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9-Anthraldehyde

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9-Anthraldehyde Basic information

Product Name:
9-Anthraldehyde
Synonyms:
  • 9-Anthrylaldehyde
  • 9-Anthrylcarboxaldehyde
  • 9-Formylanthracene
  • 9-ANTHRACENECARBALDEHYDE
  • 9-ANTHRACENECARBOXALDEHYDE
  • 9-ANTHRALDEHYDE
  • AKOS B029849
  • AKOS BBS-00003154
CAS:
642-31-9
MF:
C15H10O
MW:
206.24
EINECS:
211-383-0
Product Categories:
  • Aromatic Aldehydes & Derivatives (substituted)
  • Anthracenes
Mol File:
642-31-9.mol
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9-Anthraldehyde Chemical Properties

Melting point:
103-105 °C (lit.)
Boiling point:
305.09°C (rough estimate)
Density 
1.0701 (rough estimate)
refractive index 
1.6324 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in toluene.
form 
Crystalline Powder or Needles
color 
Yellow
Sensitive 
Air Sensitive
BRN 
639167
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents.
InChIKey
YMNKUHIVVMFOFO-UHFFFAOYSA-N
CAS DataBase Reference
642-31-9(CAS DataBase Reference)
NIST Chemistry Reference
9-Anthracenecarboxaldehyde(642-31-9)
EPA Substance Registry System
9-Anthracenecarboxaldehyde (642-31-9)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
24/25-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29122900

MSDS

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9-Anthraldehyde Usage And Synthesis

Chemical Properties

yellow powder

Uses

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.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 4587, 1988 DOI: 10.1021/jo00254a035

General Description

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

Purification Methods

9-Anthraldehyde [642-31-9] M 206.2, m 104-105o. Crystallise the aldehyde from acetic acid or EtOH. [Masnori et al. J Am Chem Soc 108 1126 1986, Beilstein 7 IV 1738.]

9-Anthraldehyde Preparation Products And Raw materials

Preparation Products

Raw materials

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