesis Reference(s)]
Synthetic Communications, 13, p. 335, 1983 DOI: 10.1080/00397918308066985
Synthesis, p. 204, 1991 DOI: 10.1055/s-1991-26419 | [Flammability and Explosibility]
Nonflammable | [Chemical Reactivity]
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. | [Potential Exposure]
Strong oxidizers may cause fire andexplosions. Attacks some plastics, rubber, and coatings. | [First aid]
Wear protective gloves andclothing to prevent any reasonable probability of skin contact. Safety equipment suppliers/manufacturers can providerecommendations on the most protective glove/clothingmaterial for your operation. All protective clothing (suits,gloves, footwear, headgear) should be clean, available eachday, and put on before work. Contact lenses should not beworn when working with this chemical. Wear splash-proofgoggles and face shield if working with the liquid or dustproof chemical goggles and face shield if working with thecrystalline material, unless full face-piece respiratory protection is worn. Employees should wash immediately withsoap when skin is wet or contaminated. Provide emergencyshowers and eyewash.Respirator Selection: 2 | [Carcinogenicity]
Phenyl ether was not mutagenic in the
Ames Salmonella assay with or without metabolic activation. | [storage]
Color Code—Green: General storage may be used.Prior to working with diphenyl oxide you should be trainedon its proper handling and storage. Before entering confinedspace where this chemical may be present, check to makesure that an explosive concentration does not exist. Store intightly closed containers in a cool, well-ventilated areaaway from oxidizers. Store in tightly closed containers in acool, well-ventilated area away from heat. Sources of ignition, such as smoking and open flames, are prohibitedwhere this chemical is used, handled, or stored in a mannerthat could create a potential fire or explosion hazard. Metalcontainers involving the transfer of 5 gallons or more ofthis chemical should be grounded and bonded. Drums mustbe equipped with self-closing valves, pressure vacuumbungs, and flame arresters. Use only nonsparking tools andequipment, especially when opening and closing containersof this chemical. | [Shipping]
The name of this material is not in the DOT listof materials for label and packaging standards. However,based on regulations, it may be classified as anEnvironmentally hazardous substances, solid, n.o.s. Thischemical requires a shipping label of “CLASS 9.” It falls inHazard Class 9 and Packing Group III.[20, | [Purification Methods]
Crystallise the ether from 90% EtOH. Melt it, wash it with 3M NaOH and water, dry it with CaCl2 and fractionally distil it under reduced pressure. Fractionally recrystallise it from its melt and store over P2O5. [Beilstein 6 IV 562.] |
| Questions and Answers (Q&A) | Back Directory | [Description]
Diphenyl ether (diphenyl oxide,101-84-8) is a colorless liquid with a floral odor. It is a white, crystalline solid at temperatures below 80oF (27oC). It has low volatility, low solubility in water, and is stable at high temperatures. Avoid contact with oxidizing materials.
Liquid diphenyl oxide is used primarily in industry. It is used in the industrial setting as a heat transfer fluid. It is the major component of Dowtherm A? (an eutectic mixture of phenyl ether and biphenyl) and further as a chemical intermediate in the production of surface-active agents and hightemperature lubricants, and in perfumery due to its geranium-like odour (ACG99b). It is also used as a chemical intermediate in the manufacture of surfactants and fire retardants.
Diphenyl oxide (DPO) is manufactured using the direct phenol method.
| [Uses]
Diphenyl ether(101-84-8) is widely used as a heat transfer agent and a dye carrier. It can be used alone or as a mixture with other materials. Because of its reactivity, It can also be used as a raw material or chemical intermediate to produce commercial products. Diphenyl ether is used in the production of:
- Diphenyl ether is employed as a processing aid in the production of polyesters. It acts as a chemical intermediate in the production of surface active agents and high temperature lubricants, fire retardants like polybrominated diphenyl ethers (PBDEs) and fragrance for detergents.
- Heat transfer media – like DOWTHERMTM fluids used for heating industrial processes
- Alkylated diphenyl oxides – used to make surfactants, greases and lubricants
- Halogenated diphenyl oxides – used in insecticides, wood preservatives, and flame retardants for appliance casings in consumer electronic products
- High temperature solvents
- Coatings
- Textile dye labeling
- Plastics – like ethylene-propylene-diene monomer (EPDM) rubber that is used for membrane roofing materials
- Diphenyl ether plays a vital role in the Ferrario reaction to produce phenoxathiin, which finds application in polyamide and polyimide production. Involving similar reactions, diphenyl ether is a significant side product in the high-pressure hydrolysis of chlorobenzene in the production of phenol.
- Diphenyl ether is found in alcoholic beverages. Diphenyl ether is present in muscat grapes, green tea, vanilla, lemon balm, buckwheat, potato chips and grilled beef. Diphenyl ether is a flavouring ingredient.
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