Terephthalaldehyde

Synonym(s):1,4-Benzenedicarbaldehyde, Terephthalaldehyde;Benzene-1,4-dicarboxaldehyde;Terephthaldialdehyde;Terephthaldicarboxaldehyde

CAS NO.：623-27-8
Empirical Formula: C8H6O2
Molecular Weight: 134.13
MDL number: MFCD00006949
EINECS: 210-784-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-13 11:39:26

What is Terephthalaldehyde?

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

The Uses of Terephthalaldehyde

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.

Properties of Terephthalaldehyde

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
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)

Safety information for Terephthalaldehyde

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.