3,3'-Dichlorobenzylideneazine

Base Information

• Chemical Name: 3,3'-Dichlorobenzylideneazine
• CAS No.: 6971-97-7
• Molecular Formula: C₁₄H₁₀Cl₂N₂
• Molecular Weight: 277.153
• European Community (EC) Number: 636-220-4
• NSC Number: 67224
• Mol file: 6971-97-7.mol

Synonyms:3,3'-Dichlorobenzylideneazine;6971-97-7;(E)-1-(3-chlorophenyl)-N-[(Z)-(3-chlorophenyl)methylideneamino]methanimine;NSC67224;NSC-67224;BISPHENOLA(23-DIHYDROXYPROPYL)GLYCID;Benzaldehyde, [(3-chlorophenyl)methylene]hydrazone

Chemical Property of 3,3'-Dichlorobenzylideneazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 40 °C
• Boiling Point: 387.794°C at 760 mmHg
• PKA: 5.84±0.50(Predicted)
• Flash Point: 188.331°C
• PSA: 24.72000
• Density: 1.21g/cm³
• LogP: 4.44640
• Storage Temp.: 2-8°C
• Solubility.: DMSO: ~6.8 mg/mL
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 276.0221037
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

DCB ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-37/38-41-43-50/53
• Safety Statements: 26-36/37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C=NN=CC2=CC(=CC=C2)Cl
• Isomeric SMILES: C1=CC(=CC(=C1)Cl)/C=N/N=C\C2=CC(=CC=C2)Cl
• Uses: DCB is an allosteric ligand for mGluR-5 (1). Regulates glutamate concentration however may induce neuronal damage through cerebral ischemia (2).

Technology Process of 3,3'-Dichlorobenzylideneazine

There total 7 articles about 3,3'-Dichlorobenzylideneazine 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: 97.0%

m-Chlorobenzaldehyde (587-04-2) → 3-chlorobenzaldehyde N-[-(3-chlorophenyl)methylidene]hydrazone (41097-39-6,6971-97-7)

Guidance literature:

With bismuth(III) chloride; hydrazine; In water; at 20 ℃; for 0.0166667h; Sonication; Green chemistry;

DOI:10.1016/j.ultsonch.2013.12.011

Reference yield: 80.0%

N'-(3-chlorobenzylidene)-4-methylbenzenesulfonohydrazide (63316-58-5) → 3-chlorobenzaldehyde N-[-(3-chlorophenyl)methylidene]hydrazone (41097-39-6,6971-97-7)

Guidance literature:

With caesium carbonate; In acetonitrile; at 100 ℃; for 6h; Sealed tube;

DOI:10.1007/s11164-016-2688-3

Reference yield:

3-Chlorophenyldiazomethane (51157-54-1) → (Z)-1,2-bis(3-chlorophenyl)ethene (20101-53-5) + trans-1,2-bis-(3-chlorophenyl)ethene (23958-24-9) + N,N'-Bis-[1-(3-chloro-phenyl)-meth-(E)-ylidene]-hydrazine (6971-97-7,41097-39-6)

Guidance literature:

CuNaY-5; In dichloromethane; at -72 ℃; for 4h; Yield given;

DOI:10.1246/cl.1985.1895

upstream raw materials:

3-chloro-benzonitrile

m-Chlorobenzaldehyde

1,1,1-Trichloro-2,2,2-trifluoroethane

3-chlorobenzaldehyde hydrazone

Downstream raw materials:

N,N-bis(3-chlorobenzyl)amine

m-Chlorobenzaldehyde

tetrahydro-3,7-bis(3-chlorophenyl)-[1,2,4]triazolo-[1,2-a][1,2,4]triazole-1,5-dithione

C₅₀H₄₄Cl₄N₄O₄P₂

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