1-Nitro-4-styrylbenzene

Base Information

• Chemical Name: 1-Nitro-4-styrylbenzene
• CAS No.: 4003-94-5
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.247
• DSSTox Substance ID: DTXSID901032134
• Mol file: 4003-94-5.mol

Synonyms:1-nitro-4-styrylbenzene;Stilbene, 4-nitro-, (Z)-;4'nitrostilbene;4'-nitrostilbene;Benzene, 1-nitro-4-(2-phenylethenyl)-, (Z)-;Oprea1_124264;DTXSID901032134;AKOS030229148

Chemical Property of 1-Nitro-4-styrylbenzene

Chemical Property:

• Vapor Pressure: 2.38E-05mmHg at 25°C
• Melting Point: 157°C
• Refractive Index: 1.5780 (estimate)
• Boiling Point: 370.3 °C at 760 mmHg
• Flash Point: 173.1 °C
• PSA: 45.82000
• Density: 1.22 g/cm³
• LogP: 4.28840
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

4-NITROSTILBENE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-Nitro-4-styrylbenzene

There total 98 articles about 1-Nitro-4-styrylbenzene 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: 100.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + p-nitrobenzene iodide (636-98-6) → 4-nitrostilbene (1694-20-8,4003-94-5,6624-53-9,101977-34-8)

Guidance literature:

With potassium carbonate; In ethanol; water; at 90 ℃; for 10h; Green chemistry;

DOI:10.1016/j.apcata.2014.02.002

Reference yield: 98.0%

4-nitrostyrene (100-13-0) + iodobenzene (591-50-4) → 4-nitrostilbene (1694-20-8,4003-94-5,6624-53-9,101977-34-8)

Guidance literature:

With triethylamine; In water; acetonitrile; at 60 ℃; for 2h;

DOI:10.1080/00958972.2019.1687890

Reference yield: 97.8%

p-nitrostilbene dibromide (26624-20-4) → 4-nitrostilbene (1694-20-8,4003-94-5,6624-53-9,101977-34-8)

Guidance literature:

With dibutyl telluride; triethylamine; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1080/00304949609355916

upstream raw materials:

piperidine

3c-phenyl-2-(4-nitro-phenyl)-acrylic acid

4-nitrobenzeneacetic acid

benzaldehyde

Downstream raw materials:

1-phenyl-1-bromo-2-(p-nitrophenyl)ethane

2-(4-nitrophenyl)-3-phenyl oxirane

benzil

trans-4-nitrostilbene

Refernces

• 1、 Min, Qingwang,Miao, Penghua,Chu, Deyu,Liu, Jinghan,Qi, Meijuan,Kazemnejadi, Milad. "Introduction of a Recyclable Basic Ionic Solvent with Bis-(NHC) Ligand Property and The Possibility of Immobilization on Magnetite for Ligand- and Base-Free Pd-Catalyzed Heck, Suzuki and Sonogashira Cross-Coupling Reactions in Water". . p. 3030 - 3047. Retrieved 2021/02/16.
• 2、 Rahimi, Leila,Mansoori, Yagoub,Nuri, Ayat,Koohi-Zargar, Behzad,Esquivel, Dolores. "A new Pd(II)-supported catalyst on magnetic SBA-15 for C-C bond formation via the Heck and Hiyama cross-coupling reactions". . . Retrieved 2020/12/01.