2425-95-8

Basic information

• Product Name: 2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE
• Synonyms: BAO;2,3-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE;2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE;4,4'-(1,3,4-oxadiazole-2,5-diyl)dianiline;BAO, FOR FLUORESCENCE;2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE FOR FLUORESCENCE;4-[5-(4-aminophenyl)-1,3,4-oxadiazol-2-yl]aniline;1,3,4-Oxadiazole-2,5-diylbis(p-phenylene)diamine
• CAS NO: 2425-95-8
• Molecular Formula: C14H12N4O
• Molecular Weight: 252.27
• EINECS: 219-373-8
• Product Categories: Heterocycles;electronic
• Mol File: 2425-95-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 250-254 °C(lit.)
• Boiling Point: 508.1°Cat760mmHg
• Flash Point: 261.1°C
• Appearance: /
• Density: 1.301g/cm³
• Storage Temp.: −20°C
• PKA: 2.53±0.10(Predicted)
• BRN: 243757
• CAS DataBase Reference: 2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE(2425-95-8)
• EPA Substance Registry System: 2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE(2425-95-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• F: 8-9-23
• Hazardous Substances Data: 2425-95-8(Hazardous Substances Data)

Usage

Uses

Aromatic polyimides were synthesized from 2, 5-bis(4-aminophenyl)-1,3,4-oxadiazole and 2,5-diamino-pyridine via high temperature polycondensation. BAO may be used to undertake Schiff-type staining of DNA obtained from cerebral cortex neurons. It may be used for cytofluorometric staining to estimate the nuclear DNA in living and preserved algae.

General Description

2, 5-Bis-(4-aminophenyl)-1, 3, 4-oxadiazole (BAO) is an oxadiazole-containing rigid bidentate ligands.

Purification Methods

BAO is recrystallised from EtOH using charcoal and under N2 to avoid oxidation. It is a fluorescent stain for DNA [Yataghanas et al. Exptl Cell Res 56 59 1969]. [Beilstein 27 III/IV 8158.]

Upstream product

• 16106-38-0 4-aminobenzoyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 556-18-3 4-aminobenzaldehyde 
• 5351-17-7 4-aminobenzohydrazide 
• 1419388-30-9 C₁₄H₁₄N₄O 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 122-04-3 4-nitro-benzoyl chloride 
• 150-13-0 4-amino-benzoic acid 
• 1044-49-1 bis-(4-nitro-phenyl)-[1,3,4]oxadiazole 

Downstream Products

• 80938-88-1 2,5-bis(4'-maleimidophenyl)-1,3,4-oxadiazole 
• 1256253-99-2 (Z)-4,4'-(2,5-diphenylene-1,3,4-oxadiazolyl)bis{3-[1-(2,5-dimethyl-3-thienyl)ethylidene]-4-iso-propylidene-pyrrolidine-2,5-dione} 
• 1313743-91-7 (2S,2'S)-N,N'-(1,3,4-oxadiazole-2,5-diyldi-4,1-phenylene)bis[1-(phenylacetyl)-2-pyrrolidinecarboxamide] 
• 1313751-06-2 C₃₄H₄₂N₆O₇ 
• 329317-97-7 2,5-bis(4-trifluoromethylsulfonamidophenyl)-(1,3,4)oxadiazole 

Relevant articles and documents

Bent Shaped 1,3,4-Oxadiazole/Thiadiazole heterocyclic rings containing liquid crystals

Two series of bent shaped 1,3,4-oxadiazole/thiadiazole heterocyclic ring containing liquid crystalline (LC) compounds were synthesized and characterized by FT-IR, 1H, 13C-NMR and ESI-Mass spectroscopic techniques. Liquid crystal properties were investigated by polarized optical microscopy and differential scanning calorimetry. All the compounds exhibited mesophases such as nematic, smectic A and smectic C phases. The liquid crystalline effects were ascertained by changing the central atom in the heterocyclic ring and by increasing the length of the terminal alkyloxy chains which bring considerable improvements on the mesomorphic properties. The absorption and emission spectral studies of all the compounds were investigated and confirmed.

NITROGEN-CONTAINING BIOPOLYMER-BASED CATALYSTS, THEIR PREPARATION AND USES IN HYDROGENATION PROCESSES, REDUCTIVE DEHALOGENATION AND OXIDATION

The present invention relates to a process for the preparation of a nitrogen containing biopolymer-based catalyst by pyrolysis of a metal complex with a nitrogen-containing biopolymer and to the nitrogen containing biopolymer-based catalysts obtainable by this process. In particular, the invention relates to a nitrogen containing biopolymer-based catalyst comprising metal particles and at least one nitrogen containing carbon layer. The invention also relates to the use of a nitrogen containing biopolymer-based catalyst in a hydrogenation process, preferably in a process for hydrogenation of nitroarenes, nitriles or imines; in a reductive dehalogenation process of C-X bonds, wherein X is CI, Br or I, preferably in a process for dehalogenation of organohalides or in a process for deuterium labelling of arenes via dehalogenation of organohalides; or in an oxidation process. Further, the invention relates to a metal complex with the nitrogen containing biopolymer, wherein the metal is a transition metal selected from the group consisting of manganese, ruthenium, cobalt, rhodium, nickel, palladium and platinum, preferably cobalt or nickel, and wherein the nitrogen containing biopolymer is selected from chitosan, chitin and a polyamino acid, preferably chitosan or chitin.

Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: A highly sensitive and selective fluorescence chemosensor for Ag+

Fluorescent conjugated polytriazoles (FCP 1-4) containing both 2,5-diphenyl-1,3,5-oxadiazole (OXD) and 1,2,3-triazole moieties in the main chain were synthesized from aromatic diazide (1) and dialkynes (2-5) via click polymerization, respectively. In the polymers, OXDs (fluorophores) and triazole rings (generated via CuAAC acting as metal ion ligands) comprise a fluorescent system. The polytriazoles displayed relatively strong emission with quantum yields in the range of 0.20-0.28 at room temperature in DMF. The study on their ion-responsive properties showed that, although all four FCPs have good selectivity for Ag+, the integration of alkoxy side groups (methoxy for FCP 2, hexyloxy for FCP 3 and 2-ethylhexyloxy for FCP 4) to the main chains of the polytriazoles decreased their sensitivity for Ag+via alteration of the polymer aggregation status and electron density of the main chains. Thus FCP 1 is highly sensitive for Ag+, where its Ksv is as high as 1.44 × 105 M-1 and its lowest detection limit is in the ppb range (4.22 × 10-7 M). This study provides an efficient click approach to the synthesis of a novel fluorescence sensor for Ag+ detection, which could expand the application of click polymerization in designing fluorescence sensors based on the triazole unit. This journal is