84661-56-3

Basic information

• Product Name: N,N-diimidazoylmethane
• Synonyms: N,N-diimidazoylmethane;1-(1H-iMidazol-1-ylMethyl)-1H-iMidazole;Di(1H-iMidazol-1-yl)Methane;1-(imidazol-1-ylmethyl)imidazole
• CAS NO: 84661-56-3
• Molecular Formula: C₇H₈N₄
• Molecular Weight: 148.1652
• Mol File: 84661-56-3.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 439.4°Cat760mmHg
• Flash Point: 219.5°C
• Appearance: /
• Density: 1.24g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: N,N-diimidazoylmethane(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diimidazoylmethane(84661-56-3)
• EPA Substance Registry System: N,N-diimidazoylmethane(84661-56-3)

Safety Data

• Hazardous Substances Data: 84661-56-3(Hazardous Substances Data)

Usage

General Description

N,N-Diimidazoylmethane, also known as DIM, is a chemical compound used in organic synthesis as a reagent for amidation and esterification reactions. It is a white solid that is soluble in polar organic solvents. DIM is commonly employed as a reagent for the synthesis of amides, esters, and other nitrogen-containing compounds. It is a versatile compound and is widely used in pharmaceutical, agrochemical, and material science industries. Its ability to facilitate amidation and esterification reactions makes it a valuable tool for organic chemists in the development of new molecules and materials.

Upstream product

• 288-32-4 1H-imidazole 
• 74-97-5 chlorobromomethane 
• 74-83-9 methyl bromide 
• 108-13-4 malonodiamide 
• 645-36-3 2,2-diethoxy-ethanamine 
• 50-00-0 formaldehyd 
• 74-95-3 1,1-dibromomethane 
• 75-11-6 diiodomethane 
• 75-09-2 dichloromethane 
• 288-13-1 NH-pyrazole 

Downstream Products

• 288-32-4 1H-imidazole 
• 88346-05-8 dichlorure de dibenzyl-3,3' methylene-1,1' diimidazolium 

Relevant articles and documents

Synthesis, crystal structures, in vitro anticancer, and in vivo acute oral toxicity studies of bis-imidazolium/benzimidazolium salts and respective dinuclear Ag(I)- N -heterocyclic carbene complexes

The synthesis, spectral (FT-IR and NMR), and structural studies of 1,1′-methylene linked 3,3′-2-cyanobenzyl bis-imidazolium salt (L1) and respective dinuclear Ag(I)-NHC complex (C1) are reported The structures of both compounds were established through single-crystal X-ray diffraction C1 has a short Ag-Ag separation of 3.16 A Both L1 and C1 were tested for potential against leukemia (k562) cell line For comparison, para-xylyl linked bis-benzimidazolium salts (L2-L4) and their dinuclear Ag(I)-NHC complexes (C2-C4) were synthesized and tested against the same cell line (K562) The IC50 values proved that L2-L4 and C2-C4 are many fold more active than L1 and C1 The mechanism of action and structure activity relationship are discussed In vivo oral acute toxicity study (sighting study) was carried out which depicts that 2000 mg/kg dose of selected compounds is an appropriate and safe dose for conducting main study on animals 2013

Cuprous Iodide Pseudopolymorphs Based on Imidazole Ligand and Their Luminescence Thermochromism

Two cuprous iodide pseudopolymorphs, formulated as [(Cu4I4)(MBI)2]∞ (MBI = 1,1′-methylene-bis(imidazole)) with an irregular cubane-like Cu4I4 cluster as tetrahedrally coordinated secondary building unit and imidazole derivative as bridging ligand, have been synthesized and characterized by single-crystal X-ray diffraction analysis. Both of two compounds only exhibited a single broad low-energy cluster-centered (3CC) triplet emission band between room temperature and 77 K. Of particular interest, these two Cu4I4-imidazole pseudopolymorphs still displayed thermochromic luminescence originating from a red shift of such tunable single cluster-centered triplet emission, being different from that observed in the previously reported Cu4I4-pyridine system by balancing temperature-dependent multiple emissions (high-energy and low-energy) derived from their energetically distinct triplet states.

