Chemistry:Bathocuproine
From HandWiki
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| Preferred IUPAC name
2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline | |
Other names
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3D model (JSmol)
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| Properties | |
| C26H20N2 | |
| Molar mass | 360.460 g·mol−1 |
| Appearance | Pale yellow solid |
| Melting point | 283 °C (541 °F; 556 K) |
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| Hazards | |
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| GHS Signal word | Warning |
| H302, H413 | |
| P264, P270, P273, P301+312, P330, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Bathocuproine is a derivative of 1,10-phenanthroline with two methyl groups and two phenyl groups in the 2,9 and 4,7 positions, respectively. Like 1,10-phenanthroline, bathocuproine is a bidentate chelating ligand. The two methyl groups flank the nitrogen centers, such that bathocuproine is a bulky ligand. This compound, first prepared by Case and Brennan in the early 1950s [1][2] is a pale yellow solid that is soluble in polar organic solvents.[3]
References
- ↑ Case, Francis H.; Brennan, James A. (June 1954). "SUBSTITUTED 1, 10-PHENANTHROLINES. VII. SYNTHESIS OF CERTAIN PHENANTHROLINES FOR USE IN THE DETECTION OF Cu(I) 1". The Journal of Organic Chemistry 19 (6): 919–922. doi:10.1021/jo01371a007.
- ↑ Diehl, Harvey; Smith, George Frederick (1972). The Copper Reagents: Cuproine, Neocuproine, Bathocuproine. (2nd ed.). Columbus, Ohio: G. Frederick Smith Chemical Company. p. 26. https://info.gfschemicals.com/hubfs/Copper%20Reagents.pdf. Retrieved 1 January 2023.
- ↑ Guosheng Liu, Yichen, Wu (2012). "Encyclopedia of Reagents for Organic Synthesis". eEROS. doi:10.1002/047084289X.rn01392. ISBN 978-0471936237.
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