2-Hydrazinoquinoline

Base Information

• Chemical Name: 2-Hydrazinoquinoline
• CAS No.: 15793-77-8
• Molecular Formula: C9H9N3
• Molecular Weight: 159.191
• Hs Code.: 2933990090
• European Community (EC) Number: 239-899-1
• NSC Number: 525792
• UNII: 3MG52EZF59
• DSSTox Substance ID: DTXSID4065945
• Nikkaji Number: J208.561E
• Wikidata: Q81992538
• Mol file: 15793-77-8.mol

Synonyms:2-Hydrazinoquinoline;2-Hydrazinylquinoline;15793-77-8;2-Quinolylhydrazine;2(1H)-Quinolinone, hydrazone;quinolin-2-ylhydrazine;Quinoline, 2-hydrazino-;2-hydrazinequinoline;Quinoline, 2-hydrazinyl-;alpha-Quinolylhydrazine;quinolin-2-yl-hydrazine;.alpha.-Quinolylhydrazine;MFCD00041860;EINECS 239-899-1;NSC 525792;NSC-525792;Quinoline,2-hydrazinyl-;hydrazinoquinoline;quinolone hydrazone;NSC525792;2-quinolinylhydrazine;N(N)c1ccc2ccccc2n1;(2-Quinolinyl)hydrazine;Oprea1_275484;2-HYDRAZINO QUINOLINE;2-Hydrazinoquinoline, >=98%;3MG52EZF59;SCHEMBL1164735;DTXSID4065945;2-Hydrazinoquinoline, AldrichCPR;BBL009953;STK711103;AKOS000117335;SB68241;AS-50074;SY049526;CS-0155988;FT-0637278;H0178;EN300-08055;O10792;J-009463;F3096-2800;Z104495688

Chemical Property of 2-Hydrazinoquinoline

Chemical Property:

• Melting Point: 142 °C
• Boiling Point: 381.4±15.0 °C at 760 mmHg
• PKA: 5.41±0.20(Predicted)
• Flash Point: 184.4±20.4 °C
• PSA: 50.94000
• Density: 1.3±0.1 g/cm³
• LogP: 2.29370
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Soluble in methanol.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 159.079647300
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

2-Hydrazinylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-41-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)NN
• General Description: 2-Hydrazinoquinoline is a versatile hydrazine derivative of quinoline, primarily used as a ligand precursor in the synthesis of binuclear copper(II) complexes. It reacts with 2,6-diformyl-4-R-phenols to form bis(hetarylhydrazones), which coordinate with copper(II) chloride or acetate to produce chelate complexes. These complexes exhibit distinct magnetic properties due to exchange interactions influenced by their structural features, making 2-hydrazinoquinoline a valuable building block in coordination chemistry for designing magnetically active materials.

Technology Process of 2-Hydrazinoquinoline

There total 5 articles about 2-Hydrazinoquinoline 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: 94.0%

2-Chloroquinoline (612-62-4) → 2-hydrazinoquinoline (15793-77-8)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

DOI:10.1016/j.tetlet.2020.151844

Reference yield: 82.0%

2-Chloroquinoline (612-62-4) + hydrazine hydrate (7803-57-8,79785-97-0) → 2-hydrazinoquinoline (15793-77-8)

Guidance literature:

In neat (no solvent); for 2h; Reflux;

DOI:10.1002/ejic.201200815

Reference yield:

2-Chloroquinoline (612-62-4) → 2-hydrazinoquinoline (15793-77-8)

Guidance literature:

With hydrazine hydrate; at 140 ℃;

upstream raw materials:

2-Chloroquinoline

hydrazine hydrate

Downstream raw materials:

1,2,4-triazolo[4,3-a]-quinoline

1-methyl-[1,2,4]triazolo[4,3-a]quinoline

2-[1,2,4]triazolo[4,3-a]quinolin-1-yl-phenol

N-[2]quinolyl-N'-trityl-hydrazine

Refernces

New binuclear metal chelate complexes of copper(II) chloride and acetate with bis(hetarylhydrazones) obtained by condensation of 2,6-diformyl-4-R-phenols with 2-hydrazinoquinoline

10.1007/s11173-005-0012-7

The study focuses on the synthesis and characterization of new binuclear metal chelate complexes of copper(II) chloride and acetate with bis(hetarylhydrazones) derived from the condensation of 2,6-diformyl-4-R-phenols with 2-hydrazinoquinoline. The purpose of these chemicals is to serve as ligands for the formation of copper(II) complexes, which were then analyzed for their physicochemical properties, particularly their magnetic properties. The study aims to understand the exchange interactions within these complexes and how the structural features of the exchanged fragments influence their magnetic behavior. The chemicals used include 2,6-diformyl-4-R-phenols, 2-hydrazinoquinoline, copper(II) acetate (Cu(OAc)2), and copper(II) chloride (CuCl2), which are essential for creating the ligands and their respective complexes. The study also involves the use of various analytical techniques such as elemental analysis, IR spectroscopy, magnetochemistry, and conductometry to confirm the compositions and structures of the synthesized compounds.

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