3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole

Base Information

• Chemical Name: 3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole
• CAS No.: 4054-67-5
• Molecular Formula: C10H14N4
• Molecular Weight: 190.248
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID00353528
• Nikkaji Number: J1.282.781D
• Wikidata: Q82131176
• Mol file: 4054-67-5.mol

Synonyms:3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole;4054-67-5;4-(3,5-dimethyl-1H-pyrazol-4-yl)-3,5-dimethyl-1H-pyrazole;3, 5, 3', 5'-Tetramethyl-1H,1'H-[4,4'] bipyrazole;3,3',5,5'-tetramethyl-4,4'-bipyrazole;ChemDiv2_001499;CBDivE_001923;YSWG028;4,4'-Bi-1H-pyrazole, 3,3',5,5'-tetramethyl-;SCHEMBL17561029;AMY9426;DTXSID00353528;HMS1373E03;MFCD00464842;NSC813173;AKOS000546141;AKOS025394677;CCG-115315;DS-3696;NSC-813173;CS-0110813;C75054;A873296

Chemical Property of 3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole

Chemical Property:

• Melting Point: 298-299 °C
• Boiling Point: 358.2±42.0 °C(Predicted)
• PKA: 14.33±0.50(Predicted)
• PSA: 57.36000
• Density: 1.167±0.06 g/cm3(Predicted)
• LogP: 2.03340
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.121846464
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NN1)C)C2=C(NN=C2C)C

Technology Process of 3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole

There total 5 articles about 3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1,1,2,2-Tetraacetylethan (5027-32-7) → 3,3',5,5'-tetramethyl-1H,1'H-4,4'-bipyrazole (4054-67-5)

Guidance literature:

With hydrazine hydrate;

DOI:10.1039/c3ce41238e

Reference yield: 70.0%

1,4-dimethyl-1H-pyrazole (1072-68-0) → 3,3',5,5'-tetramethyl-1H,1'H-4,4'-bipyrazole (4054-67-5)

Guidance literature:

1,4-dimethyl-1H-pyrazole; With potassium tert-butylate; In benzene; for 3h; Schlenk technique; Inert atmosphere; Glovebox;

With iodine; In benzene; at 20 ℃; for 2h; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.1c02234

Reference yield:

acetylacetone (123-54-6,81235-32-7) → 3,3',5,5'-tetramethyl-1H,1'H-4,4'-bipyrazole (4054-67-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / diethyl ether / Inert atmosphere

2: iodine / diethyl ether / Inert atmosphere

3: hydrazine hydrate / water / 2 h / 20 °C

With iodine; sodium hydride; hydrazine hydrate; In diethyl ether; water;

DOI:10.1002/cjoc.201500640

upstream raw materials:

1,1,2,2-Tetraacetylethan

acetylacetone

1,4-dimethyl-1H-pyrazole

Downstream raw materials:

6,6'-bis(anhydro-5,7-dimethyl-1-hydroxy-3-oxo-2-phenylpyrazolo<1,2-a>pyrazolium hydroxide)

1,1'-dibenzyl-3,3',5,5'-tetramethyl-4,4'-bispyrazole

1,1'-di(p-chlorobenzyl)-3,3',5,5'-tetramethyl-4,4'-bispyrazole

1,1'-di(p-bromobenzyl)-3,3',5,5'-tetramethyl-4,4'-bispyrazole