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92-71-7

Basic Information
CAS No.: 92-71-7
Name: 2,5-Diphenyloxazole
Article Data: 135
Molecular Structure:
Molecular Structure of 92-71-7 (2,5-Diphenyloxazole)
Formula: C15H11NO
Molecular Weight: 221.258
Synonyms: 2,5-Diphenyl-1,3-oxazole;DPO (scintillator);NSC 24856;NSC 49168;Tritosol;PPO;PPO(scintillator);
EINECS: 202-181-3
Density: 1.128 g/cm3
Melting Point: 72-74 °C(lit.)
Boiling Point: 359.998 °C
Flash Point: 162.302 °C
Solubility: NEGLEGIBLE
Appearance: light beige solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36/37-26
PSA: 26.03000
LogP: 4.00860
Synthetic route
18735-78-9

2,5-diphenyloxazole-4-carboxylic acid

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With acetic acid; silver carbonate In dimethyl sulfoxide at 120℃; for 24h;100%

C17H15NO3

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In diethyl ether; dichloromethane at -78 - 20℃; for 0.25h;100%
1006-68-4

5-phenyloxazole

5123-13-7

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With oxygen; copper(l) chloride; sodium t-butanolate In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 0.333333h;98%
4190-14-1

N-(2-oxo-2-phenylethyl)benzamide

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With sulfuric acid at 30 - 100℃; Temperature; Large scale;96.7%
With Burgess Reagent In tetrahydrofuran for 0.333333h; Cyclization; Robinson-Gabriel reaction; microwave irradiation;93%
With sulfuric acid; acetic anhydride at 90℃;88%
536-74-3

phenylacetylene

582-61-6

benzoyl azide

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With [(tris(3,5-dimethylpyrazolylmethyl)amine)Cu]PF6 at 40℃; for 24h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;95%

N-bromo-2-benzoyl-3-phenylaziridine

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
In 1,4-dioxane Reflux;95%
1006-68-4

5-phenyloxazole

65-85-0

benzoic acid

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;95%

trans-phenyl(3-phenylaziridin-2-yl)methanone

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With N-Bromosuccinimide In 1,4-dioxane for 1h; Solvent; Reagent/catalyst; Temperature; Reflux;93%
20662-88-8

2-phenyloxazole

591-50-4

iodobenzene

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With triphenylphosphine; silver carbonate; [Pd((diphenylphosphanyl)ferrocene)Cl2]*CH2Cl2 In water at 60℃; for 24h;92%
With triphenylphosphine; silver carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In dichloromethane; water at 60℃; for 24h;92%
With caesium carbonate; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide at 140℃; for 17h; Phenylation;79%
20662-88-8

2-phenyloxazole

108-86-1

bromobenzene

92-71-7

2,5-diphenyloxazole

Conditions
ConditionsYield
With potassium carbonate; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide at 140℃; for 17h; Phenylation;90%
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    Product Name: 2,5-Diphenyloxazole CAS: 92-71-7 MF: C15H11NO MW: 221.25 EINECS: 202-181-3 Mol File: 92-71-7.mol 2,5-Diphenyloxazole Structure 2,5-Diphenyloxazole Chemical Properties Melting point 72-74 °C(lit.) Boiling poin

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 2,5-Diphenyloxazole, with the CAS registry number 92-71-7, is also known as Oxazole, 2,5-diphenyl-. It belongs to the product categories of Isoxazoles, Oxadiazoles, Oxazoles; Oxazole & Isoxazole. Its EINECS registry number is 202-181-3. This chemical's molecular formula is C15H11NO and molecular weight is 221.25. What's more, both its IUPAC name and systematic name are the same which is called 2,5-Diphenyl-1,3-oxazole. It should be stored in a cool and sealed place.

Physical properties about 2,5-Diphenyloxazole are: (1)ACD/LogP: 4.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.68; (4)ACD/LogD (pH 7.4): 4.68; (5)ACD/BCF (pH 5.5): 2120.62; (6)ACD/BCF (pH 7.4): 2120.64; (7)ACD/KOC (pH 5.5): 8369.09; (8)ACD/KOC (pH 7.4): 8369.15; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.03 Å2; (13)Index of Refraction: 1.586; (14)Molar Refractivity: 65.828 cm3; (15)Molar Volume: 196.021 cm3; (16)Polarizability: 26.096×10-24 cm3; (17)Surface Tension: 43.05 dyne/cm; (18)Density: 1.129 g/cm3; (19)Flash Point: 162.302 °C; (20)Enthalpy of Vaporization: 58.18 kJ/mol; (21)Boiling Point: 359.998 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of 2,5-Diphenyloxazole: this chemical can be prepared by 2-Benzoylamino-1-phenyl-ethanone. This reaction needs reagent Burgess reagent and solvent tetrahydrofuran. The reaction time is 20 min. The yield is 93 %.

2,5-Diphenyloxazole can be prepared by 2-Benzoylamino-1-phenyl-ethanone.

Uses of 2,5-Diphenyloxazole: (1) it is used as an organic scintillator; (2) it is used to produce other chemicals. For example, it can react with [1,2]oxathiolane 2,2-dioxide to get 3-(2,5-diphenyloxazolio-3)propanesulfonate. The reaction occurs with reagent 1,2-dichloro-benzene at temperature of 170 °C for 30 min. The yield is 70 %.

2,5-Diphenyloxazole can react with [1,2]oxathiolane 2,2-dioxide to get 3-(2,5-diphenyloxazolio-3)propanesulfonate.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing and gloves. And you must avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: n1cc(oc1c2ccccc2)c3ccccc3
(2) InChI: InChI=1S/C15H11NO/c1-3-7-12(8-4-1)14-11-16-15(17-14)13-9-5-2-6-10-13/h1-11H
(3) InChIKey: CNRNYORZJGVOSY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   National Technical Information Service. Vol. AD277-689,