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CAS No 31366-25-3 , 2-(1,3-dithiol-2-ylidene)-1,3-dithiole

  • Name: 2-(1,3-dithiol-2-ylidene)-1,3-dithiole
  • Synonyms: ST044478; delta-2:2'-Bis(1,3-dithiazole); 2-(1,3-dithiol-2-ylidene)-1,3-dithiole;31366-25-3; 2-(1,3-dithiol-2-ylidene)-; 1,3-Dithiole; TTF;2-(1,3-dithiol-2-ylidene)-1,3-dithiole;
  • CAS Registry Number:
  • Transport: 3335
  • Flash Point: 120.9°C
  • Boiling Point: 229°Cat760mmHg
  • Density: 1.636g/cm3
  • Refractive index: 1.879
  • Safety Statements: 36/37
  • Hazard Symbols: Xi
  • Flash Point: 120.9°C
  • EINECS: 250-593-7
  • Molecular Weight: 204.35596
  • InchiKey: FHCPAXDKURNIOZ-UHFFFAOYSA-N
  • InChI: InChI=1S/C6H4S4/c1-2-8-5(7-1)6-9-3-4-10-6/h1-4H
  • Risk Statements: S24/25:Avoidcontactwithskinandeyes.;
  • Molecular Formula: C6H4S4
  • Molecular Structure:CAS No:31366-25-3 2-(1,3-dithiol-2-ylidene)-1,3-dithiole
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31366-25-3 TETRATHIAFULVALENE; 97%

  • Germany ABCR GmbH & Co KG [Manufacturer]
  • Tel: +49 721 95061-0
  • Fax: +49 721 95061-80
  • Address: Im Schlehert 10
    76187 Karlsruhe
    Germany null,nullGermany
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31366-25-3 TETRATHIAFULVALENE

  • Germany CHEMOS GmbH [Manufacturer]
  • Tel: 0049 9402/9336 0
  • Fax: 0049 9402/9336 13
  • Address: CHEMOS GmbH
    Werner-von-Siemensstr. 3
    93128 Regenstauf
    Germany null,nullGermany
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31366-25-3 2122 TETRATHIAFULVALENE

  • United States Parish Chemical Company [Manufacturer]
  • Tel: (801) 226-2018
  • Fax: (801) 226-8496
  • Address: Parish Chemical Company
    PO Box 277
    Orem, UT 84059-0277 null,nullUnited States
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31366-25-3 16-2250 TETRATHIAFULVALENE, 98+% TTF

  • United States Strem Chemicals, Inc. [Manufacturer]
  • Tel: (978) 499-1600/ (800) 647-8736
  • Fax: (978) 465-3104
  • Address: 7 Mulliken Way
    Newburyport, MA 01950-4098 null,nullUnited States
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31366-25-3 TETRATHIAFULVALENE

  • China Nanjing Chemlin Chemical Industry Co.,Ltd. [Manufacturer]
  • Tel: +86 25 8369-7070/ +86 138 51816776 (Mobile)
  • Fax: +86 25 8345-3275
  • Address: Rm.902 Longyin Plaza,
    No. 217 Zhongshan Rd.
    (N)Nanjing 210009,China null,nullChina
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References of 2-(1,3-dithiol-2-ylidene)-1,3-dithiole
Title: Tetrathiafulvalene
CAS Registry Number: 31366-25-3
CAS Name: 2-(1,3-Dithiol-2-ylidene)-1,3-dithiole
Synonyms: D 2,2¢-bi-1,3-dithiole; bis-1,3-dithiole; 1,4,5,8-tetrathiafulvalene; TTF
Molecular Formula: C6H4S4
Molecular Weight: 204.36
Percent Composition: C 35.26%, H 1.97%, S 62.76%
Literature References: Of interest in solid state chemistry as a conductor, catalyst or sensor due to its unusual electronic and magnetic properties. Primarily used as the parent compound for supramolecular assemblies. Prepn: F. Wudl et al., Chem. Commun. 1970, 1453. In combination with TCNQ (tetracyano-p-quinodimethane) to form first "organic metal": J. Ferraris et al., J. Am. Chem. Soc. 95, 948 (1973); electronic structure: R. Gleiter et al., J. Electron. Spectrosc. Relat. Phenom. 2, 207 (1973). Use as a catalyst in radical reactions: R. J. Fletcher et al., J. Chem. Soc. Perkin Trans. 1 1995, 623; J. A. Murphy, S. J. Roome, ibid. 1349. TTF-mediated biosensors for glucose: T. Yu et al., J. Appl. Polym. Sci. 58, 973 (1995); for NADH: X. Zhang et al., Anal. Commun. 33, 111 (1996); for gln and glu: A. Mulchandani, A. S. Bassi, Biosens. Bioelectron. 11, 271 (1996). Review: T. Jorgensen et al., Chem. Soc. Rev. 23, 41-51 (1994). Review of electrical properties and structural data of unsymmetric TTF cmpds: J. M. Fabre et al., Synth. Met. 35, 57-64 (1990); of role in superconductors: M. R. Bryce, J. Mater. Chem. 5, 1481-1496 (1995).
Properties: Orange solid in its neutral state; loses electrons to form purple cation radical and subsequent yellow dication. Also reported as yellow solid, mp 118.5-119°. Sublimes 100°, 0.3 mm. uv max (CH2Cl2): 290, 310 nm (e 4 ′ 104, 4 ′ 104). Insol in water. Readily photo-oxidized in air to violet water-soluble radical cation. The cation is a deep purple crystalline solid, mp 155-165° (dec). uv max (H2O): 250 nm (e 4.7 ′ 104); absorption max (H2O): 340, 405, 435, 575 nm (e 4.4 ′ 104; 3.6 ′ 104; 5.6 ′ 104; 1.6 ′ 104). A counter ion is necessary to prevent further oxidation to the dication. Ethanolic solutions of the cation are stable for prolonged periods of time (>48hr).
Melting point: mp 118.5-119°; mp 155-165° (dec)
Absorption maximum: uv max (CH2Cl2): 290, 310 nm (e 4 ′ 104, 4 ′ 104); uv max (H2O): 250 nm (e 4.7 ′ 104); absorption max (H2O): 340, 405, 435, 575 nm (e 4.4 ′ 104; 3.6 ′ 104; 5.6 ′ 104; 1.6 ′ 104)
Use: Molecular sensors; radical catalyst.