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187240

9-Anthracenemethanol

97%

Synonym(s):

9-(Hydroxymethyl)anthracene

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5 G

$93.10

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$140.00

50 G

$508.00

$93.10


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About This Item

Empirical Formula (Hill Notation):
C15H12O
CAS Number:
Molecular Weight:
208.26
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
215-998-5
Beilstein/REAXYS Number:
1873402
MDL number:
Assay:
97%

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assay

97%

InChI key

JCJNNHDZTLRSGN-UHFFFAOYSA-N

InChI

1S/C15H12O/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-9,16H,10H2

SMILES string

OCc1c2ccccc2cc3ccccc13

solubility

chloroform: soluble 20 mg/mL, clear to slightly hazy, light yellow to yellow

functional group

hydroxyl

Quality Level

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assay

97%

assay

99%

assay

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assay

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Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

100

solubility

chloroform: soluble 20 mg/mL, clear to slightly hazy, light yellow to yellow

solubility

methanol: soluble 50 mg/mL, clear (very hazy colorless to yellow and Colorless to Green-Yellow)

solubility

-

solubility

-

functional group

hydroxyl

functional group

hydroxyl

functional group

aldehyde

functional group

hydroxyl

General description

9-Anthracenemethanol participates in ring-opening polymerization of L-lactide catalyzed by alumoxane[1]. It undergoes proton exchange reaction with potassium tert-butoxide to yield potassium 9-anthracenemethoxide[2].

9-Anthracenemethanol is a derivative of anthracene used in the Diels-Alder reactions.

Application

9-Anthracenemethanol can be used:
  • As a starting material to prepare 9-anthracenylmethyl-1-piperazinecarboxylate, which acts as a reagent in the determination of isocyanates using HPLC.
  • In the Diels-Alder reaction with dimethylacetylene-dicarboxylate to yield lactone derivatives.
  • As an initiator in the ring-opening polymerization of δ-valerolactone to yield poly(δ-valerolactone).
  • As a starting material in the synthesis of polymer-supported anthracene, which acts as a dienophile scavenger in cycloaddition reactions.

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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Development of a new approach for total isocyanate determination using the reagent 9-anthracenylmethyl-1-piperazinecarboxylate.
Roh Y-M, et al.
Analyst, 125(9), 1691-1696 (2000)
Cyclodextrin-promoted Diels Alder reactions of a polycyclic aromatic hydrocarbon under mild reaction conditions
Chaudhuri, et al.
Tetrahedron Letters, 56, 1619-1623 (2015)
Living cationic polymerization of δ-valerolactone and synthesis of high molecular weight homopolymer and asymmetric telechelic and block copolymer
Lou X, et al.
Macromolecules, 35, 1190-1195 (2002)
Yuzhan Li et al.
Scientific reports, 10(1), 20214-20214 (2020-11-21)
The development of multi-stimuli-responsive shape memory polymers has received increasing attention because of its scientific and technological significance. In this work, epoxy elastomers with reversible crosslinks are synthesized by polymerizing an anthracene-functionalized epoxy monomer, a diepoxy comonomer, and a dicarboxylic
Synthesis of a polymer-supported anthracene and its application as a dienophile scavenger
Lei X and Porco JA
Organic Letters, 6, 795-798 (2004)

Questions

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  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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