69506-86-1

Basic information

• Product Name: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-
• Synonyms: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-;Bisimidazole butane, 95%
• CAS NO: 69506-86-1
• Molecular Formula: C₁₀H₁₄N₄
• Molecular Weight: 190.24496
• Mol File: 69506-86-1.mol
• Article Data: 42

Chemical Properties

• Melting Point: 61-63 °C
• Boiling Point: 220-225 °C(Press: 3 Torr)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• PKA: 7.30±0.10(Predicted)
• CAS DataBase Reference: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-(69506-86-1)
• EPA Substance Registry System: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-(69506-86-1)

Safety Data

• Hazardous Substances Data: 69506-86-1(Hazardous Substances Data)

Usage

General Description

1H-Imidazole,1,1'-(1,4-butanediyl)bis- is a chemical compound that is used in various chemical reactions and synthesis processes. It is a derivative of imidazole, a five-membered aromatic ring compound with two nitrogen atoms. The 1,1'-(1,4-butanediyl)bis- group in the molecule indicates that there are two butanediyl (C4H8) groups attached to the imidazole ring at the 1 and 1' positions. 1H-Imidazole,1,1'-(1,4-butanediyl)bis- has applications in pharmaceuticals, where it can be used as a building block in the synthesis of organic compounds, as well as in other industrial and research settings. Its specific properties and potential uses may vary depending on its structural configuration and the specific chemical reactions it is involved in.

Upstream product

• 288-32-4 1H-imidazole 
• 110-52-1 1,4-dibromo-butane 
• 5587-42-8 imidazolyl sodium 
• 20671-53-8 potassium 1H-imidazolide 
• 110-56-5 1,4-dichlorobutane 
• 616-47-7 1-methyl-1H-imidazole 

Downstream Products

• 1134194-92-5 Zn(2-carboxycinnamic acid^(2-))(1,4-bis(imidazol-1'-yl)butane) 
• 1360077-37-7 [1,4-bis(imidazol-1-yl)butane]bis[(pentafluorophenyl)gold(I)] 
• 1449434-27-8 [Cu(1,4-bis(imidazol-1-yl)butane)(1,3-benzenedicarboxylate)]n 

Relevant articles and documents

Two new CuII coordination polymers: Studies of topological networks and water clusters

Two new CuII coordination polymers, namely [Cu 2(BDC)2(L)4-(H2O) 2]·14H2O (1) and [Cu1.5(BTC)(L) 1.5(H2O)0.5]·2H2O (2), where L = 1,1′-(1,4-butanediyl)bis(imidazole), BDC = 1,4-benzenedicarboxylate, and BTC = 1,3,5-benzenetricarboxylate, have been synthesized at room temperature. Complex 1 exhibits an unusual, square-planar, four-connected 2D 624 net, which has been predicated by Wells. Interestingly, three types of water clusters, namely (H2O) 6, (H2O)8, and (H2O)10, are observed in the hydrogen-bonded layers constructed by the BDC ligands and water molecules. The BTC anion in compound 2 is coordinated to the Cu II cation as tetradentate ligand to form a (66) 2(426484)2(6 4810) net containing three kinds of nonequivalent points. Thermogravimetric analyses (TGA) and IR spectra for 1 and 2 are also discussed in detail. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Coordination polymers with adjustable dimensionality based on CuII and bis-imidazolyl bridging ligand

1,4-Bis(imidazol-1-yl)butane was synthesized from imidazole and 1,4-dibromobutane in an alkaline medium. A variation of the molar ratio of reagents in the system copper(II) chloride dihydrate and 1,4-bis(imidazol-1-yl)butane (bImB) upon heating in N,N-dimethylformamide resulted in the synthesis of two new coordination polymers [Cu(bImB)Cl2] (1) and [Cu(bImB)2Cl2] (2), which were structurally characterized. Product 1 was found to possess a chain structure, while structure 2 is built of neutral layers, with the dimensionality of the extended coordination structures being determined by the reaction conditions. The new compounds were characterized by IR spectroscopy, elemental analysis, and powder X-ray diffraction data.

