127143-69-5

Basic information

• Product Name: (1E)-1-nitrooct-1-ene
• CAS NO: 127143-69-5
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.2102
• Mol File: 127143-69-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 229.4°C at 760 mmHg
• Flash Point: 84.6°C
• Density: 0.941g/cm³
• Vapor Pressure: 0.105mmHg at 25°C
• Refractive Index: 1.453
• CAS DataBase Reference: (1E)-1-nitrooct-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-1-nitrooct-1-ene(127143-69-5)
• EPA Substance Registry System: (1E)-1-nitrooct-1-ene(127143-69-5)

Safety Data

• Hazardous Substances Data: 127143-69-5(Hazardous Substances Data)

Usage

Description

(1E)-1-nitrooct-1-ene, with the molecular formula C8H15NO2, is an organic compound characterized by the presence of a nitro group, which consists of a nitrogen atom bonded to an oxygen atom. This colorless to pale yellow liquid exhibits a pungent odor and is known for its flammability and potential for violent reactions with oxidizing agents. As an important intermediate, (1E)-1-nitrooct-1-ene plays a significant role in the production of various chemicals, including insecticides, pharmaceuticals, and dyes, and serves as a precursor for the synthesis of other organic compounds.

Uses

Used in Chemical Synthesis:
(1E)-1-nitrooct-1-ene is used as an intermediate in the chemical synthesis industry for the production of various chemicals, such as insecticides, pharmaceuticals, and dyes. Its versatile structure allows for its incorporation into a wide range of chemical products, making it a valuable component in the synthesis process.
Used in Organic Compound Synthesis:
As a precursor, (1E)-1-nitrooct-1-ene is utilized in the synthesis of other organic compounds, contributing to the development of new materials and substances with potential applications in various fields.
Safety Precautions:
Due to its flammable nature and potential for violent reactions with oxidizing agents, it is crucial to handle (1E)-1-nitrooct-1-ene with caution and implement appropriate safety measures when working with this chemical compound.

Upstream product

• 5469-20-5 2-acetoxy-1-nitro-octane 
• 2224-39-7 1-nitro-2-octanol 
• 111-66-0 oct-1-ene 
• 98-86-2 acetophenone 
• 67-64-1 acetone 
• 111-71-7 heptanal 
• 75-52-5 nitromethane 

Downstream Products

• 111-86-4 n-Octylamine 
• 1273331-59-1 C₂₃H₂₈N₂O₄ 
• 1273331-61-5 C₂₃H₂₇BrN₂O₄ 
• 1273331-60-4 C₂₃H₂₇BrN₂O₄ 
• 1273331-63-7 C₂₃H₂₇ClN₂O₄ 
• 1273331-62-6 C₂₃H₂₇ClN₂O₄ 
• 1273331-65-9 C₂₃H₂₇N₃O₆ 
• 1273331-64-8 C₂₃H₂₇N₃O₆ 

Relevant articles and documents

Reaction behaviour of arylamines with nitroalkenes in the presence of bismuth(iii) triflate: An easy access to 2,3-dialkylquinolines

We report the reaction behaviour of arylamines with nitroalkenes in the presence of bismuth(iii) triflate (10 mol%) and diacetoxyiodobenzene (10 mol%). We obtained 2,3-dialkylquinoline derivatives instead of the expected 3-alkylindole derivatives. The present reaction is an alternative approach for the synthesis of 2,3-dialkylquinoline derivatives under milder conditions. Furthermore, we establish the mechanistic pathway by theoretical calculations using Gaussian 09 software [B3LYP/6-311+G(d,p)], which shows that the conventional aza-Michael reaction is preferred over Michael addition. Aliphatic nitroalkenes behave in a different manner than aromatic nitroalkenes. An aza-Michael adduct gives rise to an imine by the elimination of water which may tautomerize to the corresponding enamine. The resulting imine and enamine intermediates react together to afford the desired quinoline derivatives. This protocol has the advantages of consecutive formation of one C-N and two C-C bonds, high regioselectivity, broad substrate-scope and good yields.

Metal-free Synthesis of β-Nitrostyrenes via DDQ-Catalyzed Nitration

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A Deprotonation Approach to the Unprecedented Amino-Trimethylenemethane Chemistry: Regio-, Diastereo-, and Enantioselective Synthesis of Complex Amino Cycles

The first realization of the amino-trimethylenemethane chemistry is reported using a deprotonation strategy to simplify the synthesis of the amino-trimethylenemethane donor in two steps from commercial and inexpensive materials. A broad scope of cycloaddition acceptors (seven different classes) participated in the chemistry, chemo-, regio-, diastereo-, and enantioselectively generating various types of highly valuable complex amino cycles. Multiple derivatization reactions that further elaborated the initial amino cycles were performed without isolation of the crude product. Ultimately, we applied the amino-trimethylenemethane chemistry to synthesize a potential pharmaceutical in 8 linear steps and 7.5 % overall yield, which previously was achieved in 18 linear steps and 0.6 % overall yield.