9-Anthracenemethanol (HCID 73848)

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 properties

XLogP: 3.8
Topological polar surface area: 20.2 Å²
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
color: Yellow
BRN: 1873402 · 1873402
Stability: Stable. Incompatible with oxidizing agents.
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
InChIKey: JCJNNHDZTLRSGN-UHFFFAOYSA-N
SMILES: OCc1c2ccccc2cc3ccccc13
CAS DataBase Reference: 1468 · 1468-95-7(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 2 N7UVX2HLM · 2N7UVX2HLM
NIST Chemistry Reference: 9 · 9-Anthracenemethanol(1468-95-7)
EPA Substance Registry System: 9 · 9-Anthracenemethanol (1468-95-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 341 · H341
Precautionary statements: 201 · P201-P202-P280-P308+P313-P405-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
RTECS: 577500 · CB0577500
TSCA: TSCA listed
HS Code: 29062900 · 29062900
Storage Class: 11 · 11 - Combustible Solids
Toxicity: 390 mmol/L · mic-bac-sat 390 mmol/L CRNGDP 15,2605,94
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

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: 29062900
Toxicity: mic-bac-sat 390 mmol/L CRNGDP 15,2605,94
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS08
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H341
REACH Registrations: Active
Precautionary statements: P201-P202-P280-P308+P313-P405-P501

Chemistry & industry

Uses & manufacturing

General Manufacturing Information9-Anthracenemethanol: ACTIVE

Applications · 3 items

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.