187240

9-Anthracenemethanol

97%

• Synonym(s): 9-(Hydroxymethyl)anthracene
• Empirical Formula (Hill Notation): C₁₅H₁₂O
• CAS Number: 1468-95-7
• Molecular Weight: 208.26
• Beilstein: 1873402
• EC Number: 215-998-5
• MDL number: MFCD00001264
• UNSPSC Code: 12352100
• PubChem Substance ID: 24851260
• NACRES: NA.22

Properties

• 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

Description

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.

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.

Safety Information

• 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