1H-Imidazolium, 1,3-bis(tricyclo[3.3.1.13,7]dec-1-yl)-,tetrafluoroborate(1-)


Chemical Name: 1H-Imidazolium, 1,3-bis(tricyclo[3.3.1.13,7]dec-1-yl)-,tetrafluoroborate(1-)
CAS Number: 286014-42-4
Product Number: AG002VU7(AGN-PC-0R4A3M)
Synonyms:
MDL No:
Molecular Formula: C23H33BF4N2
Molecular Weight: 424.3261

Identification/Properties


Properties
MP:
277-282 °C
Storage:
Inert atmosphere;2-8℃;
Form:
Solid
Computed Properties
Molecular Weight:
424.335g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
2
Exact Mass:
424.267g/mol
Monoisotopic Mass:
424.267g/mol
Topological Polar Surface Area:
8.8A^2
Heavy Atom Count:
30
Formal Charge:
0
Complexity:
467
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
2
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



1,3-Bis(1-adamantyl)imidazolium tetrafluoroborate is a versatile compound that finds numerous applications in chemical synthesis. This unique compound is commonly used as a phase transfer catalyst in various organic reactions. Its ability to efficiently transfer ions from one phase to another makes it a valuable tool in promoting reactions that would otherwise have low solubility or reactivity in a given solvent.In organic synthesis, 1,3-Bis(1-adamantyl)imidazolium tetrafluoroborate is particularly useful in asymmetric catalysis. It has been employed in stereoselective reactions to generate chiral products with high enantioselectivity. The rigid and sterically hindered structure of the adamantyl groups in the molecule plays a key role in controlling the orientation of substrates during the reaction, leading to the formation of desired chiral compounds.Furthermore, this compound has shown great potential in cross-coupling reactions, such as Suzuki-Miyaura and Heck reactions. By serving as a phase transfer catalyst, 1,3-Bis(1-adamantyl)imidazolium tetrafluoroborate facilitates the transference of reactants between immiscible phases, enabling efficient and selective bond formation.In summary, the application of 1,3-Bis(1-adamantyl)imidazolium tetrafluoroborate in chemical synthesis extends to a wide range of transformations, highlighting its significance as a versatile and effective catalyst in modern organic chemistry.