187240
9-Anthracenemethanol
97%
Synonym(s):
9-(Hydroxymethyl)anthracene
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About This Item
Empirical Formula (Hill Notation):
C15H12O
CAS Number:
Molecular Weight:
208.26
Beilstein:
1873402
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
solubility
chloroform: soluble 20 mg/mL, clear to slightly hazy, light yellow to yellow
SMILES string
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
InChI key
JCJNNHDZTLRSGN-UHFFFAOYSA-N
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General description
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.
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 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
Certificates of Analysis (COA)
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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)
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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