2-Nitro-3-phenyl-2-propene

Base Information

• Chemical Name: 2-Nitro-3-phenyl-2-propene
• CAS No.: 705-60-2
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 29042090
• European Community (EC) Number: 627-363-3
• DSSTox Substance ID: DTXSID1041188
• Wikipedia: Phenyl-2-nitropropene
• Mol file: 705-60-2.mol

Synonyms:1-phenyl-2-nitro-1-propene;1-phenyl-2-nitropropene;1-phenyl-2-nitropropene, (E)-isomer;2-nitro-1-phenyl-1-propene

Chemical Property of 2-Nitro-3-phenyl-2-propene

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 0.0172mmHg at 25°C
• Melting Point: 64-67
• Refractive Index: 1.586
• Boiling Point: 263 °C at 760 mmHg
• Flash Point: 115.7 °C
• PSA: 45.82000
• Density: 1.141 g/cm³
• LogP: 2.84730
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Chloroform, Dichloromethane, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

(2-Nitropropenyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC=CC=C1)[N+](=O)[O-]
• Uses: 1-phenyl-2-nitropropene is used in the production of pharmaceuticals, for instance, for drug Adderall, a drug used to treat ADHD and narcolepsy.

Technology Process of 2-Nitro-3-phenyl-2-propene

There total 49 articles about 2-Nitro-3-phenyl-2-propene 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%

Nitroethane (79-24-3) + benzaldehyde (100-52-7) → 1-phenyl-2-nitroprop-1-ene (705-60-2,18315-84-9,58321-79-2)

Guidance literature:

aminopropyl-functionalized silica; at 110 ℃; for 5h;

DOI:10.1016/j.jcat.2003.11.016

Reference yield: 92.0%

(1-nitroethyl)-phosphonic acid diethyl ester (60593-26-2) + benzaldehyde (100-52-7) → 1-phenyl-2-nitroprop-1-ene (705-60-2,18315-84-9,58321-79-2)

Guidance literature:

With t-butoxide; In tetrahydrofuran; at 0 - 60 ℃; for 5h;

DOI:10.1246/cl.1992.933

Reference yield: 90.0%

2-nitro-1-phenylpropan-1-ol (26251-08-1,26251-09-2,38316-08-4,38316-09-5,6343-57-3) → 1-phenyl-2-nitroprop-1-ene (705-60-2,18315-84-9,58321-79-2)

Guidance literature:

With triethylamine; triphenylphosphine; In tetrachloromethane; for 1.5h; Heating;

DOI:10.1055/s-1994-25546

upstream raw materials:

Nitroethane

benzaldehyde

1-phenylpropene

2-nitro-1-phenylpropan-1-ol

Downstream raw materials:

1-((1RS,2RS)-2-nitro-1-phenyl-propyl)-pyrrolidine

1-((1RS,2SR)-2-nitro-1-phenyl-propyl)-pyrrolidine

5-methyl-5-nitro-4-phenyl-4,5-dihydro-1H-pyrazole

3-(2-nitro-1-phenylpropyl)-1H-indole

Refernces

• 1、 Brosius, Victor,Bunz, Uwe H. F.,Freudenberg, Jan,Hippchen, Nikolai,Rominger, Frank,Weigold, Svenja. "Diindenopyrazines: Electron-Deficient Arenes". supporting information. p. 10001 - 10005. Retrieved 2021/06/07.
• 2、 Casiello, Michele,Caputo, Daniela,Fusco, Caterina,Cotugno, Pietro,Rizzi, Vito,Dell'Anna, Maria Michela,D'Accolti, Lucia,Nacci, Angelo. "Ionic-Liquid Controlled Nitration of Double Bond: Highly Selective Synthesis of Nitrostyrenes and Benzonitriles". supporting information. p. 6012 - 6018. Retrieved 2020/08/24.