Diphenyl Oxide

Product Name:

Diphenyl oxide

CAS:

101-84-8

MF:

C12H10O

MW:

170.21

EINECS:

202-981-2

Mol File:

101-84-8.mol

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 | DIPHENYL ETHER

refractive index 

n20/D 1.579(lit.)

Fp 

>230 °F

storage temp. 

2-8°C

solubility 

alcohol: soluble(lit.)

Specific Gravity

1.073

Relative polarity

2.8

Odor

Weak geranium.

Odor Threshold

0.1ppm

explosive limit

0.8-1.5%(V)

Water Solubility 

insoluble

FreezingPoint 

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)

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

CAS DataBase Reference

101-84-8(CAS DataBase Reference)

NIST Chemistry Reference

Diphenyl ether(101-84-8)

EPA Substance Registry System

Phenyl ether (101-84-8)

Hazard Codes 

N,Xi,T

Risk Statements 

51/53-36/37/38-39/23/24/25-23/24/25-36/38-36

Safety Statements 

60-61-57-37/39-26-45-36/37

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

RTECS 

KN8970000

Autoignition Temperature

610 °C

TSCA 

Yes

HS Code 

2909 30 10

HazardClass 

9

PackingGroup 

III

Hazardous Substances Data

101-84-8(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 2450 mg/kg LD50 dermal Rabbit > 7940 mg/kg

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.

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

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).

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.

General Description

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

Air & Water Reactions

Insoluble in water.

Reactivity Profile

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

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

Diphenyl oxide is combustible.

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.

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

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.]