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Dibenzotetrathiafulvalene

Dibenzotetrathiafulvalene Structure
CAS No.
24648-13-3
Chemical Name:
Dibenzotetrathiafulvalene
Synonyms
DBTTF;Dibenzotetrathiafulvalene;Δ2,2'-Bi(1,3-benzodithiol);Δ2,2'-Bi[1,3-benzodithiole];Dibenzotetrathiafulvalene 97%;2,2'-Bibenzo[d][1,3]dithiolylidene;Δ2,2'-Bi[4,5-[1,3]butadieno-1,3-dithiol];[2,2]Bi[benzo[1,3]dithiolylidene], DB-TTF;2-(1,3-benzodithiol-2-ylidene)-1,3-benzodithiole;1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)-
CBNumber:
CB21238143
Molecular Formula:
C14H8S4
Molecular Weight:
304.47
MOL File:
24648-13-3.mol
MSDS File:
SDS
Modify Date:
2023/11/22 13:37:57

Dibenzotetrathiafulvalene Properties

Melting point 239-243 °C
Boiling point 367.1±42.0 °C(Predicted)
Density 1.538±0.06 g/cm3(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P501
Hazard Codes  N
Risk Statements  50/53
Safety Statements  60-61
RIDADR  UN 3077 9/PG 3
WGK Germany  3

Dibenzotetrathiafulvalene price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 695637 Dibenzotetrathiafulvalene 97% 24648-13-3 500MG ₹6689.85 2022-06-14 Buy
Product number Packaging Price Buy
695637 500MG ₹6689.85 Buy

Dibenzotetrathiafulvalene Chemical Properties,Uses,Production

Uses

Dibenzotetrathiafulvalene(DBTTF, also known as 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)-) is an organic electronic material that can be used to form semiconductor charge transfer salts with electron accepting (n-type) materials (TCNQ and F4TCNQ). It can also be used to form charge transfer complexes (TCNQ and DDQ) with a variety of semiconductor crystals for the manufacture of organic field effect transistors (OFETs) and organic light emitting diodes (OLEDs).

Synthesis

Dibenzotetrathiafulvalene was prepared from 2,2'-Bi-1,3-benzodithiol under reaction conditions with  2,3-dicyano-5,6-dichloro-p-benzoquinone and dichloromethane. The specific method of operation is described below:
General procedure: Dithioacetal (0.1 mmol) and DDQ (68 mg, 0.30 mol) were dissolved in CH2Cl2 (3 mL). The resultant dark blue mixture was stirred at room temperature for 16 h and was then washed with a saturated NaOH aqueous solution (2 mL) and CH2Cl2 (10 mL). The orange organic phase was dried over anhydrous Na2SO4, filtered, and then evaporated under reduced pressure. The crude solid was recrystallized from hexane to give the corresponding dibenzotetrathiafulvalene derivative. Dibenzotetrathiafulvalene. Yield: 30 mg (99%); orange solid; mp 239.8-243.0 °C. 1H NMR (500 MHz, CDCl3): δ = 7.27-7.24 (m, 4 H), 7.13-7.10 (m, 4 H). 13C NMR (125 MHz, CDCl3): δ = 136.6, 125.9, 121.9, 110.6. MS (FAB): m/z = 304 [M+]. HRMS (FAB): m/z calcd for [M]+ (C14H8S4): 303.9509; found: 303.9519.
1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)- synthesis

Dibenzotetrathiafulvalene Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 16)Suppliers
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Riedel-de Haen AG 800 558-9160 United States 6825 87 Inquiry
Δ2,2'-Bi[4,5-[1,3]butadieno-1,3-dithiol] Dibenzotetrathiafulvalene 97% DBTTF 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)- [2,2]Bi[benzo[1,3]dithiolylidene], DB-TTF Dibenzotetrathiafulvalene Δ2,2'-Bi(1,3-benzodithiol) Δ2,2'-Bi[1,3-benzodithiole] Δ2,2'-Bi[4,5-(1,3-butadiene-1,4-diyl)-1,3-dithiol] 2-(1,3-benzodithiol-2-ylidene)-1,3-benzodithiole 2,2'-Bibenzo[d][1,3]dithiolylidene 24648-13-3