Exploring different coordination modes of the first tetradentate NHC/1,2,3-triazole hybrid ligand for group 10 complexes

Synthesis and characterisation of the first tetradentate N-heterocyclic carbene (NHC)/1,2,3-triazole hybrid ligand obtained by means of copper(i) catalyzed "click" chemistry and its application for the synthesis of group 10 complexes is reported. For pall

Iodide selective fluorescent anion receptor with two methylene bridged bis-imidazolium rings on naphthalene

We have designed and synthesized fluorescent anion receptor 2, bearing two methylene bridged bis-imidazolium ring on 1,8-positions of naphthalene. Anion binding studies carried out using fluorescence spectroscopy and 1H NMR revealed that this c

Sulfonate- or carboxylate-functionalized N-heterocyclic bis-carbene ligands and related water soluble silver complexes

New N-heterocyclic carbene ligand precursors {H2C(HTz R)2} and {H2C(HImR)2} (HTz = 1,2,4-triazole; HIm = imidazole; R = PrSO3 or EtCOO) were obtained starting from the compounds bis(1,2,4-triazol-1-yl)methane and bis(imidazol-1-yl)methane. The related silver(i) carbene complexes were prepared in degassed water solution by treatment of the triazolium or imidazolium species with Ag2O, resulting in well-characterized and water soluble bimetallic complexes of general formula {Na2[H2C(Tz R)2]2Ag2} and {Na2[H 2C(ImR)2]2Ag2}. In these metallacycles every silver atom is coordinated to two triazolin- or imidazolin-2-ylidene rings, belonging to two different dicarbene units.

Syntheses of Symmetric and Unsymmetric Bis-imidazole Derivatives Using Phase-Transfer Catalysis

A convenient method for the preparation of symmetric and unsymmetric bisimidazole derivatives was established. The symmetric bisimidazolylmethane derivatives 1a–9a was prepared with 2-substituted imidazole derivatives 1–9 as reaction materials. However, the symmetric and unsymmetric bisimidazolylmethane derivatives 10a–12a and 10b–12b was obtained, respectively. With 4-position with the azo-groups imidazole derivatives 10–12 were used as reaction materials. All these compounds have been structurally characterized by the NMR, ESI-MS, and EA. And 8a and 12a were also characterized by the X-ray single crystal diffusion.

N-Heterocyclic Carbene-Stabilized Ultrasmall Gold Nanoclusters in a Metal-Organic Framework for Photocatalytic CO2 Reduction

Ultrafine gold nanoclusters (Au-NCs) are susceptible to migrate and aggregate, even in the porosity of many crystalline solids. N-heterocyclic carbenes (NHCs) are a class of structurally diverse ligands for the stabilization of Au-NCs in homogeneous chemi

Functionalized ionic liquid based on binuclear structure, preparation method thereof and use method of functionalized ionic liquid for degrading lignocellulose

The invention discloses functionalized ionic liquid based on a binuclear structure, a preparation method thereof and a use method of the functionalized ionic liquid for degrading lignocellulose, whichbelong to the technical field of chemical engineering. The ionic liquid prepared by the invention contains [PF6] or [N(CF3SO2)2] hydrophobic group and Cl or Br hydrophilic group at the same time, and the solubility of the ionic liquid and water is different under different temperature conditions. Therefore, the solubility of the ionic liquid and the water can be controlled by adjusting the temperature and the water quantity; the ionic liquid can be mutually dissolved with water at the temperature of 80 DEG C or above and cannot be dissolved with water at the room temperature or below, so that the problem that after biomass lignocellulose is degraded by existing ionic liquid to prepare reducing sugar, a reducing sugar aqueous solution and an ionic liquid aqueous solution of a product are difficult to separate is solved, and the recycling and reusing efficiency of the ionic liquid is improved. In addition, the ionic liquid also has an acidic catalysis function and has the advantages of being capable of catalyzing lignocellulose to be degraded into reducing sugar, improving the yield of the reducing sugar and the like.