Selenophene

Base Information

• Chemical Name: Selenophene
• CAS No.: 288-05-1
• Molecular Formula: C4H4 Se
• Molecular Weight: 131.036
• Hs Code.: 29349990
• European Community (EC) Number: 628-767-2
• UNII: UYZ3M5T8L7
• DSSTox Substance ID: DTXSID20182978
• Nikkaji Number: J151.187D
• Wikipedia: Selenophene
• Wikidata: Q4413588
• Mol file: 288-05-1.mol

Synonyms:Selenophene;288-05-1;UYZ3M5T8L7;CHEBI:30857;Selenophene, 97%;SELENOFURAN;SELENACYCLOPENTADIENE;UNII-UYZ3M5T8L7;DTXSID20182978;MFCD00075487;AKOS015833666;CS-0157297;S0829;(3,5-Dimethyl-[1,2,4]triazol-1-yl)aceticacid;J-017271;Q4413588

Chemical Property of Selenophene

Chemical Property:

• Vapor Pressure: 27.8mmHg at 25°C
• Melting Point: −30 °C(lit.)
• Refractive Index: n20/D 1.58(lit.)
• Boiling Point: 110-111 °C(lit.)
• Flash Point: 20.6°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 0.74360
• Storage Temp.: Flammables area
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 131.94782
• Heavy Atom Count: 5
• Complexity: 22.8

Purity/Quality:

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

Selenophene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C[Se]C=C1
• Uses: Selenophene may be used:as conjugated linker in the synthesis of organic dyesin the synthesis of selenophene-2-carbonitrilein the synthesis of selenophene diketopyrrolopyrrole polymersas building block for the electrically conducting polyalkyl selenophene

Technology Process of Selenophene

There total 29 articles about Selenophene 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: 100.0%

1-(Benzylseleno)-4-iodobut-3-en-2-ol → selenophene (288-05-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In benzene; at 80 ℃;

DOI:10.1021/jo00073a021

Reference yield: 100.0%

diethylselenium (627-53-2) + acetylene (74-86-2,25067-58-7) → selenophene (288-05-1)

Guidance literature:

at 460 ℃;

Reference yield: 70.0%

acetylene (74-86-2,25067-58-7) → selenophene (288-05-1)

Guidance literature:

With selenium; at 450 ℃; for 16h; glass tubes (25 x 600 mm), loaded with glass beads (1 mm diameter) or sand (1-3 mm diameter), preheated at 450 deg C, 3 h, nitrogen; Acetylene-flow rate 0.25 cm ³ s^-1;

DOI:10.1021/jo00168a033

upstream raw materials:

furan

sodium succinate

buta-1,3-diene

acetylene

Downstream raw materials:

(1r,2R,3S,4r,5R,6S)-bicyclo<2.2.2>oct-2-ene-2,3,5,6-tetracarboxylic bisanhydride

2,5-bis-(benzoylamino-methyl)-selenophene

(phenyl)(selenophen-2-yl)methanone

2-acetylselenophene

Refernces

• 1、 Briscoe, H. V. A.,Peel, J. B.. "". . p. 1741 - 1747. Retrieved 1928.
• 2、 Deryagina,Sukhomazova,Levanova,Korchevin,Danilova. "Selenophene synthesis in thermal reactions of dialkyl selenides with acetylene in the presence of methanol". . p. 290 - 291. Retrieved 2004.
• 3、 Jacobs,Davis,Norton. "A semi-micro synthesis of selenophene". . p. 1115 - 1116. Retrieved 1977.
• 4、 -. "Synthesis of selenium-derivatized nucleosides, nucleotides, phosphoramidites, triphosphates and nucleic acids". . . Retrieved 2008/06/13.