1-Nitropropane

Base Information

• Chemical Name: 1-Nitropropane
• CAS No.: 108-03-2
• Deprecated CAS: 104306-52-7
• Molecular Formula: C3H7NO2
• Molecular Weight: 89.0941
• Hs Code.: H3CH2CH2NO2 MOL WT. 89.09
• European Community (EC) Number: 203-544-9
• ICSC Number: 1050
• NSC Number: 6363
• UN Number: 2608
• UNII: 39W305OW99
• DSSTox Substance ID: DTXSID1020980
• Nikkaji Number: J2.413I
• Wikipedia: 1-Nitropropane
• Wikidata: Q2567814
• ChEMBL ID: CHEMBL1449933
• Mol file: 108-03-2.mol

Synonyms:1-nitropropane

Chemical Property of 1-Nitropropane

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 7.5 mm Hg ( 20 °C)
• Melting Point: -108 °C
• Refractive Index: 1.4015
• Boiling Point: 131.714 °C at 760 mmHg
• PKA: pK1:8.98 (25°C)
• Flash Point: 42.337 °C
• PSA: 45.82000
• Density: 0.981 g/cm³
• LogP: 1.19630
• Storage Temp.: Flammables area
• Solubility.: 14g/l
• Water Solubility.: 1.40 g/100 mL
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 89.047678466
• Heavy Atom Count: 6
• Complexity: 47.2
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

1-Nitropropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20/21/22
• Safety Statements: 9-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aliphatic
• Canonical SMILES: CCC[N+](=O)[O-]
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract.
• General Description: 1-Nitropropane (NSC 6363) is a nitroalkane that reacts with α,β-unsaturated ketones in the presence of alumina-supported potassium fluoride to yield a mixture of 4,5-dihydrofurans and furans, demonstrating its utility as a reactant in the synthesis of heterocyclic compounds.

Technology Process of 1-Nitropropane

There total 41 articles about 1-Nitropropane 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:

propane (74-98-6) → i-propyl nitrite (541-42-4) + n-propyl nitrite (543-67-9) + isopropyl nitrate (1712-64-7) + propyl nitrate (627-13-4) + 2-nitropropane (79-46-9) + 1-Nitropropane (108-03-2)

Guidance literature:

With dihydrogen peroxide; Nitrogen dioxide; at 24.9 ℃; under 300.02 Torr; Rate constant; Product distribution; Mechanism; boric-acid-coated surface; various pressure and carrier-gas composition;

DOI:10.1039/f19848000609

Reference yield:

propane (74-98-6) → i-propyl nitrite (541-42-4) + isopropyl nitrate (1712-64-7) + propyl nitrate (627-13-4) + 2-nitropropane (79-46-9) + 1-Nitropropane (108-03-2) + acetone (67-64-1)

Guidance literature:

With dihydrogen peroxide; oxygen; Nitrogen dioxide; at 24.9 ℃; under 300.02 Torr; Rate constant; Product distribution; Mechanism; boric-acid-coated surface; various O₂ concn.;

DOI:10.1039/f19848000617

Reference yield:

butyric acid (107-92-6) → isopropyl nitrate (1712-64-7) + hexane (110-54-3) + isopropyl butyrate (638-11-9) + 1-Nitropropane (108-03-2)

Guidance literature:

Elektrolyse von Natriumbutyrat; Produkt₅: Essigsaeure; Produkt₆: Propionsaeure; Produkt₇: Glycerin-nitrat(?); und andere Produkten;

upstream raw materials:

Cyclopentane

nitric acid

n-butane

pentane

Downstream raw materials:

4-(2-nitrobutyl)morpholine

5-benzyloxy-3-(2-nitro-but-1-enyl)-indole

1-(1-Nitro-propyl)-cyclohexanol

N,N,O-tri(acetyl)hydroxylamine

Refernces

ALUMINA SUPPORTED POTASSIUM FLUORIDE PROMOTED REACTION OF NITROALKANES WITH ELECTROPHILIC ALKENES: SYNTHESIS OF 4,5-DIHYDRO FURANS AND ISOXAZOLINE N-OXIDES.

10.1016/S0040-4020(01)81729-4

The research investigates the reaction of nitroalkanes with electrophilic alkenes, specifically α,β-unsaturated ketones and α,β-unsaturated nitro compounds, in the presence of alumina-supported potassium fluoride in acetonitrile. The study found that secondary nitroalkanes react with α,β-unsaturated ketones to produce 4,5-dihydrofurans in high yields, while 1-nitropropane reacts with these ketones to yield a mixture of 4,5-dihydrofurans and furans. Additionally, nitroalkenes react with nitroalkanes to form isoxazoline N-oxides. The alumina-supported potassium fluoride acts as an effective catalyst for these reactions, facilitating the formation of the desired products. The study also explores the reaction mechanisms and provides detailed structural analysis of the synthesized compounds using techniques like 1H and 13C NMR spectroscopy.