9-Anthraldehyde, 98%, Thermo Scientific Chemicals
9-Anthraldehyde, 98%, Thermo Scientific Chemicals
9-Anthraldehyde, 98%, Thermo Scientific Chemicals
9-Anthraldehyde, 98%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

9-Anthraldehyde, 98%, Thermo Scientific Chemicals

CAS: 642-31-9 | C15H10O | 206.24 g/mol
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100 g
Catalog number ALFA11258.14
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Specifications
Chemical Name or Material9-Anthraldehyde
CAS642-31-9
Health Hazard 1Warning
Health Hazard 2GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Health Hazard 3GHS P Statement
P261-P280-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapors/spray.
Wear protective gloves/protective clothing/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do.
Continue rinsing.
IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing.
Store locked up.
Dispose of contents/container in accordance with local/regional/national/international regulations.
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9-Anthraldehyde is used to prepare asymmetrical tridentate Schiff base ligands, 2-(9-anthrylmethyl-ideneamino)-4-methyl-phenol and functionalized ligand like 2-(anthracen-9-ylidene)-4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione through Knoevenangel condensation with the diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione. It is also used as an intermediate for dyes, pigment, active pharmaceutical ingredients and other organic compounds. Further, it is involved in the Diels Alder reaction with benzenediazonium-2-carboxylate.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
9-Anthraldehyde is used to prepare asymmetrical tridentate Schiff base ligands, 2-(9-anthrylmethyl-ideneamino)-4-methyl-phenol and functionalized ligand like 2-(anthracen-9-ylidene)-4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione through Knoevenangel condensation with the diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione. It is also used as an intermediate for dyes, pigment, active pharmaceutical ingredients and other organic compounds. Further, it is involved in the Diels Alder reaction with benzenediazonium-2-carboxylate.

Solubility
Soluble in toluene.

Notes
Air sensitive. Incompatible with strong bases and strong oxidizing agents.
RUO – Research Use Only

General References:

  1. 1-Formyltriptycene, prepared by Diels-Alder reaction of 9-anthraldehyde with benzyne, is the key intermediate for a series of triptycene derivatives which undergo a variety of skeletal transformations on flash vacuum pyrolysis or photolysis: J. Chem. Soc., Perkin 1, 563 (1996).
  2. Al-Kaysi, R. O.; Zhu, L.; Al-Haidar, M.; Al-Muhannah, M. K.; El-Boubbou, K.; Hamdan, T. M.; Bardeen, C. J. Chemical reaction method for growing photomechanical organic microcrystals. CrystEngComm 2015, 17 (46), 8835-8842.
  3. Huang, D.; Gao, Z.; Yi, H.; Bing, Y.; Niu, C.; Guo, Q.; Lai, C. A facile fluorescent probe based on anthraldehyde for trace Fe(III) ion determination in neutral aqueous solution. Anal. Methods 2015, 7 (1), 353-358.