3-Nitrostilbene

Base Information

• Chemical Name: 3-Nitrostilbene
• CAS No.: 4714-26-5
• Molecular Formula: C14H11NO2
• Molecular Weight: 225.247
• NSC Number: 142605
• Nikkaji Number: J145.993G,J496.403I
• ChEMBL ID: CHEMBL1896623
• Mol file: 4714-26-5.mol

Synonyms:3-Nitrostilbene;Stilbene, 3-nitro-;m-Nitrostilbene;CHEMBL1896623;Benzene, 1-nitro-3-(2-phenylethenyl)-;(E)-3-nitrostilbene;NSC142605;14064-52-9;1-Nitro-3-[(E)-2-phenylethenyl]benzene;Benzene, 1-nitro-3-[(1E)-2-phenylethenyl]-;SCHEMBL1405312;3-((E)-2-phenylvinyl)nitrobenzene;BDBM50212211;AKOS002792503;NSC-142605;1-nitro-3-[(e)-2-phenylvinyl]benzene;NCGC00188287-01;1-Nitro-3-[(E)-2-phenylethenyl]benzene #;SR-01000273519;SR-01000273519-1

Chemical Property of 3-Nitrostilbene

Chemical Property:

• Vapor Pressure: 4.12E-05mmHg at 25°C
• Boiling Point: 362.1°C at 760 mmHg
• Flash Point: 167.3°C
• PSA: 45.82000
• Density: 1.22g/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: 276

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Nitrostilbene

There total 28 articles about 3-Nitrostilbene 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: 98.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + m-nitrobromobenzene (585-79-5) → 3-nitrostilbene (4714-26-5)

Guidance literature:

With tributyl-amine; tetrabutylammomium bromide; In neat (no solvent); at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1007/s10562-013-1013-7

Reference yield: 98.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + m-iodonitrobenzene (645-00-1) → 3-nitrostilbene (4714-26-5)

Guidance literature:

With potassium hydroxide; at 50 ℃; for 2h; Catalytic behavior; Green chemistry;

DOI:10.1002/aoc.3425

Reference yield: 94.0%

4-(4-nitrophenylsulfonylmethyl)benzene (42497-88-1) + 3-nitro-benzaldehyde (99-61-6) → 3-nitrostilbene (4714-26-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1055/s-2006-939682

upstream raw materials:

styrene

m-iodonitrobenzene

3-nitrostilbene

3-nitrophenyldiazonium tetrafluoroborate

Downstream raw materials:

3-Aminostilbene

dimethyl 7-phenylethylquinoline-2,4-dicarboxylate

3-(β-phenylethyl)aniline

3-nitrostilbene

Refernces

• 1、 Borah, Dhrubajit,Das, Pankaj,Saha, Biswajit,Sarma, Bipul. "A new PEPPSI type N-heterocyclic carbene palladium(II) complex and its efficiency as a catalyst for Mizoroki-Heck cross-coupling reactions in water". . . Retrieved 2020/03/23.
• 2、 Hajipour, Abdol R.,Sadeghi, Ali R.,Khorsandi, Zahra. "Pd nanoparticles immobilized on magnetic chitosan as a novel reusable catalyst for green Heck and Suzuki cross-coupling reaction: In water at room temperature". . . Retrieved 2018/03/01.