(R)-3-Nitrobiphenyline
(R)-3-Nitrobiphenyline is a chiral organic compound belonging to the biphenyl family. It is a substituted biphenyl, meaning it consists of two phenyl rings directly bonded to each other. The '3-Nitro' designation indicates the presence of a nitro group (-NO2) attached to the 3-position of one of the phenyl rings. The '(R)' stereochemical descriptor specifies the absolute configuration around the chiral axis between the two phenyl rings.
The biphenyl structure, devoid of other bulky substituents around the axis connecting the two rings, allows for relatively free rotation. However, the presence of the nitro group at the 3-position introduces steric hindrance, which restricts the rotation around the bond connecting the two phenyl rings. This restricted rotation leads to chirality, specifically axial chirality, where the molecule exists as non-superimposable mirror images (enantiomers).
The (R) designation refers to the Cahn-Ingold-Prelog (CIP) priority rules used to assign the absolute configuration. Visualizing the molecule along the axis connecting the two phenyl rings, and applying the CIP rules to the substituents on each ring, one can determine the direction of decreasing priority. If the direction of decreasing priority is clockwise, the stereocenter is designated (R). If the direction of decreasing priority is counterclockwise, the stereocenter is designated (S).
The properties and applications of (R)-3-Nitrobiphenyline are dictated by its structure. The nitro group is an electron-withdrawing group, influencing the reactivity and electronic properties of the molecule. The chiral nature of the compound makes it potentially useful in asymmetric synthesis, chiral recognition, and as a building block for more complex chiral molecules. Due to the presence of the nitro group, it can be an intermediate in the synthesis of more complex amino-containing molecules. Further detailed information regarding specific physical properties (e.g., melting point, boiling point, solubility), spectral data, and exact uses often requires consulting specific chemical databases and research literature.