2,5-Di(1-naphthyl)-1,3,4-oxadiazole

Base Information

• Chemical Name: 2,5-Di(1-naphthyl)-1,3,4-oxadiazole
• CAS No.: 905-62-4
• Molecular Formula: C22H14 N2 O
• Molecular Weight: 322.366
• Hs Code.: 2934999090
• European Community (EC) Number: 212-995-0
• NSC Number: 90480
• UNII: 6EKF6CL2VJ
• DSSTox Substance ID: DTXSID80238182
• Nikkaji Number: J195.201C
• Wikidata: Q72446573
• Mol file: 905-62-4.mol

Synonyms:905-62-4;2,5-Di(1-naphthyl)-1,3,4-oxadiazole;2,5-Bis(1-naphthyl)-1,3,4-oxadiazole;2,5-Di(naphthalen-1-yl)-1,3,4-oxadiazole;2,5-dinaphthalen-1-yl-1,3,4-oxadiazole;6EKF6CL2VJ;EINECS 212-995-0;NSC-90480;NSC90480;UNII-6EKF6CL2VJ;SCHEMBL186871;DTXSID80238182;MFCD00045582;NSC 90480;AKOS015840631;CS-W009883;bis(naphthalen-1-yl)-1,3,4-oxadiazole;AS-64525;2,5-Di-(1-naphthyl)-1,3,4-oxadiazol;2,5-bis-(4-naphthyl)-1,3,4-oxadiazole;2,5-BIS(.ALPHA.-NAPHTHYL)OXADIAZOLE;D2757;FT-0610249;1,3,4-Oxadiazole, 2,5-di-1-naphthalenyl-;2,5-Bis(1-naphthyl)-1,3,4-oxadiazole, 99%;2,5-DI-1-NAPHTHALENYL-1,3,4-OXADIAZOLE;A845626;2,5-bis(1-naphthyl)-1,3,4-oxadiazole;2-Chloro-5-nitrobenzenesulfonamide

Chemical Property of 2,5-Di(1-naphthyl)-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 7.55E-12mmHg at 25°C
• Melting Point: 175-178°C
• Boiling Point: 556.4°Cat760mmHg
• PKA: -5.16±0.50(Predicted)
• Flash Point: 293.1°C
• PSA: 38.92000
• Density: 1.251g/cm³
• LogP: 5.71000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 322.110613074
• Heavy Atom Count: 25
• Complexity: 415

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C3=NN=C(O3)C4=CC=CC5=CC=CC=C54
• Uses: Organic electronic material useful as an electron transporter in organic light emitting diodes (OLEDs).

Technology Process of 2,5-Di(1-naphthyl)-1,3,4-oxadiazole

There total 4 articles about 2,5-Di(1-naphthyl)-1,3,4-oxadiazole 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: 42.0%

2-(naphthalen-1-yl)-1,3,4-oxadiazole (64001-71-4) + N,N,N-trimethyl-1-naphthalenaminium trifluoromethanesulfonate (1351445-39-0) → 2,5-bis(1-naphthyl)-1,3,4-oxadiazole (905-62-4)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate; tricyclohexylphosphine; In N,N-dimethyl-formamide; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02458

Reference yield:

N,N'-di-[1]naphthoyl-hydrazine (5814-09-5) → 2,5-bis(1-naphthyl)-1,3,4-oxadiazole (905-62-4)

Guidance literature:

With phosphorus pentachloride;

Reference yield:

N,N-dimethyl-1-naphthalenamine (86-56-6,112790-02-0,651316-60-8) → 2,5-bis(1-naphthyl)-1,3,4-oxadiazole (905-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 5 h / 20 °C / Inert atmosphere

2: bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate; tricyclohexylphosphine / N,N-dimethyl-formamide / 12 h / 120 °C / Inert atmosphere

With bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate; tricyclohexylphosphine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.5b02458

upstream raw materials:

N,N'-di-[1]naphthoyl-hydrazine

2-(naphthalen-1-yl)-1,3,4-oxadiazole

N,N,N-trimethyl-1-naphthalenaminium trifluoromethanesulfonate

N,N-dimethyl-1-naphthalenamine

Refernces