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1H-Imidazole,1,1'-(1,4-butanediyl)bisis a chemical compound derived from imidazole, featuring a five-membered aromatic ring with two nitrogen atoms. 1H-Imidazole,1,1'-(1,4-butanediyl)bisis distinguished by the presence of two butanediyl (C4H8) groups attached to the imidazole ring at the 1 and 1' positions, which influences its chemical properties and reactivity in various applications.

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  • 69506-86-1 Structure
  • Basic information

    1. Product Name: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-
    2. Synonyms: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-;Bisimidazole butane, 95%
    3. CAS NO:69506-86-1
    4. Molecular Formula: C10H14N4
    5. Molecular Weight: 190.24496
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 69506-86-1.mol
  • Chemical Properties

    1. Melting Point: 61-63 °C
    2. Boiling Point: 220-225 °C(Press: 3 Torr)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.13±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 7.30±0.10(Predicted)
    10. CAS DataBase Reference: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-(69506-86-1)
    12. EPA Substance Registry System: 1H-Imidazole,1,1'-(1,4-butanediyl)bis-(69506-86-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 69506-86-1(Hazardous Substances Data)

69506-86-1 Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazole,1,1'-(1,4-butanediyl)bisis utilized as a building block in the synthesis of organic compounds within the pharmaceutical sector. Its unique structure allows it to be a key component in the creation of new drugs and medicinal agents, potentially contributing to the development of novel therapeutics.
Used in Chemical Reactions and Synthesis Processes:
In the broader field of chemistry, 1H-Imidazole,1,1'-(1,4-butanediyl)bisserves as an intermediate in various chemical reactions and synthesis processes. Its specific properties, including its structural configuration, make it a versatile compound for use in research and industrial applications, where it can be manipulated to produce a range of different chemical products.
Used in Research Settings:
1H-Imidazole,1,1'-(1,4-butanediyl)bisis also valuable in research settings, where its properties can be explored and optimized for specific applications. Scientists and researchers may use this compound to investigate new chemical pathways, understand its reactivity, and potentially discover new uses based on its unique characteristics.

Check Digit Verification of cas no

The CAS Registry Mumber 69506-86-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,5,0 and 6 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 69506-86:
(7*6)+(6*9)+(5*5)+(4*0)+(3*6)+(2*8)+(1*6)=161
161 % 10 = 1
So 69506-86-1 is a valid CAS Registry Number.

69506-86-1Relevant articles and documents

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

Yang, Jin,Ma, Jian-Fang,Liu, Ying-Ying,Ma, Ji-Cheng,Jia, Heng-Qing,Hu, Ning-Hai

, p. 1208 - 1215 (2006)

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.

Four novel 3D copper(II) coordination polymers with different topologies

Yang, Jin,Ma, Jian-Fang,Liu, Ying-Ying,Li, Shun-Li,Zheng, Guo-Li

, p. 2174 - 2180 (2005)

A series of CuII coordination polymers with different topologies, namely [CuL(L1)]·2H2O (1), [CuL 1.5(L2)]·3H2O (2), [CuL(L 3)]·3H2O (3) and [Cu2L 2.5(L4)(H2O)·10H2O (4) [L = 1,1′-(1,4-butanediyl)bis(imidazole), H2L1 = fumaric acid, H2L2 = 1,1′-ferrocenedicarboxylic acid, H 2L3 = succinic acid, and H4L4 = pyromellitic acid], are presented. Different polymeric frameworks are obtained by varying the polycarboxylate anions. These include the threefold interpenetrated diamond structure of 1, the rare twofold interpenetrated 4 664 network of 2, and two planar four-connected networks of 3 and 4, which display an unusual Archimedean-type (658) (6 482) net containing two different types of nodes and a (5648) (526282)2(68 410)(5462) net containing four different types of nodes, respectively. Thermogravimetric analysis (TGA) curves of 1, 2, 3, and 4 exhibit three similar weight-loss stages. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

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

Barsukova,Samsonenko,Goncharova,Potapov,Sapchenko,Dybtsev,Fedin

, p. 2914 - 2919 (2016)

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.

Ionene segmented block copolymers containing imidazolium cations: Structure-property relationships as a function of hard segment content

Williams, Sharlene R.,Salas-de la Cruz, David,Winey, Karen I.,Long, Timothy E.

, p. 1252 - 1257 (2010)

Imidazolium ionene segmented block copolymers were synthesized from 1,1′-(1,4-butanediyl)bis(imidazole) and 1,12-dibromododecane hard segments and 2000 g/mol PTMO dibromide soft segments. The polymeric structures were confirmed using 1H NMR spectroscopy, and resonances associated with methylene spacers from 1,12-dibromododecane became more apparent as the hard segment content increased. TGA revealed thermal stabilities ≥250 °C for all imidazolium ionene segmented block copolymers. These ionene segmented block copolymers containing imidazolium cations showed evidence of microphase separation when the hard segment was 6-38 wt%. The thermal transitions found by DSC and DMA analysis found that the Tg and Tm of the PTMO segments were comparable to PTMO polymers, namely approximately -80 °C and 22 °C, respectively. In the absence of PTMO soft segments the Tg increased to 27 °C The crystallinity of the PTMO segments was further evidence of microphase separation and was particularly evident at 6, 9 and 20 wt% hard segment, as indicated in X-ray scattering. The periodicity of the microphase separation was well-defined at 20 and 38 wt% hard segment and found to be approximately 10.5 and 13.0 nm, respectively, for these ionenes wherein the PTMO soft segment is 2000 g/mol. Finally, the 38 and 100 wt% hard segment ionenes exhibited scattering from correlations within the hard segment on a length scale of approximately 2-2.3 nm. These new materials present structure on a variety of length scales and thereby provide various routes to controlling mechanical and transport properties.

