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
Quality Level
Assay
97%
solubility
chloroform: soluble 20 mg/mL, clear to slightly hazy, light yellow to yellow
functional group
hydroxyl
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
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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)
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
Synthesis of a polymer-supported anthracene and its application as a dienophile scavenger
Lei X and Porco JA
Organic Letters, 6, 795-798 (2004)
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