1-[(1Z)-2-Chloro-2-phenylethenyl]-4-nitrobenzene

Base Information

• Chemical Name: 1-[(1Z)-2-Chloro-2-phenylethenyl]-4-nitrobenzene
• CAS No.: 60221-43-4
• Molecular Formula: C₁₄H₁₀ClNO₂
• Molecular Weight: 259.692
• DSSTox Substance ID: DTXSID701238841
• Mol file: 60221-43-4.mol

Synonyms:1-[(1Z)-2-Chloro-2-phenylethenyl]-4-nitrobenzene;DTXSID701238841;60221-43-4

Chemical Property of 1-[(1Z)-2-Chloro-2-phenylethenyl]-4-nitrobenzene

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 259.0400063
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC2=CC=C(C=C2)[N+](=O)[O-])Cl
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C/C2=CC=C(C=C2)[N+](=O)[O-])/Cl

Technology Process of 1-[(1Z)-2-Chloro-2-phenylethenyl]-4-nitrobenzene

There total 5 articles about 1-[(1Z)-2-Chloro-2-phenylethenyl]-4-nitrobenzene 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: 46.0%

potassium (Z)-2-chloro-2-phenylethenyltrifluoroborate + para-nitrophenyl bromide (586-78-7) → (Z)-1-(2-chloro-2-phenylvinyl)-4-nitrobenzene (60221-43-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; water; for 72h; chemoselective reaction; Reflux; Inert atmosphere;

DOI:10.1002/chem.200900425

Reference yield: 20.0%

1-chlorostyrene (618-34-8) + potassium thioacyanate (333-20-0) + 4-nitrobenzenediazonium tetrafluoroborate (456-27-9) → trans-4-nitrostilbene (1694-20-8) + (Z)-1-(2-chloro-2-phenylvinyl)-4-nitrobenzene (60221-43-4) + Z-α-thiocyanato-4-nitrostilbene

Guidance literature:

With copper diacetate; In acetone; at -10 - 0 ℃;

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (Z)-1-(2-chloro-2-phenylvinyl)-4-nitrobenzene (60221-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃

2: PCl₅ / 1 h

With phosphorus pentachloride; aluminium trichloride;

upstream raw materials:

2-(4-nitrophenyl)-1-phenylethanone

1-chlorostyrene

potassium thioacyanate

4-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

4-(phenylethynyl)nitrobenzene