Chemical compound
Isophthalaldehyde is an organic compound with the formula C6H4(CHO)2. It is one of three isomers of benzene dicarbaldehyde, a reduced analog of phthalic acid. It is a colorless solid, although commercial samples often appear yellowish. One preparation entails the Sommelet reaction of α,α'-diamino-ortho-xylene.[3]
Reactions and use
Like many benzaldehydes, isophthalaldehyde forms a variety of Schiff base derivatives. Being bifunctional (having two formyl groups), isophthalaldehyde allows the formation of polymers or covalent organic frameworks upon reaction with di- or triamines.[4] [5] They also find use in metal coordination complexes.[6]
Related compounds
References
- ^ Britton, Doyle (2002). "O- andm-Benzenedicarbaldehyde". Acta Crystallographica Section C Crystal Structure Communications. 58 (11): o637–o639. doi:10.1107/S0108270102015597. PMID 12415166. S2CID 7685455.
- ^ "Isophthalaldehyde". pubchem.ncbi.nlm.nih.gov. Retrieved 3 February 2022.
- ^ Ackerman, J. H.; Surrey, A. R. (1967). "Isophthalaldehyde". Organic Syntheses. 47: 76. doi:10.15227/orgsyn.047.0076.
- ^ Schwab, Matthias Georg; Fassbender, Birgit; Spiess, Hans Wolfgang; Thomas, Arne; Feng, Xinliang; Müllen, Klaus (2009). "Catalyst-free Preparation of Melamine-Based Microporous Polymer Networks through Schiff Base Chemistry". J. Am. Chem. Soc. 131 (21): 7216–7217. doi:10.1021/ja902116f. PMID 19469570.
- ^ Schoustra, Sybren K.; Smulders, Maarten M. J. (2023). "Metal Coordination in Polyimine Covalent Adaptable Networks for Tunable Material Properties and Enhanced Creep Resistance". Macromolecular Rapid Communications. 44 (5): 2200790. doi:10.1002/marc.202200790. PMID 36629864. S2CID 255593988.
- ^ Nasr, G.; Macron, T.; Gilles, A.; Mouline, Z.; Barboiu, M. (2012). "Metallodynameric membranes – toward the constitutional transport of gases". Chemical Communications. 48 (54): 6827–6829. doi:10.1039/C2CC32656F.
