N-Propyl nitrate

Base Information

• Chemical Name: N-Propyl nitrate
• CAS No.: 627-13-4
• Molecular Formula: C3H7 N O3
• Molecular Weight: 105.093
• European Community (EC) Number: 210-985-0
• ICSC Number: 1513
• UN Number: 1865
• UNII: 983R6RCP6F
• DSSTox Substance ID: DTXSID2060834
• Wikidata: Q18816316
• ChEMBL ID: CHEMBL188554
• Mol file: 627-13-4.mol

Synonyms:n-propyl nitrate;nitric acid, propyl ester;propyl nitrate

Chemical Property of N-Propyl nitrate

Chemical Property:

• Vapor Pressure: 26.6mmHg at 25°C
• Melting Point: -99.99°C
• Refractive Index: nD20 1.3979
• Boiling Point: 111.6°C at 760 mmHg
• Flash Point: 42.2°C
• PSA: 55.05000
• Density: 1.081g/cm³
• LogP: 1.12790
• Solubility.: Soluble in ether (Weast, 1986) and many alcohols including methanol, ethanol, propanol, and butanol.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 105.042593085
• Heavy Atom Count: 7
• Complexity: 57.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98%, ^*data from raw suppliers

n-PropylNitrate(Stabilized) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Flammable, severe fire and explosion risk, strong oxidizing material, explosive limits in air 2–100%. TLV: 25 ppm; STEL 40 ppm.
• Hazard Codes: Flammable, severe fire and explosion risk, strong oxidizing material, explosive limits in air 2–100%. TLV: 25 ppm; STEL 40 ppm.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrates and Nitrites
• Canonical SMILES: CCCO[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 respiratory tract, eyes and skin. Inhalation of high concentrations may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Physical properties: Colorless to light yellow, flammable liquid with an ether-like odor. Odor threshold concentration is 50 ppm (quoted, Amoore and Hautala, 1983).
• Uses: Fuel ignition promoter; rocket propellants; organic intermediate. Fuel ignition promoter, in rocket fuel formulations, as organic intermediate.

Technology Process of N-Propyl nitrate

There total 8 articles about N-Propyl nitrate 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%

propan-1-ol (71-23-8) → propyl nitrate (627-13-4)

Guidance literature:

With potassium fluoride; nitrylfluoride; In acetonitrile; at -30 - -20 ℃;

DOI:10.1007/BF02496138

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

upstream raw materials:

propan-1-ol

1-iodo-propane

propane

1-bromo-3-propanol

Downstream raw materials:

propylamine

propyl salicylate

2-((Z)-1-Hydroxy-2-nitro-propenyl)-phenol

salicylic acid

Refernces

• 1、 An, Jichao,He, Pan,Li, Wenhao,Liu, Peipei,Si, Mengyuan,Yang, Bo,Yang, Guanyu. "Practical catalytic nitration directly with commercial nitric acid for the preparation of aliphatic nitroesters". supporting information. p. 6612 - 6616. Retrieved 2020/09/21.
• 2、 Anzini, Maurizio,Di Capua, Angela,Valenti, Salvatore,Brogi, Simone,Rovini, Michele,Giuliani, Germano,Cappelli, Andrea,Vomero, Salvatore,Chiasserini, Luisa,Sega, Alessandro,Poce, Giovanna,Giorgi, Gianluca,Calderone, Vincenzo,Martelli, Alma,Testai, Lara,Sautebin, Lidia,Rossi, Antonietta,Pace, Simona,Ghelardini, Carla,Di Cesare Mannelli, Lorenzo,Benetti, Veronica,Giordani, Antonio,Anzellotti, Paola,Dovizio, Melania,Patrignani, Paola,Biava, Mariangela. "Novel analgesic/anti-inflammatory agents: 1,5-Diarylpyrrole nitrooxyalkyl ethers and related compounds as cyclooxygenase-2 inhibiting nitric oxide donors". supporting information. p. 3191 - 3206. Retrieved 2013/06/05.