4,4'-(1,3,4-Oxadiazole-2,5-diyl)dianiline

Base Information

• Chemical Name: 4,4'-(1,3,4-Oxadiazole-2,5-diyl)dianiline
• CAS No.: 2425-95-8
• Molecular Formula: C14H12 N4 O
• Molecular Weight: 252.275
• Hs Code.: 2934999090
• European Community (EC) Number: 219-373-8
• UNII: E9MHD9U8KY
• DSSTox Substance ID: DTXSID90178949
• Nikkaji Number: J40.204D
• Wikidata: Q72444171
• ChEMBL ID: CHEMBL1582375
• Mol file: 2425-95-8.mol

Synonyms:2425-95-8;4,4'-(1,3,4-Oxadiazole-2,5-diyl)dianiline;2,5-Bis(4-aminophenyl)-1,3,4-oxadiazole;4-[5-(4-aminophenyl)-1,3,4-oxadiazol-2-yl]aniline;E9MHD9U8KY;2,5-Bis-(4-aminophenyl)-1,3,4-oxadiazole;EINECS 219-373-8;UNII-E9MHD9U8KY;Cambridge id 5161820;YSWG101;MLS001182263;SCHEMBL601473;CHEMBL1582375;DTXSID90178949;HMS1578I18;HMS2851F21;MFCD00042667;AKOS000733204;NCGC00246650-01;AS-64989;SMR000567995;2,5-bis(p-aminophenyl)-1,3,4-oxadiazole;2,5-bis-(p-aminophenyl)-1,3,4-oxadiazole;B2169;CS-0170163;FT-0757232;2,5-bis(4-aminophenyl)-(1,3,4)oxadiazole;T70628;2,5-DI(P-AMINOPHENYL)-1,3,4-OXADIAZOLE;A877977;2,5-BIS(4'-AMINOPHENYL)-1,3,4-OXADIAZOLE;Z56888705;Benzenamine, 4,4'-(1,3,4-oxadiazole-2,5-diyl)bis-;{4-[5-(4-aminophenyl)-1,3,4-oxadiazol-2-yl]phenyl}amine;2,5-Bis-(4-aminophenyl)-1,3,4-oxadiazole, Dye content 90 %;4,4'-(1,3,4-OXADIAZOLE-2,5-DIYL)BIS(BENZENAMINE)

Chemical Property of 4,4'-(1,3,4-Oxadiazole-2,5-diyl)dianiline

Chemical Property:

• Melting Point: 250-254 °C(lit.)
• Boiling Point: 508.1°Cat760mmHg
• PKA: 2.53±0.10(Predicted)
• Flash Point: 261.1°C
• PSA: 90.96000
• Density: 1.301g/cm³
• LogP: 3.73040
• Storage Temp.: −20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 252.10111102
• Heavy Atom Count: 19
• Complexity: 257

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Bis-(4-aminophenyl)-1,3,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NN=C(O2)C3=CC=C(C=C3)N)N
• 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.

Technology Process of 4,4'-(1,3,4-Oxadiazole-2,5-diyl)dianiline

There total 9 articles about 4,4'-(1,3,4-Oxadiazole-2,5-diyl)dianiline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

bis-(4-nitro-phenyl)-[1,3,4]oxadiazole (1044-49-1) → 2,5-bis(p-aminophenyl)-1,3,4-oxadiazole (2425-95-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 24h; under 129.287 Torr;

DOI:10.1080/00304940409458683

Reference yield: 90.0%

4-aminobenzoyl chloride (16106-38-0) → 2,5-bis(p-aminophenyl)-1,3,4-oxadiazole (2425-95-8)

Guidance literature:

4-aminobenzoyl chloride; With hydrazine hydrate; In 1,4-dioxane; at 0 - 20 ℃;

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 130 ℃; for 1.5h;

DOI:10.1081/SCC-100103993

Reference yield: 83.0%

C14H14N4O (1419388-30-9) → 2,5-bis(p-aminophenyl)-1,3,4-oxadiazole (2425-95-8)

Guidance literature:

With lithium perchlorate; In acetonitrile; at 20 ℃; for 3h; Electrolysis; Green chemistry;

DOI:10.1007/s11164-012-1013-z

upstream raw materials:

bis-(4-nitro-phenyl)-[1,3,4]oxadiazole

4-aminobenzoyl chloride

4-amino-benzoic acid

4-nitro-benzoic acid

Downstream raw materials:

(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}

Refernces

• 1、 Hamciuc, Corneliu,Homocianu, Mihaela,Hamciuc, Elena,Carja, Ionela-Daniela. "Synthesis and photophysical study of some new highly thermostable blue fluorescent poly(1,3,4-oxadiazole-imide)s containing dimethylamine groups". . p. 17 - 25. Retrieved 2016.
• 2、 Sahoo, Basudev,Formenti, Dario,Topf, Christoph,Bachmann, Stephan,Scalone, Michelangelo,Junge, Kathrin,Beller, Matthias. "Biomass-Derived Catalysts for Selective Hydrogenation of Nitroarenes". . p. 3035 - 3039. Retrieved 2017/08/18.