172606-22-3

Basic information

• Product Name: 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole)
• Synonyms: 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole);172606-22-31,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole)
• CAS NO: 172606-22-3
• Molecular Formula: C₁₈H₂₂N₄
• Molecular Weight: 294.39408
• Mol File: 172606-22-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole)(172606-22-3)
• EPA Substance Registry System: 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole)(172606-22-3)

Safety Data

• Hazardous Substances Data: 172606-22-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole) is used as a building block in organic synthesis for the preparation of a variety of organic molecules. Its structural versatility and reactivity contribute to the creation of complex organic compounds.
Used in Chemical Research:
In the field of chemical research, 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole) serves as a valuable component for studying the properties and reactions of bis-pyrazole compounds, furthering understanding in organic chemistry.
Used in Pharmaceutical Development:
1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole) is utilized as a key intermediate in the development of new pharmaceuticals. Its unique structure may contribute to the discovery of novel drug candidates with potential therapeutic applications.
Used in Agrochemicals:
1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole) is also used in the agrochemical industry, where it may serve as a precursor or active ingredient in the development of new pesticides or other agricultural chemicals, enhancing crop protection and yield.
Used in Coordination Chemistry:
1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole) finds application in coordination chemistry, where it can act as a ligand to form coordination complexes with metal ions, potentially leading to new materials with specialized properties.
Used in Catalysis:
In the field of catalysis, this bis-pyrazole compound may be employed as a catalyst or catalyst precursor, facilitating various chemical reactions and improving their efficiency and selectivity.
Used in Material Science:
1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole) may also be used in material science for the development of new materials with unique electronic, optical, or mechanical properties, contributing to advances in various industries.

Upstream product

• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 623-25-6 p-Xylylene dichloride 
• 106-42-3 para-xylene 

Downstream Products

• 1202709-81-6 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde) 

Relevant articles and documents

Three Cationic, Nonporous CuI-Coordination Polymers: Structural Investigation and Vapor Iodine Capture

Three cationic nonporous copper(I) coordination polymers containing bis-pyrazolyl flexible ligands have been prepared and characterized, namely, {[Cu(μ-bdb)1.5](PF6)}n (1), {[Cu(μ-bpb)2](PF6)}n/

Self-assembly of three cationic silver(I) coordination networks with flexible bis(pyrazolyl)-based linkers

Three new cationic silver(I) coordination polymers, {[Ag(μ-bpmb)](SO3CF3)}n (1), {[Ag(μ-bdb)1.5](SO3CF3)}n (2) and {[Ag(μ-bpb)2](NO3)}n (3), with

Capture of volatile iodine by newly prepared and characterized non-porous [CuI]:N-based coordination polymers

Four new non-porous CuI-coordination polymers [Cu2(μ3-I)2(μ-bpb)]n (1a), [Cu(μ2-I)(μ-bpb)]n (1b), [Cu4(μ2-I)4(μ-bpmb)4]n (2), and [CuI

Molecular design and the optimum synthetic route of the compounds with multi-pyrazole and its derivatives and the potential application in antibacterial agents

Molecular design and efficient synthetic procedures have been developed for pyrazole and its derivatives with different linkers. In particular, twelve compounds with -I or -NO2 substituted groups on the pyrazole ring were synthesized for the fi

Synthesis, structural, and biological evaluation of the arene-linked pyrazolyl methane ligands and their d9/d10 metal complexes

A series of the p-bis[(1-pyrazolyl)methyl] benzene ligands (L 1-L6) in the DMSO system were synthesized. In the mean time, by using the ligands as a linker, a new family of transition metal coordination polymers, namely, [Cu2(L1)2Cl 4] (1), [Cu2(L2)2Cl4] (2), [Ag(L2)(NO3)] (3), [Zn2(L 2)2(SCN)4] (4) and [Cd2(L 2)(SCN)4] (5) [L1 = 1,4-bis((1H-pyrazol-1-yl) methyl)benzene; L2 = 1,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl) benzene] have been constructed by the reaction of the p-bis[(1-pyrazolyl)methyl] benzene and corresponding to the transition metal compounds in a mixed solution of CH3OH/C2H5OH at mild temperature condition. All the coordination polymers and p-bis[(1-pyrazolyl)methyl]benzene ligands were characterized by elemental analysis, IR spectroscopy, 1H NMR and 13C NMR, and some of them were characterized by UV spectroscopy, thermogravimetric analysis, X-ray powder and X-ray single-crystal diffraction. Structural analyses reveal that the ligands L3-L5 (L 3 = 1,4-bis((4-iodo-1H-pyrazol-1-yl)methyl)benzene, L4 = 1,4-bis((4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene, L5 = 1,4-bis((4-nitro-1H-pyrazol-1-yl)methyl)benzene,L6 = 1,4-bis((4-nitro-3,5-dimethyl-1H-pyrazol-1-yl) methyl) benzene) are discrete organic compound molecules and the complexes 1-5 are 1D M-L-M coordination polymers, which are further interlinked via hydrogen bonds resulting in 2D or even 3D supermolecular networks. The luminescent properties of the coordination polymers 3, 4 and 5 were examined by luminescence spectra. The analytic results indicate that different metal complexes with the same ligand have different influence on the characteristic photoluminescence. Furthermore, the cytotoxicity of the ligands L1-L6 and complexes 1-5 were evaluated against hepG2 cells. For the ligands of L1-L6, the different substituents of the pyrazole ring slightly influenced the cytotoxicity of the cell. It is found that nitro-compounds have shown the highest cytotoxicity under the same concentration condition. The cytotoxic activity of the complexes 1-5 are strongly increased by the introduction of the transition metals.

Synthesis and reactions of pyrazole-4-carbaldehydes

1-, 3-, and 5-Alkylpyrazoles, as well as linearly bridged bis-pyrazoles, were converted into the corresponding 4-formyl derivatives by Vilsmeier-Haak reaction both under standard conditions and under microwave activation in DMF over a period of 10 min. 1,1'-(Hexane-1,6-diyl)bis(3,5-dimethyl-1H-pyrazole) and 1,1'-(benzene-1,4-diyldimethylene)bis(3,5-dimethyl-1H-pyrazole) gave rise to 4-formyl derivatives at both pyrazole rings. 5-Chloro-1,3-dialkyl-1H-pyrazoles failed to undergo formylation according to Vilsmeier-Haak or under microwave activation. 1,1'-Bridged bis-3,5-dimethyl-1H-pyrazoles reacted with 2-sulfanylethanol on heating in the presence of chloro(trimethyl)silane to give the corresponding bridgedbis-4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazoles.

Poly(pyrazol-1-ylmethyl)benzenes: New Multidentate Ligands

Twelve new multidentate poly(pyrazol-1-ylmethyl)benzene ligands, (5)-(16), have benn synthesized by phase-transfer-catalysed alkylations of pyrazoles with poly(bromomethyl)benzenes, and their 1H and 13C n.m.r. spectra have been fully assigned.X-Ray crystal structure determinations have been carried out on the tetrachloropalladate salt of the diprotonated form of 1,4-bis(3,5-dimethylpyrazol-1-ylmethyl)-2,3,5,6-tetramethylbenzene and on hexakis(pyrazol-1-ylmethyl)benzene.