Chemical Properties
Brown powder
Uses
1,1'-Binaphthyl is a chiral molecule with hindered rotation about the bond connecting the two naphthyl rings, allowing for the isolation of optical isomers. It serves as a starting material in melt crystallization trials to investigate chiral symmetry breaking and optical rotation[1].
Purification Methods
Purify 1,1’-binaphthyl through a silica gel column with Me2CO/*C6H6 [or Al2O3 with 10% *C6H6/pet ether (b 30-60o)] and recrystallise it from EtOH, pentane, or slow evaporation of *C6H6, Me2CO or Et2O solutions. Half life ~10hours at 25o in various solvents. [Wilson & Pincock J Am Chem Soc 97 1474 1975, Akimoto & Yamada Tetrahedron 27 5999 1971, Beilstein 5 I 358, 5 II 642, 5 III 2465, 5 IV 2634.]
References
[1] Sainz-Díaz, C. I., Martín-Islán, A. P., & Cartwright, J. H. E. (2005). Chiral Symmetry Breaking and Polymorphism in 1,1'-Binaphthyl Melt Crystallization. The Journal of Physical Chemistry B, 109(40), 18758–18764.
https://doi.org/10.1021/jp0518198
