Isophthalaldehyde
Chemical compound
From Wikipedia, the free encyclopedia
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]
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| Names | |
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| Other names
1,3-Benzenedialdehyde, 1,3-Diformylbenzene | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.009.942 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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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 labelling:[2] | |
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| Warning | |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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]