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2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole

CAS# 2425-95-8

2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole

2D Structure

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2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole: 5mg $17 In Stock
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2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole

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Chemical Properties of 2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole

Cas No. 2425-95-8 SDF Download SDF
PubChem ID 75505 Appearance Powder
Formula C14H12N4O M.Wt 252.3
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-[5-(4-aminophenyl)-1,3,4-oxadiazol-2-yl]aniline
SMILES C1=CC(=CC=C1C2=NN=C(O2)C3=CC=C(C=C3)N)N
Standard InChIKey MJZXFMSIHMJQBW-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H12N4O/c15-11-5-1-9(2-6-11)13-17-18-14(19-13)10-3-7-12(16)8-4-10/h1-8H,15-16H2
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole Dilution Calculator

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2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole Molarity Calculator

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Preparing Stock Solutions of 2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9635 mL 19.8177 mL 39.6354 mL 79.2707 mL 99.0884 mL
5 mM 0.7927 mL 3.9635 mL 7.9271 mL 15.8541 mL 19.8177 mL
10 mM 0.3964 mL 1.9818 mL 3.9635 mL 7.9271 mL 9.9088 mL
50 mM 0.0793 mL 0.3964 mL 0.7927 mL 1.5854 mL 1.9818 mL
100 mM 0.0396 mL 0.1982 mL 0.3964 mL 0.7927 mL 0.9909 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole

[Synthesis and spectral characteristics of novel di-schiff base derivatives incorporting oxadiazole ring].[Pubmed:19248511]

Guang Pu Xue Yu Guang Pu Fen Xi. 2008 Dec;28(12):2908-11.

4-nitrobenzoic acid and hydraxine sulfate were cyclized with H3PO4/P2O5 to afford 2,5-bis(4-nitrophenyl)-1, 3,4-oxadiazole(1), then(1)was reduced to 2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole using Zn/CaCl2 as reduction reagent, and at last, a series of novel di-schiff base derivatives containing oxadiazole ring were obtained by the reaction of 2,5-bis(4-aminophenyl)-1, 3,4-oxadiazole with aromatic aldehydes (yield: 65%-81%). The structures of these compounds were confirmed by 1H NMR, FTIR and MS. Their UV-Vis spectra as well as fluorescence spectra were studied and the electrochemical properties were tested with cyclic voltammetry. The UV-Vis spectroscopy results show that the characteristic absorption peaks of 1, 3, 4-oxadiazole unit and di-schiff base unit disappeared. The maximum absorption wavelength was detected at 345-357 nm because conjugation effect made the two energy bands partially hybrid and form a new energy band structure. Fluorescence spectroscopy results show that they emit strong blue and purple fluorescence, and the emission maximum wavelengths of di-schiff base are from 390 to 407 nm. Electrochemical properties results show that they have higher affinity energy (2.36-3.04 eV) and ionic potential (5.35-6.06 eV), which indicated that they have better electron-transporting properties than PBD except 3 a and 3 h. The results give a reference to further application to organic electroluminescent devices of the target compound.

Poly(amide imides) and poly(ether imides) containing 1,3,4-oxadiazole or pyridine rings: characterizations and optical properties.[Pubmed:19170575]

J Phys Chem A. 2009 Feb 26;113(8):1481-8.

Two series of new aromatic polyimides were synthesized from 2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole and 2,5-diamino-pyridine and various diamidedianhydrides and dietherdianhydride via high-temperature polycondensation in N-methyl-2-pyrrolidinone. The structures of polymers were characterized by means of FTIR, (1)H NMR spectroscopy, and elemental analysis; the results showed an agreement with the proposed structure. The polymers exhibited high glass-transition temperatures (T(g) = 199-290 degrees C) and high thermal stability with decomposition temperatures (T(d)) in the range of 437-510 degrees C. The optical properties, that is, absorption and photoluminescence (PL) of synthesized polymers, were investigated in solution and in solid state as a blend with inert poly(methyl methacrylate) (PMMA). The polymers in solution emitted violet-blue light in the range of 417-453 nm depending on the polymer structure. The polymers containing pyridine rings in the backbone emitted light at a longer wavelength than polymers with oxadiazole units. The effect of solvent polarity on polymer emission was found. Additionally, the photoluminescence properties of the polymers before and after protonation with HCl were tested.

Synthesis and characterization of new coordination polymers generated from oxadiazole-containing organic ligands and inorganic silver(I) salts.[Pubmed:12693209]

Inorg Chem. 2003 Jan 27;42(2):294-300.

The coordination chemistry of the oxadiazole-containing rigid bidentate ligands 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (L2) and 2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole (L3) with inorganic Ag(I) salts has been investigated. Four new coordination polymers were prepared by solution reactions and fully characterized by infrared spectroscopy, elemental analysis, and single-crystal X-ray diffraction. [[Ag(L2)]SO3CF3]n (1)(triclinic, P1; a = 10.1231(7) A, b = 13.9340-(10) A, c = 13.9284(10) A, alpha = 116.7300(10) degrees, beta = 94.6890(10) degrees, gamma = 108.7540(10) degrees, Z = 4) was obtained by the combination of L2 with AgOTf in a CH2Cl2/CH3OH mixed-solvent system and features a unique one-dimensional elliptical macrocycle-containing chain motif. The approximate dimensions of the rings are ca. 22 x 11 A. [[Ag-(L2)](ClO4)(CH3OH)0.5(H2O)0.5]n (2) (triclinic, P1; a = 8.4894(5) A, b = 13.9092(8) A, c = 14.1596(8) A, alpha = 71.1410(10) degrees, beta = 77.3350(10) degrees, gamma = 81.5370(10) degrees, Z = 4) was generated from the reaction of L2 with AgClO4 in a H2O/CH3OH mixed-solvent system and consists of one-dimensional chains that are linked to each other by weak noncovalent pi-pi interactions into two-dimensional sheets. Uncoordinated ClO4-counterions and guest solvent molecules are located between the layers. [[Ag(L2)]NO3]n (3) was obtained by the combination of L2 with Ag(NO3)2 in a MeOH/H2O mixed-solvent system (triclinic, P1; a = 8.3155(6) A, b = 8.8521(6) A, c = 9.8070(7) A, alpha = 74.8420(10) degrees, beta = 77.2800(10) degrees, gamma = 68.6760(10) degrees, Z = 2). In the solid state, it exhibits an interesting pair of chains associated with C-H...O hydrogen bonds. [[Ag(L3)]SO3CF3]n (4) is generated from L3 and AgSO3CF3 in a CH2Cl2/MeOH mixed-solvent system and crystallizes in the unusual space group Pnnm, with a = 7.9341(4) A, b = 11.5500(5) A, c = 18.1157(8) A, and Z = 4. It adopts a novel three-dimensional structural motif in the solid state with big rhombic channels (ca. 15 x 10 A).

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