Pentaerythritol tetranitrate

Base Information

• Chemical Name: Pentaerythritol tetranitrate
• CAS No.: 78-11-5
• Deprecated CAS: 103842-90-6,108736-71-6,53025-84-6,108736-71-6,53025-84-6
• Molecular Formula: C5H8N4O12
• Molecular Weight: 316.138
• Hs Code.: 2905.50
• European Community (EC) Number: 201-084-3,933-854-6,942-390-3
• ICSC Number: 1576
• UN Number: 0411,0150,3344
• UNII: 10L39TRG1Z
• DSSTox Substance ID: DTXSID2023430
• Wikipedia: Pentaerythritol_tetranitrate
• Wikidata: Q189334
• NCI Thesaurus Code: C47660
• Metabolomics Workbench ID: 53988
• ChEMBL ID: CHEMBL466659
• Mol file: 78-11-5.mol

Synonyms:Dilcoran;Erinit;Nirason;Nitrodex;Pentaerythritol Tetranitrate;Pentalog;Peritrate;Tetranitrate, Pentaerythritol;Tetrate

Chemical Property of Pentaerythritol tetranitrate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 4.32E-07mmHg at 25°C
• Melting Point: 140°
• Refractive Index: 1.511
• Boiling Point: 426.7 °C at 760 mmHg
• Flash Point: 198.8 °C
• PSA: 220.20000
• Density: 1.684 g/cm³
• LogP: 0.89880
• Storage Temp.: ?20°C
• Solubility.: Practically insoluble in water, soluble in acetone, slightly soluble in ethanol (96 per cent). The solubility of diluted pentaerythrityl tetranitrate depends on the diluent and its concentration.
• Water Solubility.: 2mg/L(temperature not stated)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 316.01387170
• Heavy Atom Count: 21
• Complexity: 311
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

99.9% ^*data from raw suppliers

Pentaerythritoltetranitrate(PETN) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): E
• Hazard Codes: E,Xn
• Statements: 3-36-20/21/22-11
• Safety Statements: 35-36/37-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C(C(CO[N+](=O)[O-])(CO[N+](=O)[O-])CO[N+](=O)[O-])O[N+](=O)[O-]
• Recent ClinicalTrials: Pentaerithrityl Tetranitrate (PETN) for Secondary Prevention of Intrauterine Growth Restriction
• Recent EU Clinical Trials: Clinical efficacy of Pentalong? in stable Angina patients after 12 Weeks of routine administration:a randomised, double-blind, placebo-controlled trial.
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance may cause effects on the cardiovascular system. This may result in lowering of blood pressure. Medical observation is indicated.
• Uses: Pentaerythritol tetranitrate (PETN) is a high explosive, often used as the booster in artillery ammunition. It is frequently used as a detonation fuse, which is a form of primacord in which PETN powder is wrapped in waterproof fabric. Mainly in the manufacture of detonating fuse (Primacord), a waterproof textile filled with powdered PETN. Pentaerythritol tetranitrate is used for chronic cardiac insufficiency. It prevents angina pectoris attacks and eases their course.
• Therapeutic Function: Coronary vasodilator

Technology Process of Pentaerythritol tetranitrate

There total 7 articles about Pentaerythritol tetranitrate 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: 94.0%

Pentaerythritol (115-77-5) → Pentaerythritol tetranitrate (78-11-5)

Guidance literature:

With carbon dioxide; dinitrogen pentoxide; at 0 ℃; for 0.5h; under 45004.5 - 60006 Torr; Autoclave;

DOI:10.1016/j.mencom.2012.03.004

Reference yield: 35.0%

Pentaerythritol (115-77-5) → Pentaerythritol tetranitrate (78-11-5) + pentrinitrol (1607-17-6)

Guidance literature:

With sulfuric acid; nitric acid; urea; at 0 - 10 ℃; for 2h;

DOI:10.1039/a906884h

Reference yield:

Pentaerythritol (115-77-5) → 1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane (74999-16-9) + Pentaerythritol tetranitrate (78-11-5)

Guidance literature:

With air; sulfuric acid; water; nitric acid;

DOI:10.1021/ja01608a059

upstream raw materials:

Pentaerythritol

1,2-bis-nitryloxy-3-(2-nitryloxy-ethoxy)-propane

trifluoroacetyl chloride

Formaldehyd-bis(pentaerythrityl)acetal

Downstream raw materials:

N,N-dimethylhydroxylamine

N-ethyl-N-hydroxy-ethanamine

pentrinitrol

dirubidium salt of m-(nitroamino)benzoic acid

Refernces

• 1、 Kuchurov, Ilya V.,Fomenkov, Igor V.,Zlotin, Sergei G.,Tartakovsky, Vladimir A.. "Synthesis of nitric acid esters from alcohols in a dinitrogen pentoxide/carbon dioxide liquid system". experimental part. p. 67 - 69. Retrieved 2012/07/02.
• 2、 -. "VASODILATOR-ENHANCED CARDIOPULMONARY RESUSCITATION". . . Retrieved 2012/08/27.