54489-01-9

Basic information

• Product Name: Δ2,2'-Bi[1,3-diselenole]
• Synonyms: 2-(1,3-Diselenol-2-ylidene)-1,3-diselenole;Tetraselenafulvalene;Tetraselenofulvalene;TSF;Δ2,2'-Bi(1,3-diselenole);Δ2,2'-Bi[1,3-diselenole];CTL maturation factor (TCMF);Cytotoxic lymphocyte maturation factor (CLMF)
• CAS NO: 54489-01-9
• Molecular Formula: C6H4Se4
• Molecular Weight: 0
• Mol File: 54489-01-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 291.7°C at 760 mmHg
• Flash Point: 130.2°C
• Appearance: /
• Vapor Pressure: 0.00334mmHg at 25°C
• Storage Temp.: -20°C
• CAS DataBase Reference: Δ2,2'-Bi[1,3-diselenole](CAS DataBase Reference)
• NIST Chemistry Reference: Δ2,2'-Bi[1,3-diselenole](54489-01-9)
• EPA Substance Registry System: Δ2,2'-Bi[1,3-diselenole](54489-01-9)

Safety Data

• Hazardous Substances Data: 54489-01-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H4Se4/c1-2-8-5(7-1)6-9-3-4-10-6/h1-4H

Upstream product

• 53555-47-8 1,3-diselenole-2-selone 
• 75619-06-6 2-methylene-1,3-diselenole 
• 375391-42-7 4,5-Bis[(2-methoxycarbonyl)ethylseleno]-1,3-diselenole-2-selone 
• 342392-81-8 4-methylthio-5-(2-methoxycarbonylethylthio)-1,3-diselenone-2-selone 
• 1066-26-8 sodium acetylide 

Downstream Products

• 474026-39-6 ethenediselone 
• 506-80-9 carbon diselenide 
• 61134-37-0 selenoketene 
• 74-86-2 acetylene 

Relevant articles and documents

A practical two-step synthesis of tetraselenafulvalene (TSF)

The preparation of tetraselenafulvalene (TSF) from commercially available sodium acetylide in xylene-light mineral oil and selenium powder is described. Georg Thieme Verlag Stuttgart.

A general method for the synthesis of alkylenedithio- and bis(alkylenedithio)tetraselenafulvalenes

A general synthetic method toward a series of alkylenedithio-and bis(alkylenedithio)tetraselenafulvalenes, i.e., methylenedithio- (MDT-TSF, 1a), ethylenedithio- (EDT-TSF, 1b), propylenedithio-PDT-TSF, 1c), bis(methylenedithio)- (BMDT-TSF, 2a), bis(ethylenedithio)-(BETS, 2b), and bis(propylenedithio)tetraselenafulvalene (BPDT-TSF, 2c), as superior electron donors for organic conductors has been developed. This method is advantageous to ready access to a series of compounds from common synthetic intermediates, 2-methylthio-3-(2-methoxycarbonylethylthio)tetraselenafulvalene (6) and 2,6(7′)-bis(methylthio)-3,7(6′)-bis(2-methoxycarbonylethylthio) tetraselenafulvalene (7), for the asymmetrical alkylenedithio- and symmetrical bis(alkylenedithio)-TSFs, respectively. These key intermediates are readily prepared by phosphite-promoted coupling reactions of 4-methylthio-5-(2-methoxycarbonylethylthio)-1,3-selenole-2-selone (5) or by a reaction of TSF with LDA and methyl 3-thiocyanatopropionate. The latter method provides not only the successful conversion of TSF to these heterocycle derivatives but also a generally acceptable route to them, since TSF is accessible without the toxic and less easily available CSe2.

2-METHYLENE-1,3-DISELENOLE:A PRECURSOR OF TETRASELENAFULVALENE (TSeF)

The preparation of methylene-1,3-diselenole and its ready conversion to TSeF are discussed.