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D4630

Sigma-Aldrich

2,5-Diphenyloxazole

suitable for liquid scintillation spectrometry

Synonym(s):

DPO, PPO

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About This Item

Empirical Formula (Hill Notation):
C15H11NO
CAS Number:
92-71-7
Molecular Weight:
221.25
Beilstein:
157021
EC Number:
202-181-3
MDL number:
MFCD00005306
UNSPSC Code:
12352100
PubChem Substance ID:
24893888
NACRES:
NA.22

form

powder

bp

360 °C (lit.)

mp

72-74 °C (lit.)

suitability

suitable for liquid scintillation spectrometry

SMILES string

c1ccc(cc1)-c2cnc(o2)-c3ccccc3

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

InChI key

CNRNYORZJGVOSY-UHFFFAOYSA-N

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General description

2,5-Diphenyloxazole (also known as PPO or p-phenylphenoxazole) is a fluorescent organic compound. It can be also used as an organic scintillator due to its high photoluminescence quantum yield and intriguing luminescent properties. It is widely used as a fluorescent probe or dye in analytical chemistry and biochemistry.

Application

2,5-Diphenyloxazole (PPO) can be used in:
  • fluorography techniques for the detection of tritium, tritiated glycopeptides, and 35S labeled proteins.
  • liquid scintillation cocktails as primary and secondary fluors.

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Description
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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

386.6 - 393.8 °F - closed cup

Flash Point(C)

197 - 201 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Two-component molecular materials of 2, 5-diphenyloxazole exhibiting tunable ultraviolet/blue polarized emission, pump-enhanced luminescence, and mechanochromic response
Yan, et al.
Advanced Functional Materials , 24, 587-594 (2014)
Study of new luminophores for use in modern scintillation cocktails
Janda J, et al.
Journal of Luminescence, 201, 390-396 (2018)
Wavelength dependant quenching of 2, 5-diphenyloxazole fluorescence by nucleotides
KrishnaMurthy NV, et al.
Journal of Fluorescence, 18, 29-34 (2008)
Gianluca Ambrosi et al.
Inorganic chemistry, 49(21), 9940-9948 (2010-09-30)
The coordination properties and photochemical responses of three fluorescent polyamine macrocycles, 9,12,15,24,25-pentaaza-26-oxatetracyclo[21.2.1.0(2,7).0(17,22)]hexaicosa-2,4,6,17,19,21,23,25(1)-octaene (L1), 9,12,15,18,27,28-hexaaza-29-oxatetracyclo[24.2.1.0(2,7).0(20,25)]enneicosa-2,4,6,20,22,24,26,28(1)-octaene (L2), and 9,12,15,18,21,30,31-heptaaza-32-oxatetracyclo[27.2.1.0(2,7).0(23,28)]diatriconta-2,4,6,23,25,27,29,31(1)-octaene (L3), toward Cu(II), Zn(II), Cd(II), and Pb(II) are reported. Each ligand contains the 2,5-diphenyl[1,3,4]oxadiazole (PPD) moiety inserted in a polyamine macrocycle skeleton. The
J T Ahokas et al.
Pharmacology & toxicology, 61(3), 184-190 (1987-09-01)
The oxidative metabolism of 2,5-diphenyloxazole (PPO) is associated with 3-methylcholanthrene inducible cytochrome P-450. The major metabolite formed has m/z of 237, corresponding to hydroxylated PPO. All the possible hydroxylated metabolites of PPO were synthesized and characterized, enabling the assignment of
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