TETRATHIAFULVALENE

Synonym(s):Δ2,2′-Bi-1,3-dithiole;TTF

CAS NO.：31366-25-3
Empirical Formula: C6H4S4
Molecular Weight: 204.34
MDL number: MFCD00005492
EINECS: 250-593-7
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-04 17:34:37

What is TETRATHIAFULVALENE?

Chemical properties

ORANGE TO BROWNISH CRYSTALS OR CRYSTALLINE POWDER

The Uses of TETRATHIAFULVALENE

Tetrathiafulvalene, holds wide application in HPLC, NMR. This heterocyclic compound contributed to the development of molecular electronics. They are used as a organic super conductors.

The Uses of TETRATHIAFULVALENE

Electron donor for supramolecular synthesis,1 charge-transfer complex synthesis2 with 7,7,8,8-tetracyanoquinodimethane (cat. no. 157635), and for electron transfer to diazonium salts.3

The Uses of TETRATHIAFULVALENE

Molecular sensors; radical catalyst.

Definition

ChEBI: Tetrathiafulvalene is a member of the class of fulvalenes that is ethene substituted by 1,3-dithiol-2-ylidene groups at positions 1 and 2. It is an organosulfur heterocyclic compound and a member of fulvalenes.

General Description

Tetrathiafulvalene (TTF) is an electron-donor which consists of oligomers, dendrimers and polymers which can be used in the formation of redox macromolecules.

Purification Methods

Recrystallise it from cyclohexane/hexane under an argon atmosphere [Kauzlarich et al. J Am Chem Soc 109 4561 1987]. [Beilstein 19/11 V 380.]

Properties of TETRATHIAFULVALENE

Melting point:	116-119 °C (lit.)
Boiling point:	90℃ (1 Torr)
Density	1.448 (estimate)
refractive index	1.6000 (estimate)
storage temp.	2-8°C
form	Crystals or Crystalline Powder
color	Orange to brownish
Water Solubility	It is insoluble in water. Soluble in organic solvents.
Sensitive	Air & Light Sensitive
λmax	369nm(CHCl3)(lit.)
Merck	14,9242
BRN	1617956
CAS DataBase Reference	31366-25-3(CAS DataBase Reference)
EPA Substance Registry System	1,3-Dithiole, 2-(1,3-dithiol-2-ylidene)- (31366-25-3)

Safety information for TETRATHIAFULVALENE

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H317:Sensitisation, Skin
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P321:Specific treatment (see … on this label). P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.