123487-52-5

Basic information

• Product Name: 2,11-dithia<3.3>(1,4)naphthalenometacyclophane
• Synonyms: 2,11-dithia<3.3>(1,4)naphthalenometacyclophane
• CAS NO: 123487-52-5
• Molecular Weight: 322.495
• Mol File: 123487-52-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,11-dithia<3.3>(1,4)naphthalenometacyclophane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,11-dithia<3.3>(1,4)naphthalenometacyclophane(123487-52-5)
• EPA Substance Registry System: 2,11-dithia<3.3>(1,4)naphthalenometacyclophane(123487-52-5)

Safety Data

• Hazardous Substances Data: 123487-52-5(Hazardous Substances Data)

Upstream product

• 41563-69-3 1,3-bis(mercaptomethyl)benzene 
• 58791-49-4 1,4-bis(bromomethyl)naphthalene 

Relevant articles and documents

The Syn Conformers of Several 2,11-Dithia(1,4)naphthalenometacyclophanes: Novel Preference for a Conformation with Parallel Benzenoid Rings from Direct Confrontation of Two Different Modes of Non-bonding Interaction

2,11-Dithia(1,4)naphthalenometacyclophane and its 9-bromo- and 9-fluoro-derivative have been synthesized. 1H and 19F n.m.r. studies have indicated that all three dithiacyclophanes prefer the syn-conformation with near-parallel stacking of aromatic rings.This conformational preference is supported by results from MMP2 calculations.The angle of tilting of the meta-bridged ring is dependent on the 9-substituent.Variable-temperature n.m.r. studies have unexpectedly shown neither a flipping of the meta-bridged ring nor a wobbling of the C-S-C bridges.Possible conformational behaviour is the continuous tilting process of the meta-bridged ring in the rigid syn-conformation.A solvent effect on the chemical shifts of both the reference protons and the fluorine has been observed.