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Merck
CN

11650

Azulene

standard for GC, ≥99.0% (GC)

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
EC Number:
205-993-6
UNSPSC Code:
41116107
PubChem Substance ID:
Beilstein/REAXYS Number:
969517
MDL number:
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InChI key

CUFNKYGDVFVPHO-UHFFFAOYSA-N

InChI

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

SMILES string

c1ccc2cccc2cc1

assay

≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

242 °C (lit.)

mp

98-100 °C (lit.)

application(s)

environmental

format

neat

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Preparation Note

λmax. 270 nm, log ε 4.72 in heptane

pictograms

Environment

hcodes

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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Mine Ince et al.
Chemical communications (Cambridge, England), 48(34), 4058-4060 (2012-03-22)
A novel supramolecular electron donor-acceptor hybrid (2·1) and an electron donor-acceptor conjugate (3), both exhibiting a remarkably shifted Q band in the NIR region of the solar spectrum, were prepared. Irradiation of the supramolecular ensemble 2·1 within the visible range
Dawei Zhao et al.
The Journal of chemical physics, 131(18), 184307-184307 (2009-11-18)
The infrared (IR) spectrum of protonated azulene (AzuH(+), C(10)H(9)(+)) has been measured in the fingerprint range (600-1800 cm(-1)) by means of IR multiple photon dissociation (IRMPD) spectroscopy in a Fourier transform ion cyclotron resonance mass spectrometer equipped with an electrospray
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
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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