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108472

Sigma-Aldrich

2,5-Dibromothiophene

95%

Synonym(s):

2,5-dibromo-thiophene

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About This Item

Empirical Formula (Hill Notation):
C4H2Br2S
CAS Number:
Molecular Weight:
241.93
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

refractive index

n20/D 1.629 (lit.)

bp

211 °C (lit.)

mp

−6 °C (lit.)

density

2.147 g/mL at 25 °C (lit.)

SMILES string

Brc1ccc(Br)s1

InChI

1S/C4H2Br2S/c5-3-1-2-4(6)7-3/h1-2H

InChI key

KBVDUUXRXJTAJC-UHFFFAOYSA-N

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General description

2,5-Dibromothiophene polymerizes by debromination with magnesium catalyzed by nickel compounds to form poly(2,5- thienylene) .

Application

2,5-Dibromothiophene was used as starting reagent for the synthesis of α,α′-didecylquater-, -quinque- and -sexi-thiophenes. It was used in the preparation of soluble α,ω-diformyl-a-oligothiophenes.

pictograms

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Preparation of thermostable and electric-conducting poly (2, 5-thienylene).
Yamamoto T, et al.
Journal of Polymer Science - Part C: Polymer Letters, 18(1), 9-12 (1980)
Synthesis and thermal behaviour of α, α'-didecyloligothiophenes.
Ponomarenko S and Kirchmeyer S.
Journal of Materials Chemistry, 13(2), 197-202 (2003)
Synthesis and characterization of 3−hexyl multi−substituted α, ω−diformyl−α−oligothiophenes (n= 3, 6, 8).
Olinga T, et al.
Macromolecular Chemistry and Physics, 198(4), 1091-1107 (1997)

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