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A89405

Sigma-Aldrich

9-Anthracenecarboxylic acid

99%

Synonym(s):

9-Anthroic acid

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About This Item

Empirical Formula (Hill Notation):
C15H10O2
CAS Number:
723-62-6
Molecular Weight:
222.24
Beilstein:
1875336
EC Number:
211-964-9
MDL number:
MFCD00001257
UNSPSC Code:
12352100
PubChem Substance ID:
24891384
NACRES:
NA.22
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Quality Level

100

Assay

99%

form

powder

mp

213-217 °C (lit.)

λmax

254 nm at 0.1% in ethanol

SMILES string

OC(=O)c1c2ccccc2cc3ccccc13

InChI

1S/C15H10O2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H,(H,16,17)

InChI key

XGWFJBFNAQHLEF-UHFFFAOYSA-N

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Application

9-Anthracenecarboxylic acid can be used as a starting material to synthesize:
  • 9-Cyanoanthracene by reacting with cyanohydrins in the presence of a palladium catalyst.[1]
  • 6-Chloro-8-(9-anthracenyl)-9H-purine by Ag/SiO2 catalyzed reaction one-pot reaction with 6-chloro-4,5-pyrimidinediamine.[2]

It can also be used as a cross-linking agent to functionalize organic second-order nonlinear optical materials to enhance poling efficiency and temporal stability.[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4513
STBL4514
STBL4107
STBL4786
STBK9063

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Straightforward conversion of arene carboxylic acids into aryl nitriles by palladium-catalyzed decarboxylative cyanation reaction
Ouchaou K, et al.
Synlett, 2010(14), 2083-2086 (2010)
Mild and in situ photo-crosslinking of anthracene-functionalized poly (aryl ether ketone) for enhancing temporal stability of organic NLO materials
Tian Yanxin, et al.
J. Mater. Sci., 56(9), 5910-5923 (2021)
Ag Loaded on SiO2 as an Efficient and Recyclable Heterogeneous Catalyst for the Synthesis of Chloro-8-substituted-9H-purines
Maddila S, et al.
Journal of Heterocyclic Chemistry, 53(1), 319-324 (2016)
Bence Hegyi et al.
Journal of molecular and cellular cardiology, 109, 27-37 (2017-07-03)
The role of Ca2+-activated Cl- current (ICl(Ca)) in cardiac arrhythmias is still controversial. It can generate delayed afterdepolarizations in Ca2+-overloaded cells while in other studies incidence of early afterdepolarization (EAD) was reduced by ICl(Ca). Therefore our goal was to examine
Krisztina Váczi et al.
Naunyn-Schmiedeberg's archives of pharmacology, 388(1), 87-100 (2014-10-26)
Understanding the role of ionic currents in shaping the cardiac action potential (AP) has great importance as channel malfunctions can lead to sudden cardiac death by inducing arrhythmias. Therefore, researchers frequently use inhibitors to selectively block a certain ion channel
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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