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A90004

Sigma-Aldrich

Anthraquinone

97%

Synonym(s):

1,4,11,12-Tetrahydro-9,10-anthraquinone, 9,10-Anthraquinone, Anthracene-9,10-quinone, Anthradione

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About This Item

Empirical Formula (Hill Notation):
C14H8O2
CAS Number:
84-65-1
Molecular Weight:
208.21
Beilstein:
390030
EC Number:
201-549-0
MDL number:
MFCD00001188
UNSPSC Code:
12352100
PubChem Substance ID:
24891393
NACRES:
NA.22

vapor density

7.16 (vs air)

vapor pressure

1 mmHg ( 190 °C)

Assay

97%

form

powder

bp

379-381 °C (lit.)

mp

284-286 °C (lit.)

SMILES string

O=C1c2ccccc2C(=O)c3ccccc13

InChI

1S/C14H8O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H

InChI key

RZVHIXYEVGDQDX-UHFFFAOYSA-N

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Application

Anthraquinone (AQ) can be used:
  • In the synthesis of water-soluble anthraquinone derivatives such as 9,10-anthraquinone-2,6-disulfonic acid, disodium salt (AQ-2,6) and 9,10-anthraquinone-2-sulfonic acid, monosodium salt (AQ-2). These AQ derivatives are useful as redox catalysts for aeration in Becher process.
  • As an indicator to determine the acid strength of poly(4-vinylpyridinium) hydrogen sulfate (P(4-VPH)HSO4) catalyst.
  • As a pulping catalyst.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H317,H350

Hazard Classifications

Carc. 1B - Skin Sens. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

482.0 °F - closed cup

Flash Point(C)

250 °C - closed cup

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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The application of anthraquinone redox catalysts for accelerating the aeration step in the becher process.
Bruckard WJ, et al.
Hydrometallurgy, 73(1-2), 111-121 (2004)
Preparation, characterization and use of poly (4-vinylpyridinium) hydrogen sulfate salt as an eco-benign, efficient and reusable solid acid catalyst for the chemoselective 1, 1-diacetate protection and deprotection of aldehydes.
Khaligh NG and Shirini F
J. Mol. Catal. A: Chem., 348(1-2), 20-29 (2011)
Anthraquinone-A review of the rise and fall of a pulping catalyst.
Hart PW and Rudie AW
Tappi Journal, 13(10), 23-31 (2014)
Emilio M Ungerfeld et al.
Microorganisms, 8(6) (2020-05-30)
Ameliorating methane (CH4) emissions from ruminants would have environmental benefits, but it is necessary to redirect metabolic hydrogen ([H]) toward useful sinks to also benefit animal productivity. We hypothesized that inhibiting rumen methanogenesis would increase de novo synthesis of microbial
Gui'e Xie et al.
British journal of pharmacology, 159(3), 689-697 (2010-02-05)
The aims of this study were to investigate the anti-cancer activity of SZ-685C, an anthracycline analogue isolated from marine-derived mangrove endophytic fungi, and to explore the molecular mechanisms underlying such activity. The effect of SZ-685C on the viability of cancer
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