meso-Stilbene dibromide is an organic compound with a formula of (C6H5CH(Br))2.[3] It is one of three isomeric stilbene dibromides, the others being the pair of enantiomers. All are white solids.[4]
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| Names | |
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| Preferred IUPAC name
1,1′-[(1R,2S)-1,2-Dibromoethane-1,2-diyl]dibenzene | |
| Other names
Stilbene dibromide; meso-1,2-dibromo-1,2-diphenyl ethane
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| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.162.977 |
PubChem CID
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| Properties | |
| C14H12Br2 | |
| Molar mass | 340.058 g·mol−1 |
| Appearance | White solid |
| Melting point | 241 °C (466 °F; 514 K)[2] |
| 0.4-0.9[1] | |
| Hazards | |
| GHS labelling: | |
 
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| Danger | |
| H302, H314 | |
| P260, P264, P270, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P332+P313, P337+P313, P362, P363, 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 and reactions
editmeso-Stilbene dibromide can be prepared by treatment of (E)-stilbene with bromine.[5]
Reaction of stilbene dibromide with base gives diphenylacetylene.[4]
References
edit- ^ Weissberger, A. (1945). "Dipole Moment and Structure of Organic Compounds. XVII.[1] The Electric Moments of α- and β-Stilbene Dibromide and of p-Diacetylbenzene". J. Am. Chem. Soc. 67 (5): 778–779. doi:10.1021/ja01221a025.
- ^ Kulangiappar, K.; Ramaprakash, M.; Vasudevan, D.; Raju, T. (2016). "Electrochemical bromination of cyclic and acyclic enes using biphase electrolysis". Synthetic Communications. 46 (2): 145–153. doi:10.1080/00397911.2015.1125498. S2CID 101806740.
- ^ Schroth, Werner; Zeitschrift für Chemie 1977, V17(2), P56 CAPLUS
- ^ a b Smith, Lee Irvin; Falkov, M. M. (1942). "Diphenylacetylene". Org. Synth. 22: 50. doi:10.15227/orgsyn.022.0050.
- ^ Gilbert, J.C.; Martin, S.F. (2002). Experimental Organic Chemistry: A Miniscale and Macroscale Approach, third edition. London: Thomson. pp. 348–353. ISBN 978-0-03-034048-2.