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A89405

9-Anthracenecarboxylic acid

99%

Synonym(s):

9-Anthroic acid

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Pack SizeSKUAvailabilityPrice
5 g
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$100.00
25 g
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$240.00

About This Item

Empirical Formula (Hill Notation):
C15H10O2
CAS Number:
Molecular Weight:
222.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-964-9
Beilstein/REAXYS Number:
1875336
MDL number:
Assay:
99%
Form:
powder

$100.00


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Quality Segment

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

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.
  • 6-Chloro-8-(9-anthracenyl)-9H-purine by Ag/SiO2 catalyzed reaction one-pot reaction with 6-chloro-4,5-pyrimidinediamine.

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.

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This Item
180637A96150M3525
assay

99%

assay

96%

assay

80%

assay

≥99% (capillary GC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

mp

213-217 °C (lit.)

mp

162-166 °C (lit.)

mp

109-111 °C (lit.)

mp

−4.5-−4 °C (lit.)

form

powder

form

-

form

powder

form

liquid

λmax

254 nm at 0.1% in ethanol

λmax

-

λmax

-

λmax

-


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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)
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
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)



Global Trade Item Number

SKUGTIN
A89405-25G04061833400968
A89405-5G04061831832501

Questions

1–2 of 2 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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