19984-57-7

Basic information

• Product Name: 1-(1-ADAMANTYL)PYRIDINIUM BROMIDE
• Synonyms: 1-(1-ADAMANTYL)PYRIDINIUM BROMIDE;1-ADAMANTYL PYRIDINIUM BROMIDE;N-1-Adamantylpyridinium bromide;1-(1-adamantyl)pyridin-1-ium bromide;1-(Adamantan-1-yl)pyridin-1-ium bromide
• CAS NO: 19984-57-7
• Molecular Formula: Br*C₁₅H₂₀N
• Molecular Weight: 294.23
• Product Categories: Adamantane derivatives;Heterocyclic Compounds;C9 to C46;Heterocyclic Building Blocks;Pyridines
• Mol File: 19984-57-7.mol

Chemical Properties

• Melting Point: 245 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: 1-(1-ADAMANTYL)PYRIDINIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-ADAMANTYL)PYRIDINIUM BROMIDE(19984-57-7)
• EPA Substance Registry System: 1-(1-ADAMANTYL)PYRIDINIUM BROMIDE(19984-57-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 19984-57-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(1-Adamantyl)pyridinium bromide is used as a catalyst in various organic synthesis reactions, facilitating the conversion of reactants to products and enhancing the efficiency of these processes.
Used as a Phase Transfer Catalyst:
In organic reactions, 1-(1-Adamantyl)pyridinium bromide serves as a phase transfer catalyst, enabling the transfer of reactants between different phases, which is crucial for reactions involving immiscible solvents.
Used in Pharmaceutical Research:
1-(1-Adamantyl)pyridinium bromide is utilized in pharmaceuticals for its potential applications in the development of new drugs, given its unique chemical structure and properties.
Used in Material Design:
1-(1-Adamantyl)pyridinium bromide is also employed in the design of new materials, where its solubility and catalytic properties can contribute to the creation of innovative substances with specific characteristics.
Used in Chemical Research:
1-(1-Adamantyl)pyridinium bromide is a subject of study in chemical research, where its properties and reactions are explored to expand the understanding of chemical processes and catalysis.
Used in Antimicrobial and Antifungal Development:
Due to its antimicrobial and antifungal properties, 1-(1-Adamantyl)pyridinium bromide is considered a potential candidate for the development of new antibacterial and antifungal agents, offering a promising avenue for combating resistant infections.

InChI:InChI=1/C15H20N.BrH/c1-2-4-16(5-3-1)15-9-12-6-13(10-15)8-14(7-12)11-15;/h1-5,12-14H,6-11H2;1H/q+1;/p-1

Upstream product

• 110-86-1 pyridine 
• 768-90-1 1-Adamantyl bromide 

Relevant articles and documents

Dual-Cavity Basket Promotes Encapsulation in Water in an Allosteric Fashion

We prepared dual-cavity basket 1 to carry six (S)-alanine residues at the entrance of its two juxtaposed cavities (289 ?3). With the assistance of 1H NMR spectroscopy and calorimetry, we found that 1 could trap a single molecule of 4 (K1 = 1.45 ± 0.40 × 104 M-1, ITC), akin in size (241 ?3) and polar characteristics to nerve agent VX (289 ?3). The results of density functional theory calculations (DFT, M06-2X/6-31G?) and experiments (1H NMR spectroscopy) suggest that the negative homotropic allosterism arises from the guest forming C-H···π contacts with all three of the aromatic walls of the occupied basket's cavity. In response, the other cavity increases its size and turns rigid to prevent the formation of the ternary complex. A smaller guest 6 (180 ?3), akin in size and polar characteristics to soman (186 ?3), was also found to bind to dual-cavity 1, although giving both binary [16] and ternary [1-62] complexes (K1 = 7910 M-1 and K2 = 2374 M-1, 1H NMR spectroscopy). In this case, the computational and experimental (1H NMR spectroscopy) results suggest that only two aromatic walls of the occupied basket's cavity form C-H···π contacts with the guest to render the singly occupied host flexible enough to undergo additional structural changes necessary for receiving another guest molecule. The structural adaptivity of dual-cavity baskets of type 1 is unique and important for designing multivalent hosts capable of effectively sequestering targeted guests in an allosteric manner to give stable supramolecular polymers.

QUATERNIZATION OF PYRIDINES WITH HALOADAMANTANES

The quaternization of pyridine and its 3- and 4-derivatives with 1-haloadamantanes has been carried out in the presence of a small quantity of water in the pyridines.