2,2'-Biphenol
Chemical compound
From Wikipedia, the free encyclopedia
2,2′-Biphenol is an organic compound with the formula (C6H4OH)2. It is one of three symmetrical isomers of biphenol. A white solid, it is a precursor to diphosphite ligands that are used to support industrial hydroformylation catalysis.[1][2]
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| Names | |
|---|---|
| Preferred IUPAC name
[1,1′-Biphenyl]-2,2′-diol | |
| Other names
o,o′-Dihydroxybiphenyl | |
| Identifiers | |
3D model (JSmol) |
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| 1638363 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.015.730 |
| EC Number |
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| 51261 | |
| KEGG | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C12H10O2 | |
| Molar mass | 186.210 g·mol−1 |
| Appearance | white solid |
| Melting point | 109 °C (228 °F; 382 K) |
| Boiling point | 320 °C (608 °F; 593 K) |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H302, H315, H318, H319, H335 | |
| P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, 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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Synthesis
2,2′-Biphenol can be made by hydrolysis of dibenzofuran. Alternatively, it can be produced from 2,4-di-tert-butylphenol in two steps. The first step entails oxidative coupling to give the 2,2′-biphenol with four tert-butyl substituents. Upon heating, this species then undergoes debutylation.[3]