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Merck

A90004

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24891393
EC Number:
201-549-0
Beilstein/REAXYS Number:
390030
MDL number:
MFCD00001188

Product Name

Anthraquinone, 97%

InChI key

RZVHIXYEVGDQDX-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1c2ccccc2C(=O)c3ccccc13

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.)

Quality Level

200

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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

signalword

Danger

hcodes

H317,H350

Hazard Classifications

Carc. 1B - Skin Sens. 1

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5794
BCCK6993
BCCH3041
BCCC7434
BCBZ8042

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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
A A Stepanov et al.
The Journal of organic chemistry, 76(21), 8737-8748 (2011-09-14)
The nature of products in the diazotization of 1-amino-2-acetylenyl-9,10-anthraquinones strongly depends on the nature of substituents at both the alkyne and at the anthraquinone core. Donor substitution (NHAr, OH) at the fourth position stabilizes the diazonium salt at C1, decelerating
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