9-Anthracenemethanol
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Basic information
- CAS
1468-95-7- Standard SMILES
OCc1c2ccccc2cc2ccccc12- InChIKey
JCJNNHDZTLRSGN-UHFFFAOYSA-N- Molecular formula
- C15H12O
- Average molar mass
- 208.25 g/mol
- Monoisotopic mass
- 208.088815
Overview
structure given in first source
Names & identifiers
- Preferred name
- 9-Anthracenemethanol
- IUPAC
- anthracen-9-ylmethanol
- English name
- 9-Anthracenemethanol
- Molecular formula
- C15H12O
- Molecular weight
- 208.26
Names & synonyms
9-Anthracenemethanol1468-95-79-(Hydroxymethyl)anthracene9-Hydroxymethylanthracene9-Anthrylcarbinol9-Anthrylmethanol9-MethylolanthraceneDTXSID10492212N7UVX2HLMNSC-241166DTXCID30290779-OHMA
Show more names
9-AMAKOS B023870RARECHEM AL BD 0006ART-CHEM-BB B023870
RefChem:549181215-998-5anthracen-9-ylmethanol9-anthracene methanolAnthracene-9-carbinol9-HydroxymethylantraceneNSC 241166MFCD00001264
Database identifiers
- CAS
1468-95-7- PubChem CID
- 73848
- DTXSID
DTXSID1049221- ChEMBL
CHEMBL3188668- UNII
- 2N7UVX2HLM
- EC Number
- 215-998-5
- Nikkaji
- J131G
Properties
Computed structural propertiesFilling in
- XLogP
- 3.8
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 216
Experimental & physicochemical properties
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
LogP3.04
Vapor Pressure0.00000005 [mmHg]
Physical DescriptionYellow powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 162 · 162-164 °C(lit.)
- Boiling point
- 307.46 °C · 307.46°C (rough estimate)
- Density
- 1.0459 · 1.0459 (rough estimate)
- refractive index
- 1.5361 · 1.5361 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in hot methanol very faint turbidity.
- pka
- 14.36 · 14.36±0.10(Predicted)
- form
- Crystalline Powder
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 40% (2 of 5) of reports.
Warning
H302+H312+H332 (20%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Not Classified
Hazard information
Regulatory InformationStatus: Active Update: 21-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22743
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.
Hazard Classes and CategoriesSkin Irrit. 2 (40%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CB0577500
- hs_code
- 2906299090
- Toxicity
- mic-bac-sat 390 mmol/L CRNGDP 15,2605,94
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
Chemistry & industry
Uses & manufacturing
General Manufacturing Information9-Anthracenemethanol: ACTIVE
Applications
UsesAn anthracene derivative used in Diels-Alder reactions. Also used in the preparation of 9-anthracenylmethyl-1-piperazinecarboxylate.
Uses9-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.
General Description9-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.
Preparation methods
Preparation9-Anthracenemethanol is synthesized by hydrogenation of 9-anthracenecarboxaldehyde. It is a versatile precursor to supramolecular assemblies.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
37 records
Compound notes
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