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Merck
CN

367141

Selenophene

97%

Synonym(s):

Selenacyclopentadiene, Selenofuran

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About This Item

Empirical Formula (Hill Notation):
C4H4Se
CAS Number:
288-05-1
Molecular Weight:
131.03
NACRES:
NA.22
PubChem Substance ID:
24862395
UNSPSC Code:
12352100
MDL number:
MFCD00075487

Key Documents

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Product Name

Selenophene, 97%

InChI

1S/C4H4Se/c1-2-4-5-3-1/h1-4H

SMILES string

c1cc[se]c1

InChI key

MABNMNVCOAICNO-UHFFFAOYSA-N

assay

97%

form

liquid

refractive index

n20/D 1.58 (lit.)

bp

110-111 °C (lit.)

mp

−30 °C (lit.)

density

1.423 g/mL at 25 °C (lit.)

Quality Level

100

Related Categories

Application

Selenophene may be used:
  • as conjugated linker in the synthesis of organic dyes
  • in the synthesis of selenophene-2-carbonitrile
  • in the synthesis of selenophene diketopyrrolopyrrole polymers
  • as building block for the electrically conducting polyalkyl selenophene

General description

Selenophene is a heterocyclic building block. Synthesis of selenophene-based heteroacenes has been reported. Synthesis of selenophene-thiophene block copolymers has been reported. The electron transmission spectra of selenophene has been recorded in the 0-6eV energy range.

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Flam. Liq. 2 - STOT RE 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

26.6 °F - closed cup

flash_point_c

-3 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCN5400
MKCL7447
MKCH1788
MKCF0787
MKCD5655

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Low band gap selenophene-diketopyrrolopyrrole polymers exhibiting high and balanced ambipolar performance in bottom-gate transistors.
Shahid M, et al.
Chemical Science, 3(1), 181-185 (2012)
Dye-sensitized solar cells based on organic sensitizers with different conjugated linkers: furan, bifuran, thiophene, bithiophene, selenophene, and biselenophene.
Li R, et al.
The Journal of Physical Chemistry C, 113(17), 7469-7479 (2009)
Journal of the Electrochemical Society, 137, 1827-1827 (1990)
Electron transmission spectra of selenophene and tellurophene and Xa computations of electron affinities for chalcophenes.
Modelli A, et al.
Chemical Physics, 88(3), 181-185 (1984)
Toshihiro Okamoto et al.
Organic letters, 7(23), 5301-5304 (2005-11-05)
[reaction: see text] A new intramolecular triple cyclization of bis(o-haloaryl)diacetylenes, via dilithiation followed by reaction with chalcogen elements, produces pi-conjugated compounds containing heterole-1,2-dichalcogenin-heterole fused tricyclic skeletons. The subsequent dechalcogenation with copper metal affords a series of thiophene- and selenophene-based heteroacenes.
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