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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:
Molecular Weight:
128.17
Beilstein:
969517
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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.
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
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

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