Chemistry:Isophthalaldehyde
From HandWiki
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| Other names
1,3-Benzenedialdehyde, 1,3-Diformylbenzene
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C8H6O2 | |
| Molar mass | 134.134 g·mol−1 |
| Appearance | white |
| Density | 1.395 g/cm3[1] |
| Melting point | 89.5 °C (193.1 °F; 362.6 K) |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
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.
- ↑ "Isophthalaldehyde" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/34777#section=Safety-and-Hazards.
- ↑ 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.
- ↑ 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.
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