2224-39-7

Basic information

• Product Name: 1-nitrooctan-2-ol
• Synonyms: 1-Nitro-2-octanol; 2-Octanol, 1-nitro-
• CAS NO: 2224-39-7
• Molecular Formula: C₈H₁₇NO₃
• Molecular Weight: 175.2255
• Mol File: 2224-39-7.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 275.1°C at 760 mmHg
• Flash Point: 115.1°C
• Density: 1.023g/cm³
• Vapor Pressure: 0.000654mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: 1-nitrooctan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitrooctan-2-ol(2224-39-7)
• EPA Substance Registry System: 1-nitrooctan-2-ol(2224-39-7)

Safety Data

• Hazardous Substances Data: 2224-39-7(Hazardous Substances Data)

Usage

Nitroalcohol

Contains both a nitro group and a hydroxyl group

Uses

Starting material in the synthesis of various organic compounds, production of pharmaceuticals, agrochemicals, and specialty chemicals, production of fragrances, building block for synthesis of other chemicals

Potential applications

Explosives and propellants

Safety precautions

Potentially explosive and toxic, should be handled with care.

Upstream product

• 111-71-7 heptanal 
• 75-52-5 nitromethane 
• 111-66-0 oct-1-ene 
• 67-64-1 acetone 
• 563-70-2 bromonitromethane 
• 98-86-2 acetophenone 

Downstream Products

• 127143-69-5 (E)-1-nitrooct-1-ene 
• 855262-83-8 N-(2-hydroxy-octyl)-benzamide 
• 861044-50-0 2-nitro-1-p-toluidino-nonan-3-ol 
• 5469-20-5 2-acetoxy-1-nitro-octane 
• 4550-05-4 1-nitro-1-octene 
• 4255-35-0 (2RS)-1-amino-2-octanol 

Relevant articles and documents

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Unprecedented Mechanism of an Organocatalytic Route to Conjugated Enynes with a Junction to Cyclic Nitronates

Conjugated enynes as well as cyclic nitronates are crucial building blocks for numerous natural products and pharmaceuticals. However, so far, no common and metal-free synthetic route to both conjugated enynes and cyclic nitronates has been reported. Herein, in situ NMR, labelling studies and theoretical calculations were combined to investigate the mechanism of the unusual triple bond formation towards conjugated enynes. Starting from nitroalkene dimers, first an isoxazolidine-2,5-diol derivative is formed as central intermediate. From this, enynes were generated by a combination of oxidation, dehydration, and retro 1,3-dipolar cycloaddition, whereas for nitronates a base induced intramolecular reorganization is proposed. While the product distribution could be controlled and high yields of nitronate were achieved, only medium to good yields for enynes were obtained due to polymerization losses. Nevertheless, we hope that these mechanistic investigations may provide a basis for further developments of organocatalytic or metal-free preparations of conjugated enynes and nitronates.

Henry reaction in aqueous media at neutral pH

An efficient method for the synthesis of β-nitro alcohols from nitro alkanes and aldehydes in aqueous phosphate buffer under neutral pH conditions at room temperature is reported. In the case of higher nitro alkanes, the reaction showed very good diastereoselectivity to give syn β-nitro alcohols in preference to their anti products. Copyright