The first examples of discotic liquid crystalline gemini surfactants

Six novel gemini imidazolium salts tethered with hexaalkoxytriphenylene moieties were prepared by quaternization of imidazole nitrogen with ω-bromo-substituted triphenylene derivatives. Their chemical structures were examined by 1H NMR, IR, UV, MS, and elemental analyses. The mesomorphic properties of these discotic dimeric salts were investigated by polarizing optical microscopy, differential scanning calorimetry, and X-ray diffraction studies. These triphenylene-imidazole-based gemini dimers with bromide as counter ion were found to exhibit liquid crystalline behavior over a wide temperature range and display ionic conductivity in the range of 10 -6 to 10-5 S/m. These materials tend to form monolayer at the air-water interface.

Self-assembly of [2]pseudorotaxanes based on pillar[5]arene and bis(imidazolium) cations

A simple bis(imidazolium) dication, 1,4-bis[N-(N′-hydroimidazolium)] butane, can act as a new template for formation of [2]pseudorotaxane with pillar[5]arene, in which the dethreading/rethreading process can be controlled by addition of base and acid. The effect on the association constant of both the solvent and counterion is also described.

Relationship between structure and biodegradability of gemini imidazolium surface active ionic liquids

Three ester-containing gemini imidazolium surface active ionic liquids [1,4-bis(1-alkyl-oxypropyl-imidazolium)-butane dichloride], abbreviated as [peCnBim2]Cl2 (n = 12, 14, 16), were synthesized from imidazole, 1,4-dibromobutane, 1-chloro-3-propanol, and various aliphatic carboxylic acids. Chemical structures of [peCnBim2]Cl2 were confirmed by H-Nuclear magnetic resonance, Fourier transform infrared spectroscopy, and elemental analysis. Thermal properties of [peCnBim2]Cl2 were studied with Thermogravimetric analysis and Differential scanning calorimetry. The micellization parameters, adsorption/aggregation properties, and thermodynamic parameters of [peCnBim2]Cl2 were demonstrated using tensiometry, electrical conductivity. Critical micelle concentration values of [peCnBim2]Cl2 aqueous solutions decreased with increasing the alkyl chain length (from C12 to C16). The formation of micelles was spontaneous, exothermic, and entropy-driven. Using OECD 301D, the aerobic biodegradation of nine gemini imidazolium SAILs ([peCnBim2]Cl2, [CnPim2]Br2, and [CnBim2]Br2) and three monoimidazolium SAILs ([CnIM]Br) were systematically investigated to determine the relationship between biodegradation and structural elements of imidazolium SAILs. Aerobic biodegradation of twelve SAILs followed the decreasing trend: [peCnBim2]Cl2 > [CnPim2]Br2 > [CnIM]Br > [CnBim2]Br2. Gemini imidazolium SAILs with ester functional group ([CnPim2]Br2 and [peCnBim2]Cl2) showed much higher biodegradation rates than those of [CnIM]Br and [CnBim2]Br2. The location of ester group played an obvious role on biodegradation. Gemini SAILs containing ester group in the side alkyl chains ([peCnBim2]Cl2) showed much higher biodegradation ratio than those of [CnPim2]Br2 (ester functional group in spacer). [peCnBim2]Cl2 could be classified as readily biodegradable. The biodegradability of gemini imidazolium SAILs increased with increasing the alkyl chain length.

BIODEGRADABLE POLYIMIDAZOLIUMS AND OLIGOIMIDAZOLIUMS

Disclosed herein are compounds in the form of polymers, oligomers and defined molecules having repeating units that all incorporate repeating units formed from an imidazolium group and a biodegradable chain connected to an adjacent repeating unit. The com

Application of biimidazole-based ionic liquid in catalysis of biomass to preparation of levulinic acid

The invention discloses application of biimidazole-based ionic liquid in catalysis of biomass to preparation of levulinic acid. When the biimidazole-based ionic liquid is used for catalyzing biomass to prepare levulinic acid, on one hand, the catalyst can be recycled, on the other hand, the reaction rate can be effectively increased, the reaction time can be shortened, the product yield can be increased, and the highest product yield can reach about 76.5%; the method effectively overcomes the problems of equipment corrosion, waste acid pollution and the like when inorganic acid is used as a catalyst.

Preparation method of alpha-olefin with wide distribution

The invention discloses a preparation method of an alpha-olefin with wide distribution. In the method, an imidazole-based transition metal complex is adopted to catalyze oligomerization reaction of ethylene. A preparation method of the complex is that a ligand is obtained through a reaction of imidazole and haloalkanes, and then the ligand reacts with organic nickel complexes through a simple chemical reaction to obtain the complex.