4054-67-5

Basic information

• Product Name: 3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole
• Synonyms: 3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole;3,3',5,5'-TetraMethyl-1H,1'H-4,4'-bipyrazole;4-(3,5-dimethyl-1H-pyrazol-4-yl)-3,5-dimethyl-1H-pyrazole
• CAS NO: 4054-67-5
• Molecular Formula: C₁₀H₁₄N₄
• Molecular Weight: 190.24496
• Mol File: 4054-67-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 298-299 °C
• Boiling Point: 358.2±42.0 °C(Predicted)
• Appearance: /
• Density: 1.167±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.33±0.50(Predicted)
• CAS DataBase Reference: 3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole(4054-67-5)
• EPA Substance Registry System: 3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole(4054-67-5)

Safety Data

• Hazardous Substances Data: 4054-67-5(Hazardous Substances Data)

Usage

General Description

3,5,3',5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole is a synthetic organic compound that belongs to the class of chemicals known as 1H-pyrazoles. As is implied by its name, it is characterized by the presence of four methyl groups attached to a bipyrazole backbone. The 1H,1'H-[4,4'] bipyrazole moiety consists of two pyrazole rings fused together by a single bond. However, detailed information regarding the specific properties, applications or hazards associated with 3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole is limited, and no significant use of this compound in commercial or industrial applications has been reported.

Upstream product

• 1072-68-0 1,4-dimethyl-1H-pyrazole 
• 5027-32-7 1,1,2,2-Tetraacetylethan 
• 123-54-6 acetylacetone 

Downstream Products

• 101161-35-7 1,1'-di(p-fluorobenzyl)-3,3',5,5'-tetramethyl-4,4'-bispyrazole 
• 101161-36-8 1,1'-di(p-bromobenzyl)-3,3',5,5'-tetramethyl-4,4'-bispyrazole 
• 101161-42-6 1,1'-di(p-chlorobenzyl)-3,3',5,5'-tetramethyl-4,4'-bispyrazole 
• 101161-33-5 1,1'-dibenzyl-3,3',5,5'-tetramethyl-4,4'-bispyrazole 
• 79815-70-6 6,6'-bis(anhydro-5,7-dimethyl-1-hydroxy-3-oxo-2-phenylpyrazolo<1,2-a>pyrazolium hydroxide) 

Relevant articles and documents

Cooperative association of pyrazoles and phenols: A versatile binary system

The ability of self-complementary H-bond donor/acceptor phenol (OH/O) and pyrazole (NH/N) molecules for cooperative association allowed the developing of a range of binary compounds, in which the molecular counterparts are integrated by hydrogen bonding. Complexes involving either monofunctional 3,5-dimethylpyrazole and phenol and polyfunctional 3,3′,5,5′- tetramethyl-4,4′-bipyrazole, hydroquinone and phloroglucinol are based on mixed phenol-pyrazole chains. They reveal common features allowing high level of control over the entire connectivity and dimensionality. Unprecedented NH...π pyrazole hydrogen bonding was essential for the structure of the resorcinol complex.

Anion-Tuned Synthesis of Ag Coordination Compounds: Approaches for Optimizing Second-Harmonic-Generation (SHG) Response

With the rapid development of information technology, the demand for optoelectronic functional materials is increasing. Nonlinear optical materials are needed as basic materials in the optoelectronic industry, such as optical switches, optical communication, optical information processing, optical computers, laser technology, and so on. Therefore, nonlinear optical materials have received extensive attention in recent decades, but for nonlinear optical materials, the difficulty in their synthesis is the synthesis of noncentrosymmetric crystal structures. In this paper, three new compounds, namely Ag2(H2bpz)2.5(PF6)(OH)·H2O (1), Ag2(H2bpz)2.5(SbF6)(OH)·H2O (2), and Ag(H2bpz)(NO3)·H2O (3), have been synthesized and characterized by X-ray single-crystal diffractometry; compounds 1 and 2 crystallize in a noncentrosymmetric space group. It is worth noting that the characterization results show that, through a simple hydrothermal reaction, we have successfully verified the feasibility of the theory of synthesizing noncentrosymmetric structures. In addition, compounds 1 and 2 synthesized by our simple method show second-harmonic generation, and it is phase-matchable.

Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions

Herein we introduce a transition-metal-free protocol that involves a commercially available, inexpensive pyrazole molecule to conduct C-C cross-coupling reactions at room temperature via a radical pathway. Using this method, an aryldiazonium salt has been coupled to a wide range of arenes and heteroarenes including benzene, mesitylene, thiophene, furan, benzoxazole to result the corresponding biaryl products. The full reaction mechanism is elucidated along with the crystallographic probation of an active initiator species. A potassium-stabilized deprotonated pyrazole steers single-electron transfer to the substrate and behaves as an initiator for the reaction.

Metal-Anion Coordination and Linker-Anion Hydrogen Bonding in the Construction of Metal-Organic Frameworks from Bipyrazole

Two new two-dimensional frameworks based on packing of square grids, Cu(Me4bpz)2(NO3)2 (1) and Zn(Me4bpz)(SO4) (2) (Me4bpz=3,3′,5,5′-tetramethyl-4,4′-bipyrazole), have been synthesized by mild solvothermal method. In addition to the major metal-organic linker coordination, they allow us to study how the metal-inorganic anion coordination and organic linker-inorganic anion hydrogen bonding affect the resulting structures during the framework assembly. Two new MOFs based on bipyrazole were synthesized, and they provide examples of metal-anion coordination and linker-anion hydrogen bonding during the framework assembly.