131042-78-9

Basic information

• Product Name: 1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE
• Synonyms: 1,3-DIADAMANTYL-IMIDAZOLIUM CHLORIDE;1,3-BIS(ADAMANT-1-YL)IMIDAZOLIUM CHLORIDE;1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE;1,3-Bis(1-adamantyl)imidazoliumchloride,min.97%;1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE, MIN. 97%;1,3-Bis(adamant-1-yl)imidazolium chloride,97%;1,3-Di(adaMantan-1-yl)-1H-iMidazol-3-iuM chloride;1,3-Bis(1-adamantanyl)imidazolium chloride
• CAS NO: 131042-78-9
• Molecular Formula: C₂₃H₃₃N₂*Cl
• Molecular Weight: 372.97
• Product Categories: organic amine;Achiral Nitrogen;NHC
• Mol File: 131042-78-9.mol

Chemical Properties

• Melting Point: 345-346°C
• Appearance: white/crystal
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Stability: hygroscopic
• CAS DataBase Reference: 1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE(131042-78-9)
• EPA Substance Registry System: 1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE(131042-78-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36/37
• Safety Statements: 37/39-26-36
• Hazardous Substances Data: 131042-78-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C23H33N2/c1-2-25(23-12-19-6-20(13-23)8-21(7-19)14-23)15-24(1)22-9-16-3-17(10-22)5-18(4-16)11-22/h1-2,15-21H,3-14H2/q+1

Upstream product

• 131543-46-9 Glyoxal 
• 50-00-0 formaldehyd 
• 768-94-5 1-Adamantanamine 

Downstream Products

• 131042-77-8 IAd 

Relevant articles and documents

Highly efficient carbene and polycarbene catalysis of the transesterification reaction

Highly efficient carbene and polycarbene catalysis of the transesterification reaction of ethyl benzoate in methanol has been observed and results in values of TON as high as 4000–6150 at a molar ratio of ester to methanol of 1:18 at room temperature. The most effective catalysts were found to be the individual carbenes or in situ generated carbenes, namely adamantyl and aromatic substituted cyclic compounds and polymeric carbenes. None of the reactions requires the use of molecular sieves. The polymeric imidazol-2-ylidene catalyst was used for the efficient production of biodiesel fuel from sunflower oil.

Steric Properties of N-Heterocyclic Carbenes affect the Performance of Electronic Probes

Electronic probes of ligands, particularly carbenes, are widely used in assessing electronic properties; the results inform the selection of a ligand for a given application. As such, it is important to ensure the data obtained is reliable and unaffected by other factors, such as the steric bulk of the ligand. The effects of such steric factors on two commonly used electronic probes (based on palladium and selenium) are investigated here, with the selenium adduct found to be particularly sensitive. It is hoped that this serves as a cautionary tale to always critically evaluate what a probe is measuring.

Intermolecular mono-and dihydroamination of activated alkenes using a recoverable gold catalyst

A combination of gold chloride organometallic complex and a silver salt was used to catalyze intermolecular hydroamination of activated alkenes, i.e aza-Michael reactions. The gold-catalyzed reactions of activated alkenes with nitrogen substrates were investigated and found to afford various mono-and dihydroamination products, the latter being rare and original. After flash chromatography, gold NHC catalyst could be recovered as a gold hydroxide NHC complex. When combined with a silver salt, the gold complex lead again to an active hydroamination catalyst.