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Key Documents

187240

Sigma-Aldrich

9-Anthracenemethanol

97%

Synonyme(s) :

9-(Hydroxymethyl)anthracene

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About This Item

Formule empirique (notation de Hill):
C15H12O
Numéro CAS:
Poids moléculaire :
208.26
Numéro Beilstein :
1873402
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

97%

Solubilité

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

Chaîne SMILES 

OCc1c2ccccc2cc3ccccc13

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

Clé InChI

JCJNNHDZTLRSGN-UHFFFAOYSA-N

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Description générale

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

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

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)
Shanshan Kou et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 96, 768-775 (2012-08-14)
Vibrational spectral measurements were made for 9-anthracenemethanol. Optimized geometrical structure and harmonic vibration frequencies were computed based on ab initio and density functional theory B3LYP methods using 6-311G(**) and LANL2DZ basis sets. The equilibrium geometries got from all of the
Chen-Yu Li et al.
Dalton transactions (Cambridge, England : 2003), 40(9), 1880-1887 (2011-02-02)
Aluminium complexes bearing sterically bulky benzotriazole-phenoxide ligands are synthesized and characterized structurally. The reaction of 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol ((CMe2Ph)BTP-H) or 2-(2H-benzotriazol-2-yl)-4,6-di-tert-butylphenol ((t-Bu)BTP-H) with AlMe(3) (1.2 molar equiv.) in toluene yields [((CMe2Ph)BTP)AlMe(2)] (1) or [((t-Bu)BTP)AlMe(2)] (2) as a four-coordinated monomeric aluminium complex. Compound
Yasuhiro Ando et al.
Lipids, 42(10), 955-960 (2007-08-19)
This paper proposes a one-step method for preparation of fluorescent 9-anthrylmethyl esters from triacylglycerols (TAG) ranging in amount from 0.1 to 5 microg. It involves base-catalyzed transesterification using potassium 9-anthracenemethoxide, prepared by proton exchange between 9-anthracenemethanol and potassium tert-butoxide. Transesterification
J W Flesher et al.
Biochemical and biophysical research communications, 251(1), 239-243 (1998-10-29)
The role of electrophilic hydroxymethyl sulfate esters in the metabolic activation, DNA-damage, mutagenicity, and complete carcinogenicity of polycyclic aromatic hydrocarbons has been elucidated considerably in recent years. The observations are in agreement with a unified hypothesis which predicts that electrophilic

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