5,12-Bis(phenylethynyl)naphthacene

Base Information

• Chemical Name: 5,12-Bis(phenylethynyl)naphthacene
• CAS No.: 18826-29-4
• Molecular Formula: C34H20
• Molecular Weight: 428.533
• Hs Code.: 2902909090
• European Community (EC) Number: 242-605-4
• UNII: MKZ3D4QP9D
• DSSTox Substance ID: DTXSID3066425
• Nikkaji Number: J222.320A
• Wikipedia: 5,12-Bis(phenylethynyl)naphthacene
• Wikidata: Q2817093
• Mol file: 18826-29-4.mol

Synonyms:18826-29-4;5,12-Bis(phenylethynyl)naphthacene;5,12-Bis(phenylethynyl)tetracene;Naphthacene, 5,12-bis(phenylethynyl)-;5,12-bis(2-phenylethynyl)tetracene;EINECS 242-605-4;MKZ3D4QP9D;5,12-bis(phenethynyl)naphthacene;BPEN, 5,12-bis(phenylethynyl)naphthacene;Naphthacene, 5,12-bis(2-phenylethynyl)-;5 12-BIS(PHENYLETHYNYL)NAPHTHACENE TEC;C34H20;UNII-MKZ3D4QP9D;DTXSID3066425;MFCD00012052;(5,12-bis(phenylethynyl)naphthacene);5,12-Bis(2-phenylethynyl)naphthacene;AKOS015916576;C34-H20;BS-50420;FT-0619758;E76468;Q2817093;5,12-Bis(phenylethynyl)naphthacene, technical grade, 85%

Chemical Property of 5,12-Bis(phenylethynyl)naphthacene

Chemical Property:

• Vapor Pressure: 9.02E-18mmHg at 25°C
• Melting Point: 248 °C (dec.)(lit.)
• Boiling Point: 683.7°Cat760mmHg
• Flash Point: 369.5°C
• PSA: 0.00000
• Density: 1.25g/cm³
• LogP: 7.94580
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 428.156500638
• Heavy Atom Count: 34
• Complexity: 741

Purity/Quality:

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

5,12-Bis(phenylethynyl)tetracene 95+% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=C3C=CC=CC3=C(C4=CC5=CC=CC=C5C=C42)C#CC6=CC=CC=C6

Technology Process of 5,12-Bis(phenylethynyl)naphthacene

There total 5 articles about 5,12-Bis(phenylethynyl)naphthacene 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: 65.0%

5,12-bis(phenylethynyl)-5,12-dihydronaphthacene-5,12-diol (31559-43-0) → 5,12-bis(phenylethynyl)naphthacene (18826-29-4)

Guidance literature:

With tin(ll) chloride; In 1,4-dioxane; acetic acid;

Reference yield: 48.0%

5,12-naphthacenequinone (1090-13-7) + phenylacetylene (536-74-3) → 5,12-bis(phenylethynyl)naphthacene (18826-29-4)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.333333h; Inert atmosphere;

5,12-naphthacenequinone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.25h; Inert atmosphere;

With hydrogenchloride; tin(II) chloride dihdyrate; In tetrahydrofuran; hexane; water; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2jm16173g

Reference yield: 0.1%

5,12-bis(phenylethynyl)-5,12-dihydronaphthacene-5,12-diol (31559-43-0) → 5,12-bis(phenylethynyl)naphthacene (18826-29-4) + 5,12-bis(phenylethynyl)-7,8,9,10-tetrahydronaphthacene (80034-39-5)

Guidance literature:

With tin(ll) chloride; In 1,4-dioxane; acetic acid;

upstream raw materials:

5,12-bis(phenylethynyl)-5,12-dihydronaphthacene-5,12-diol

5,12-naphthacenequinone

lithium phenylacetylide

phenylacetylene

Refernces

• 1、 Hanhela, Peter J.,Paul, Brenton D.. "Synthesis and Evaluation of Fluorescent Materials for Colour Control of Peroxyoxalate Chemiluminescence. III. Yellow and Red Fluorescent Emitters". . p. 1701 - 1717. Retrieved 2007/10/02.