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278688

Sigma-Aldrich

9-Anthracenecarboxaldehyde

97%

Sinónimos:

9-Anthraldehyde

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About This Item

Fórmula empírica (notación de Hill):
C15H10O
Número de CAS:
642-31-9
Peso molecular:
206.24
Beilstein/REAXYS Number:
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.)

functional group

aldehyde

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

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
STBC2169V
STBC1381V
S74533V
S79560V
STBB8509V

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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
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)
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
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
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