The first examples of discotic liquid crystalline gemini surfactants

Kumar, Sandeep,Gupta, Satyam Kumar

, p. 5459 - 5462 (2010)

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.

Imidazolium bromide derivatives of poly(isobutylene-co-isoprene): A new class of elastomeric ionomers

Parent, J. Scott,Porter, Anthony M.J.,Kleczek, Monika R.,Whitney, Ralph A.

, p. 5410 - 5418 (2011)

New imidazolium bromide ionomers are prepared by halide displacement from brominated poly(isobutylene-co-isoprene) (BIIR) with a variety of imidazole-based nucleophiles. N-alkylation of butylimidazole (BuIm) by the allylic halide functionality within BIIR provides stable imidazolium bromide functionality in high yields. Characterization of the resulting thermoformable ionomer by dilute solution viscosity and solid-state rheology shows the effects of ion-pair aggregation on material properties over a range of ionomer composition. Knowledge of BuIm alkylations is extended to produce thermoset ionomer derivatives through solvent-free reactions of BIIR with 1,1′(1,4-butanediyl)bis(imidazole) and imidazole, whose physical properties stem from both a covalent network and a network of ion-pair aggregates. A novel method of preparing these thermosets is described, wherein a poly(isobutylene-co-isoprene) derivative bearing pendant imidazole functionality is prepared, and heated with BIIR parent material to yield covalent crosslinks comprised of dialkylated imidazole moieties.

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

Li, Chunju,Zhao, Liu,Li, Jian,Ding, Xia,Chen, Songhui,Zhang, Qiaolin,Yu, Yihua,Jia, Xueshun

, p. 9016 - 9018 (2010)

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.

Networks with hexagonal circuits in co-ordination polymers of metal ions (ZnII , CdII) with 1,1′-(1,4-biitanediyl)bis(imidazole)

Ma, Jian-Fang,Liu, Jing-Fu,Xing, Yan,Jia, Heng-Qing,Lin, Yong-Hua

, p. 2403 - 2407 (2000)

Three new compounds, [ZnL1.5(H2O)(SO4)]·6H2O 1, [ZnL1.5(H2O)2][NO3] 2·2H2O 2 and [CdL1.5(H2O)2(SO4)]· 4H2O 3 were obtained from self-assembly of the corresponding metal salts with 1, 1'-(1,4-butanediyl)bis(imidazole) (L). In both 1 and 2 zinc ion is five-co-ordinated, showing a less-common trigonal bipyramidal co-ordination polyhedron, while cadmium ion of 3 is six-co-ordinated with a common octahedral arrangement. The sulfate ions of 1 and 3 are co-ordinated, however the nitrate ions of 2 are not. Each of the three compounds is composed of a (6, 3) network with the hexagonal smallest circuit containing six metal ions and six L; each L is co-ordinated to two metal ions, acting as a bridging ligand. In 1 the 2-D sheet of (6, 3) networks is interpenetrated in an inclined mode by symmetry related, identical sheets to give an interlocked 3-D structure, while the (6, 3) networks of both 2 and 3 stack in a parallel fashion to construct frameworks having channels. The Royal Society of Chemistry 2000.

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

Wang, Guowei,Xu, Xiaoqing,Sun, Yu,Zhuang, Linghua,Yao, Cheng

, p. 145 - 155 (2019)

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.

Kinetics Study of the Transesterification Reaction of Methyl Acetate with Isooctyl Alcohol Catalyzed by Dicationic Heteropolyanion-Based Ionic Liquids

Liu, Yong,Liu, Weihua,Shao, Xiaonan,Wang, Jianhong,Li, Xiying,Zhang, Haiyan

, p. 144 - 153 (2018)

Abstract: In this work, dicationic acidic heteropolyanion-based ionic liquids were synthesized, and used in transesterification reaction of methyl acetate with isooctyl alcohol for producing isooctyl acetate. Compared with H2SO4, and H3PW12O40, [Bis-BsImB][HPW12O40] and [Bis-Bs-DABCO][HPW12O40] shown excellent catalytic performance. The reaction kinetics and chemical equilibrium of the transesterification catalyzed by [Bis-BsImB][HPW12O40] and [Bis-Bs-DABCO][HPW12O40] were investigated. The effects of reaction temperature, initial reactant molar ratio, and catalyst concentration on the kinetics were studied in detail. The kinetic data were successfully correlated by a pseudohomogeneous model in the temperature range of 328.15 ? 343.15?K. The simulation values obtained by the kinetic model were in good agreement with the experimental data. Moreover, [Bis-BsImB][HPW12O40] and [Bis-Bs-DABCO][HPW12O40] could be easily recovered and reused five times without any obvious decrease in catalytic activity. Graphical Abstract: [Figure not available: see fulltext.].

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