Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

278688

Sigma-Aldrich

9-Anthracenecarboxaldehyde

97%

Synonym(s):

9-Anthraldehyde

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C15H10O
CAS Number:
642-31-9
Molecular Weight:
206.24
Beilstein:
639167
EC Number:
211-383-0
MDL number:
MFCD00001254
UNSPSC Code:
12352100
PubChem Substance ID:
24856824
NACRES:
NA.22

Assay

97%

form

solid

mp

103-105 °C (lit.)

SMILES string

[H]C(=O)c1c2ccccc2cc3ccccc13

InChI

1S/C15H10O/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-10H

InChI key

YMNKUHIVVMFOFO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

The Diels-Alder reaction of 9-anthracenecarboxaldehyde with benzenediazonium-2-carboxylate was studied.

Application

9-Anthracenecarboxaldehyde has been used in the synthesis of:
  • new asymmetrical tridentate Schiff base ligands
  • 2-(9-anthrylmethyl-ideneamino)-4-methyl-phenol, novel Schiff base via condensation with 2-amino-p-cresol
  • functionalized ligand, 2-(anthracen-9-ylidene)-4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione via Knoevenangel condensation with the diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Knoevenagel condensation of the diphosphine ligand 4, 5-bis (diphenylphosphino)-4-cyclopentene-1, 3-dione with 9-anthracenecarboxaldehyde: Synthesis of the second-generation ligand 2-(anthracen-9-ylidene)-4, 5-bis (diphenylphosphino)-4-cyclopentene-1, 3-dione.
Watson WH, et al.
Journal of Chemical Crystallography, 36(11), 715-722 (2006)
Skrollan Stockinger et al.
Beilstein journal of organic chemistry, 9, 1837-1842 (2013-09-26)
A new approach for the investigation of a higher-order reaction by on-column reaction gas chromatography is presented. The reaction and the analytical separation are combined in a single experiment to investigate the Diels-Alder reaction of benzenediazonium-2-carboxylate as a benzyne precursor
Mustafa Şahin et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 103, 400-408 (2013-01-01)
New asymmetrical tridentate Schiff base ligands were synthesized using 1,2-phenylenediamine, 4-methyl-1,2-phenylenediamine, 2-hydroxy-1-napthaldehyde, 9-anthracenecarboxaldehyde. Schiff base ligands and their metal complexes were synthesised and characterized by using FT-IR, (1)H NMR, (13)C NMR, UV-Vis, XRD, ESR, elemental analysis and fluorescence studies. The
Ying-Peng Zhang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 177, 147-152 (2017-02-06)
A new pyrazoline-based probe D was designed and synthesized, which can be used as a highly sensitive, selective and reversible recognizing fluorescent to detect Cu
Floyd A Beckford et al.
Dalton transactions (Cambridge, England : 2003), (48)(48), 10757-10764 (2009-12-22)
A novel microwave-assisted synthetic method has been used to synthesise a series of mixed ligand ruthenium(II) compounds containing diimine as well as bidentate thiosemicarbazone ligands. The compounds contain the diimine 1,10-phenanthroline (phen) or 2,2'-bipyridine (bpy) and the thiosemicarbazone is derived
View All Related Papers

Articles

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service