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    101-84-8
    ???:
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    ???(??):
    ???????;??????;???????,?????;?????;?????(??);?????;???? ???;1,1'-??????;???? ????;?????
    ???:
    Diphenyl ether
    ???(??):
    FEMA 3667;NSC 19311;AKOS 90362;Oxydiphenyl;Oxydibenzol;phenyloxide;Phenyl oxide;Oxydibenzene;PHENYL ETHER;iphenylether
    CBNumber:
    CB4852610
    ???:
    C12H10O
    ??? ??:
    170.21
    MOL ??:
    101-84-8.mol

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    26 °C
    ?? ?
    259 °C(lit.)
    ??
    1.073 g/mL at 25 °C(lit.)
    ?? ??
    >5.86 (25 °C, vs air)
    ???
    <1 mm Hg ( 20 °C)
    ???
    n20/D 1.579(lit.)
    FEMA
    3667 | DIPHENYL ETHER
    ???
    >230 °F
    ?? ??
    Store below +30°C.
    ???
    alcohol: soluble(lit.)
    ??? ??
    Colorless liquid
    Specific Gravity
    1.073
    ????
    2.8
    ??
    Weak geranium.
    Odor Threshold
    0.1ppm
    ????
    0.8-1.5%(V)
    ???
    insoluble
    ???
    27℃
    Merck
    14,7288
    JECFA Number
    1255
    BRN
    1364620
    Henry's Law Constant
    2.13 at 20 °C (approximate - calculated from water solubility and vapor pressure)
    ?? ??
    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
    CAS ??????
    101-84-8(CAS DataBase Reference)
    NIST
    Diphenyl ether(101-84-8)
    EPA
    Phenyl ether (101-84-8)
    ??
    • ?? ? ?? ??
    • ?? ? ???? ?? (GHS)
    ??? ?? N,Xi,T
    ?? ???? ?? 51/53-36/37/38-39/23/24/25-23/24/25-36/38-36
    ????? 60-61-57-37/39-26-45-36/37
    ????(UN No.) UN 3077 9/PG 3
    WGK ?? 2
    RTECS ?? KN8970000
    ?? ?? ?? 610 °C
    TSCA Yes
    HS ?? 2909 30 10
    ?? ?? 9
    ???? III
    ?? ?? ??? 101-84-8(Hazardous Substances Data)
    ?? LD50 orally in Rabbit: 2450 mg/kg LD50 dermal Rabbit > 7940 mg/kg
    ???? ?? KE-27676
    ????(GHS):
    ?? ?: Danger
    ??·?? ??:
    ?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
    H225 ???? ?? ? ?? ??? ?? ?? 2 ?? P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
    H303 ??? ??? ? ?? ?? ?? ?? - ?? ?? 5 P312
    H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
    H370 ??(??, ??? ?? ??? ?? ??? ??)? ??? ???(????? ?? ???? ??? ???? ???? ???? ????? ??? ????? ??) ?? ???? ?? - 1? ?? ?? 1 ?? P260, P264, P270, P307+P311, P321,P405, P501
    H401 ????? ??? ?? ????? ?? - ?? ?? 2 P273, P501
    H411 ??? ??? ?? ????? ??? ?? ????? ?? - ?? ?? 2
    ??????:
    P210 ?·???·??·????? ????? - ?? ???.
    P260 ??·?·??·???·??·...·????? ???? ???.
    P264 ?? ??? ?? ??? ????.
    P264 ?? ??? ?? ??? ????.
    P273 ???? ???? ???.
    P280 ????/???/???/?????? ?????.
    P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
    P337+P313 ?? ?? ??? ???? ???? ??· ??? ????.
    P403+P233 ??? ??? ? ?? ?? ??? ???? ?????.
    NFPA 704
    1
    1 0

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    Diphenyl ether (diphenyl oxide) 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.
    synthesis of diphenyl ether

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    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.

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    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.

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    Diphenyl ether has a harsh, floral-green, metallic geranium-type odor.

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    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).

    ??

    Reported found in muscat grapes, grilled beef, green tea, potato chips, buckwheat, Bourbon vanilla and lemon balm.

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    Phenyl Ether is an Impurity of Propofol (P829750).

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    Diphenyl ether 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:
    1. 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.
    2. Heat transfer media – like DOWTHERMTM fluids used for heating industrial processes
    3. Alkylated diphenyl oxides – used to make surfactants, greases and lubricants
    4. Halogenated diphenyl oxides – used in insecticides, wood preservatives, and flame retardants for appliance casings in consumer electronic products
    5. High temperature solvents
    6. Coatings
    7. Textile dye labeling
    8. Plastics – like ethylene-propylene-diene monomer (EPDM) rubber that is used for membrane roofing materials
    9. 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.
    10. 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.

    ??

    Heat-transfer medium; in perfuming soaps; in organic syntheses

    ??

    ChEBI: An aromatic ether in which the oxygen is attached to two phenyl substituents. It has been found in muscat grapes and vanilla.

    ?? ??

    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

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    Colorless liquid with a mild pleasant odor. May float or sink in water. Freezing point is 81°F.

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    Insoluble in water.

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    Diphenyl oxide can react with oxidizing materials. . A vigorous reaction occurred between the ether and chlorosulfuric acid.

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    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.

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    Diphenyl oxide is combustible.

    ?? ??

    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.

    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

    Carcinogenicity

    Phenyl ether was not mutagenic in the Ames Salmonella assay with or without metabolic activation.

    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.]

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