Terephthaldicarboxaldehyde

• CAS: 623-27-8
• Catalog Number: ACM623278
• Category: Other Products
• Molecular Weight: 134.13g/mol
• Molecular Formula: C8H6O2
• IUPAC Name: terephthalaldehyde
• Canonical SMILES: C1=CC(=CC=C1C=O)C=O
• InChI: InChI=1S/C8H6O2/c9-5-7-1-2-8(6-10)4-3-7/h1-6H
• InChI Key: KUCOHFSKRZZVRO-UHFFFAOYSA-N
• Boiling Point: 246.0 °C;246 °C
• Melting Point: 117.0 °C;117 °C
• Flash Point: 76 °C (169 °F) - closed cup
• Solubility: 0.00 M;In water, 200 mg/L at 25 °C;Insoluble in water;Very soluble in ethanol; soluble in ethyl ether, chloroform, alkalies
• Application: Terephthaldicarboxaldehyde is a white to light yellow crystalline powder that serves as a valuable compound in organic synthesis. Its primary purpose is to act as an intermediate in the preparation of dyes and fluorescent whitening agents. Additionally, it plays a crucial role in synthesizing polyimines through reactions with aliphatic diamines. Terephthaldicarboxaldehyde is also a key precursor for creating paramagnetic microporous polymeric organic frameworks, achieved through copolymerization with compounds such as pyrrole, indole, and carbazole. Furthermore, its effectiveness as a crosslinking agent makes it suitable for use in crosslinked chitosan hydrogel, facilitating the selective removal of anionic dyes.
• Color/Form: Needles from water
• Complexity: 107
• Covalently-Bonded Unit Count: 1
• Decomposition: When heated to decomposition it emits acrid smoke and irritating fumes.
• EC Number: 210-784-8
• Exact Mass: 134.036779g/mol
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Heavy Atom Count: 10
• LogP: log Kow = 1.43 (est)
• Monoisotopic Mass: 134.036779g/mol
• NSC Number: 13395
• Other Experimental: Henry's Law constant = 3.35X10-8 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 3.4X10-11 cu cm/molec-sec at 25 °C (est)
• Rotatable Bond Count: 2
• Stability: Stable under recommended storage conditions.
• UNII: M2Y6E4N2TS
• Vapor Pressure: 4.02X10-3 mm Hg at 25 °C (est)
• XLogP3: 0.9

Synthetic Use

Downstream Synthesis Route 1

• 38622-91-2
• 623-27-8

• 622-75-3

Reference: [1] Journal of the American Chemical Society, 2006, vol. 128, # 39, p. 12714 - 12725

Downstream Synthesis Route 2

• 623-27-8

• 58-97-9
• 623-27-8

Reference: [1] Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4701 - 4709

Downstream Synthesis Route 3

• 623-27-8

• 623-24-5

Reference: [1] Tetrahedron Letters, 2000, vol. 41, # 27, p. 5161 - 5164

Downstream Synthesis Route 4

• 939-79-7
• 623-27-8

• 2695-69-4

Reference: [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 1215 - 1227
[2]Helvetica Chimica Acta,1936,vol. 19,p. 5,11
[3]Bulletin de la Societe Chimique de France,1965,p. 1858 - 1862

Downstream Synthesis Route 5

• 5048-82-8
• 623-27-8

• 20730-29-4

Reference: [1]Chemische Berichte,1937,vol. 70,p. 1202,1210

Downstream Synthesis Route 6

• 939-83-3
• 623-27-8

• 2695-71-8

Reference: [1]Bulletin de la Societe Chimique de France,1965,p. 1858 - 1862

* For details of the synthesis route, please refer to the original source to ensure accuracy.