2,5-Diphenyloxazole Chemical Properties

Melting point:

72-74 °C(lit.)

Boiling point:

360 °C(lit.)

Density 

1.06

vapor pressure 

0.002Pa at 25℃

refractive index 

1.6231 (estimate)

Flash point:

360°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

very faint turbidity in Methanol

pka

0.39±0.10(Predicted)

form 

Liquid

color 

White

Water Solubility 

NEGLEGIBLE

BRN 

157021

Stability:

Stable. Incompatible with strong oxidizing agents.

LogP

4.1 at 30℃ and pH5.6

CAS DataBase Reference

92-71-7(CAS DataBase Reference)

NIST Chemistry Reference

Oxazole, 2,5-diphenyl-(92-71-7)

EPA Substance Registry System

Oxazole, 2,5-diphenyl- (92-71-7)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36-22

Safety Statements 

24/25-25-24-36/37-26

WGK Germany 

3

RTECS 

RP6825000

TSCA 

Yes

HS Code 

29349990

MSDS

• Language:English Provider:2,5-Diphenyloxazole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2,5-Diphenyloxazole Usage And Synthesis

Chemical Properties

light beige solid

Uses

PPO can be used as a dopant that improves the photo-electric feedback of plastic scintillators which are used as radiation detectors for nuclear materials. It can be coated on peptide substrates to facilitate radioactive labelling which can enable determination of substrate specificity of lysine methyltransferase enzymes. It may also be used in the fabrication of organic luminescent materials which can be used in light emitting diodes (LEDs).

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 1844, 1966 DOI: 10.1021/ja00960a066
The Journal of Organic Chemistry, 36, p. 1937, 1971 DOI: 10.1021/jo00813a021

General Description

2,5-Diphenyloxazole (PPO) is an oxazole that can be used as a scintillator and a laser dye. It has fluorescence at a wavelength of 375 nm. It can be used as a wavelength shifter in liquid samples due to their high quantum yield and large strokes shift.

Hazard

May cause irritation

Synthesis

The synthesis of 2,5-Diphenyloxazole is as follows:
In a 5000L enamel reactor with mechanical stirring and a thermometer, add benzoylaminoacetic acid (179 kg, 1 km) and thionyl chloride (238 kg, 2 km), react at 50°C, and monitor the sample until the compound is fully reacted. Unreacted thionyl chloride is distilled off to obtain benzoylaminoacetyl chloride. Cool down to 50°C, add benzene (780 kg, 10 kmol) to the reactor andAluminum trichloride (267 kg, 2 kmol), heated to reflux for 3 hours.The obtained N-benzoyl-ω-aminoacetophenone reaction solution was cooled to 30°C, 50 wt% sulfuric acid (392 kg, 2 kmol) was added, and the temperature was slowly raised to 100°C, and the reaction was completed at this temperature. Excess benzene was distilled off, the reaction solution was cooled to 30°C, water (1568 kg) was added dropwise to the reactor, and a white solid was precipitated, filtered, and rectified to obtain 2,5-diphenyloxazole of about 202 kg. The yield was 91.4%, the content was 99.3% (HPLC).

Purification Methods

Distil it in steam and crystallise it from ligroin. [Beilstein 27 III/IV 1437.]

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