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Terephthalaldehyde

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Terephthalaldehyde Basic information

Product Name:
Terephthalaldehyde
Synonyms:
  • TEREPHTHALDIALDEHYDE
  • TEREPHTHALDICARBOXALDEHYDE
  • TEREPHTHALALDEHYDE
  • TEREPHTHALIC ALDEHYDE
  • P-PHTHALALDEHYDE
  • P-PHTHALICDICARBOXALDEHYDE
  • TPAL
  • 4-Formylbenzaldehyde
CAS:
623-27-8
MF:
C8H6O2
MW:
134.13
EINECS:
210-784-8
Product Categories:
  • Aromatics
  • Fluorenes, etc. (reagent for high-performance polymer research)
  • Aromatic Aldehydes & Derivatives (substituted)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • Miscellaneous Reagents
  • intermediates
  • Pyridines
  • bc0001
Mol File:
623-27-8.mol
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Terephthalaldehyde Chemical Properties

Melting point:
114-116 °C (lit.)
Boiling point:
245-248 °C (lit.)
Density 
1,06 g/cm3
vapor pressure 
0.25-0.46Pa at 20-25℃
refractive index 
1.4800 (estimate)
Flash point:
76 °C
storage temp. 
Store below +30°C.
solubility 
3g/l
form 
Crystalline Powder
color 
White to light yellow
Water Solubility 
3 g/L (50 ºC)
Sensitive 
Air Sensitive
BRN 
385863
InChIKey
KUCOHFSKRZZVRO-UHFFFAOYSA-N
LogP
1 at 20.1℃ and pH6.6-6.8
CAS DataBase Reference
623-27-8(CAS DataBase Reference)
NIST Chemistry Reference
1,4-Benzenedicarboxaldehyde(623-27-8)
EPA Substance Registry System
1,4-Benzenedicarboxaldehyde (623-27-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-36/37
Safety Statements 
22-24/25-36-26-37/39
WGK Germany 
1
RTECS 
WZ0430000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29122900
Hazardous Substances Data
623-27-8(Hazardous Substances Data)

MSDS

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Terephthalaldehyde Usage And Synthesis

Description

Terephthalaldehyde is an aromatic dialdehyde. Theoretically, the two aldehydes of terephthalaldehyde (TPA) are equivalent, so the single or double Schiff base from TPA and d-glucosamine (Glc) may be formed at the same time. It is used as an intermediate for the preparation of dyes and fluorescent whitening agents and in the synthesis of polyimines by reacting with aliphatic diamines. It is also used as a precursor for the preparation of paramagnetic microporous polymeric organic frameworks (POFs) through copolymerization with pyrrole, indole, and carbazole. As a good crosslinking agent, it could used in crosslinked chitosan hydrogel for the selective removal of anionic dyes[1].

Chemical Properties

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Uses

Terephthalaldehyde (cas# 623-27-8) is a compound useful in organic synthesis.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 788, 1955
Tetrahedron Letters, 36, p. 2285, 1995 DOI: 10.1016/0040-4039(95)00191-E

Purification Methods

Terephthalaldehyde [623-27-8] M 134.1, m 116o, b 245 -248o/771mm. Crystallise terephthalaldehyde from water. [Beilstein 7 IV 2140.]

References

[1] Weng Q, et al. Controllable Synthesis and Biological Application of Schiff Bases from d-Glucosamine and Terephthalaldehyde. ACS Omega, 2020; 5: 24864–24870.

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