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A97203

Sigma-Aldrich

Azulene

99%

Synonym(s):

Bicyclo[5.3.0]decapentaene

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About This Item

Empirical Formula (Hill Notation):
C10H8
CAS Number:
275-51-4
Molecular Weight:
128.17
Beilstein:
969517
EC Number:
205-993-6
MDL number:
MFCD00003810
UNSPSC Code:
12352100
PubChem Substance ID:
24891490
NACRES:
NA.22

Quality Level

200

Assay

99%

form

crystals

bp

242 °C (lit.)

mp

98-100 °C (lit.)

SMILES string

c1ccc2cccc2cc1

InChI

1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H

InChI key

CUFNKYGDVFVPHO-UHFFFAOYSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A F M Mustafizur Rahman et al.
Chemical communications (Cambridge, England), (10)(10), 1196-1198 (2008-03-01)
In spite of having small pi-conjugation systems, azulenes show large binding constants (10(4)-10(5)) to C(60) and C(70), which are larger than those of monoporphyrins and alternant aromatic hydrocarbons.
Ze-Yun Xiao et al.
Organic & biomolecular chemistry, 7(12), 2540-2547 (2009-06-09)
In this paper we report the synthesis and self-assembling behavior of new porphyrin-azulene-porphyrin and porphyrin-azulene conjugates. The porphyrin-azulene-porphyrin conjugate gelates a number of organic solvents, while the porphyrin-azulene conjugates form vesicles in a chloroform-methanol binary mixture. The structures of the
Timothy D Lash et al.
The Journal of organic chemistry, 77(5), 2368-2381 (2012-02-01)
A "2 + 2" strategy for synthesizing adj-dicarbaporphyrinoid systems has been developed. In a model study, an azulenylmethylpyrrole dialdehyde was condensed with a dipyrrylmethane in the presence of HCl, followed by oxidation with ferric chloride, to give a modest yield
Stefan Löber et al.
ChemMedChem, 4(3), 325-328 (2009-02-03)
Blue makes it happen: The non-uniform charge distribution of the blue colored azulene framework is highly suitable for the bioisosteric replacement of bicyclic heteroarene moieties. Showing an analogous binding mode as heterocyclic dopamine D4 receptor-selective lead compounds, the induction of
Atsuya Muranaka et al.
Journal of the American Chemical Society, 132(23), 7844-7845 (2010-05-27)
Azulenocyanine, having four azulene units fused to a tetraazaporphyrin skeleton, is a structural isomer of naphthalocyanine. We synthesized the first example of an azulenocyanine from 1,3-di-tert-butyl-5,6-dicyanoazulene. The macrocycle exhibits broad absorption over the visible and near-IR regions far beyond 1000
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