1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride

Base Information

• Chemical Name: 1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride
• CAS No.: 131042-78-9
• Molecular Formula: C₂₃H₃₃N₂*Cl
• Molecular Weight: 372.981
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID00370573
• ChEMBL ID: CHEMBL3260223
• Mol file: 131042-78-9.mol

Synonyms:131042-78-9;1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride;1,3-BIS(1-ADAMANTYL)IMIDAZOLIUM CHLORIDE;1,3-bis(1-adamantyl)imidazol-1-ium;chloride;1,3-DIADAMANTYLIMIDAZOLIUMCHLORIDE;1,3-bis-(1-Adamantyl)imidazolium chloride;SCHEMBL739941;CHEMBL3260223;DTXSID00370573;PGYYVTILCOIEOP-UHFFFAOYSA-M;MFCD03788919;1,3-bisadamantyl imidazolium chloride;AKOS037644062;SC11689;AS-44295;CS-0035194;1,3-Di(adamantan-1-yl)-1H-imidazol-3-iumchloride;1,3-Di(tricyclo[3.3.1.1~3,7~]decan-1-yl)-1H-imidazol-3-ium chloride;1,3-BIS-(ADAMANT-1-YL)-IMIDAZOLIUM CHLORIDE

Chemical Property of 1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride

Chemical Property:

• Melting Point: 345-346℃
• PSA: 8.81000
• LogP: 1.63020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 372.2332268
• Heavy Atom Count: 26
• Complexity: 448

Purity/Quality:

99.3% ^*data from raw suppliers

1,3-Bis(1-adamantyl)imidazolium chloride, min. 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/37
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)N4C=C[N+](=C4)C56CC7CC(C5)CC(C7)C6.[Cl-]

Technology Process of 1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride

There total 3 articles about 1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Glyoxal (131543-46-9,107-22-2) + 1-Adamantanamine (768-94-5) → 1,3-di(adamantan-1-yl)-1H-imidazol-3-ium chloride (131042-78-9)

Guidance literature:

With hydrogenchloride; In water; toluene; at 0 - 40 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201200891

Reference yield:

1-Adamantanamine (768-94-5) → 1,3-di(adamantan-1-yl)-1H-imidazol-3-ium chloride (131042-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene

2: hydrogenchloride

With hydrogenchloride; In toluene;

DOI:10.24820/ark.5550190.p010.034

Reference yield:

Glyoxal (131543-46-9,107-22-2) + C21H34N2 → 1,3-di(adamantan-1-yl)-1H-imidazol-3-ium chloride (131042-78-9)

Guidance literature:

With hydrogenchloride;

DOI:10.24820/ark.5550190.p010.034

upstream raw materials:

1-Adamantanamine

formaldehyd

Glyoxal

Downstream raw materials:

IAd

Refernces

• 1、 Barnett, Christopher,Cole, Marcus L.,Harper, Jason B.. "Steric Properties of N-Heterocyclic Carbenes affect the Performance of Electronic Probes". supporting information. p. 4954 - 4958. Retrieved 2021/12/02.