3-Nitro-non-3-ene

Base Information

• Chemical Name: 3-Nitro-non-3-ene
• CAS No.: 6065-04-9
• Molecular Formula: C9H17 N O2
• Molecular Weight: 171.27
• Hs Code.: 2904209090
• DSSTox Substance ID: DTXSID701032102
• Mol file: 6065-04-9.mol

Synonyms:3-nitro-non-3-ene;DTXSID701032102

Chemical Property of 3-Nitro-non-3-ene

Chemical Property:

• Vapor Pressure: 0.0407mmHg at 25°C
• Refractive Index: 1.4513 (estimate)
• Boiling Point: 247.3°C at 760 mmHg
• Flash Point: 92.1°C
• PSA: 45.82000
• Density: 0.934g/cm³
• LogP: 3.66050
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 171.125928785
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

3-NITRO-3-NONENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=C(CC)[N+](=O)[O-]
• Uses: No nitroolefin has any commercial interest as an industrial chemical entity. Deichmann et al. have shown that nitroolefins are indeed emitted in the exhausts from gasoline engines. Because of the emissions from automobile exhaust, nitroolefins can be found in urban air pollution.

Technology Process of 3-Nitro-non-3-ene

There total 5 articles about 3-Nitro-non-3-ene 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: 90.0%

hexanal (66-25-1) + 1-Nitropropane (108-03-2) → (Z)-3-nitronon-3-ene (6065-04-9)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol800224k

Reference yield:

3-nitro-4-nonanol (344297-99-0) → 3-nitro-non-3-ene (6065-04-9)

Guidance literature:

With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol801691c

Reference yield:

Diethyl 1-nitropropanephosphonate (6329-58-4) → (Z)-3-nitronon-3-ene (6065-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / tBuOK / tetrahydrofuran / 1 h / 0 - 20 °C

2: tetrahydrofuran / 72 h / Heating

With potassium tert-butylate; In tetrahydrofuran; 1: Metallation / 2: Condensation;

upstream raw materials:

3-nitro-4-nonanol

hexanal

Diethyl 1-nitropropanephosphonate

1-Nitropropane

Refernces

• 1、 Fioravanti, Stefania,Pellacani, Lucio,Tardella, Paolo A.,Vergari, Maria Cecilia. "Facile and highly stereoselective one-pot synthesis of either (E)- or (Z)-nitro alkenes". supporting information; experimental part. p. 1449 - 1451. Retrieved 2009/04/10.