Diphenic acid
Appearance
Names | |
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Other names
2,2'-dibenzoic acid
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.889 |
EC Number |
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536420 | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C14H10O4 | |
Molar mass | 242.230 g·mol−1 |
Appearance | white solid |
Density | 1.2917 g/cm3 |
Melting point | 235.5 °C (455.9 °F; 508.6 K) |
Hazards | |
GHS labelling: | |
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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Diphenic acid is an organic compound with the formula (C6H4CO2H)2. It is the most studied of several isomeric dicarboxylic acids of biphenyl. It is a white solid that can be prepared in the laboratory from anthranilic acid via the diazonium salt.[1] It is the product of the microbial action on phenanthrene.[2]
The compound forms a variety of coordination polymers.[3] It also exhibits atropisomerism.
References
- ^ Atkinson, E. R.; Lawler, H. J. (1927). "Diphenic Acid". Organic Syntheses. 7: 30. doi:10.15227/orgsyn.007.0030.
- ^ Moody, J. D.; Freeman, J. P.; Doerge, D. R.; Cerniglia, C. E. (2001). "Degradation of Phenanthrene and Anthracene by Cell Suspensions of Mycobacterium sp. Strain PYR-1". Applied and Environmental Microbiology. 67 (4): 1476–1483. doi:10.1128/AEM.67.4.1476-1483.2001. PMC 92757. PMID 11282593.
- ^ Yang, Jin; Ma, Jian-Fang; Liu, Ying-Ying; Ma, Ji-Cheng; Batten, Stuart R. (2009). "A Series of Lead(II) Complexes with π−π Stackings: Structural Diversities by Varying the Ligands". Crystal Growth & Design. 9 (4): 1894–1911. doi:10.1021/cg801085d.