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ChemicalBook >  Product Catalog >  Organic Chemistry >  4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene

4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene

Basic information Uses Safety Supplier Related

4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene Basic information

Product Name:
4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene
Synonyms:
  • 4,9-Dihydrothieno[2',3':5,6]-s-indaceno[1,2-b]thiophene
  • 4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene
  • PM146
  • 4,9-dihydro-s-indaceno[1,2-b
  • TH06B
  • s-Indaceno[1,2-b:5,6-b']dithiophene, 4,9-dihydro-
  • S1470
  • IFTh
CAS:
1209012-31-6
MF:
C16H10S2
MW:
266.38
EINECS:
200-258-5
Product Categories:
  • Indacenodithiophene
Mol File:
1209012-31-6.mol
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4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene Chemical Properties

Boiling point:
467.4±35.0 °C(Predicted)
Density 
1.430±0.06 g/cm3(Predicted)
storage temp. 
Store at room temperature
Appearance
Light yellow to brown Solid
InChI
InChI=1S/C16H10S2/c1-3-17-15-9(1)5-11-7-14-12(8-13(11)15)6-10-2-4-18-16(10)14/h1-4,7-8H,5-6H2
InChIKey
ZGQQWSXQDWUNDY-UHFFFAOYSA-N
SMILES
C12=CC3CC4C=CSC=4C=3C=C1CC1C=CSC2=1
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4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene Usage And Synthesis

Uses

4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene is a heterocyclic derivatives and can be used as an intermediates in organic synthesis.

Description

4,9-Dihydro-s-indaceno[1,2-b:5,6-b']dithiophene is a yellow solid that can be used in electrochemical devices. It can be used to intensify the color of other molecules and has been shown to have optical properties that are dependent on the moiety. 4,9-Dihydro-s-indaceno[1,2-b:5,6-b']dithiophene is also able to incorporate into chloroform and benzene. It has been shown to form a transfer reaction with anthracene and naphthalene under certain conditions. 4,9-Dihydro-s-indaceno[1,2-b:5,6-b']dithiophene yields a hypsochromic effect in the presence of benzene and naphthalene.

Advantages

4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene(IDT) is one of the critical donor blocks for high-performance organic electronic materials. Attaching a long alkyl side chain on the IDT units is easy due to sp3-hybridized carbon atoms on the heterocycles. In addition, the IDT-based polymers present high charge transfer properties and tunable HOMO levels, which have been broadly applied as the donor part in organic solar cells. Therefore, the IDT unit may be an excellent building block for preparing solution-processable ECPs. Several IDT-based ECPs have been prepared and exhibit good electrochromic properties with high coloration efficiency and fast switching rate[1].

References

[1] Yongqiang Pang . "Fast switching soluble electrochromic polymers obtained from a 4,9-Dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-embedded system." Synthetic Metals 242 (2018): Pages 29-36.

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