Pentaerythritol tetranitrate

Pentaerythritol tetranitrate
Names
Preferred IUPAC name
2,2-Bis[(nitrooxy)methyl]propane-1,3-diyl dinitrate
Other names
[3-Nitrooxy-2,2-bis(nitrooxymethyl)propyl] nitrate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.987
UNII
  • InChI=1S/C5H8N4O12/c10-6(11)18-1-5(2-19-7(12)13,3-20-8(14)15)4-21-9(16)17/h1-4H2 Y
    Key: TZRXHJWUDPFEEY-UHFFFAOYSA-N Y
  • InChI=1S/C5H8N4O12/c10-6(11)18-1-5(2-19-7(12)13,3-20-8(14)15)4-21-9(16)17/h1-4H2
  • C(C(CO[N+](=O)[O-])(CO[N+](=O)[O-])CO[N+](=O)[O-])O[N+](=O)[O-]
Properties
C5H8N4O12
Molar mass 316.137 g/mol
Appearance White crystalline solid
Density 1.77 g/cm3 at 20 °C
Melting point 141.3 °C (286.3 °F; 414.4 K)
Boiling point 180 °C (356 °F; 453 K) (decomposes above 150 °C (302 °F))
Explosive data
Shock sensitivity Medium
Friction sensitivity Medium
Detonation velocity 8400 m/s (density 1.7 g/cm3)
RE factor 1.66
Hazards
GHS labelling:
Danger
H201, H241, H302, H316, H370, H373
P210, P250, P261, P264, P301+P312, P370+P380, P372, P401, P501
NFPA 704 (fire diamond)
2
1
3
190 °C (374 °F; 463 K)
Pharmacology
C01DA05 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Pentaerythritol tetranitrate (PETN), also known as PENT, pentyl, PENTA, (ПЕНТА, primarily in Russian) TEN (tetraeritrit nitrate), corpent, or penthrite (or, rarely and primarily in German, as nitropenta), is an explosive material. It is the nitrate ester of pentaerythritol, and is structurally very similar to nitroglycerin. Penta refers to the five carbon atoms of the neopentane skeleton. PETN is a very powerful explosive material with a relative effectiveness factor of 1.66. When mixed with a plasticizer, PETN forms a plastic explosive. Along with RDX it is the main ingredient of Semtex and C4.

PETN is also used as a vasodilator drug to treat certain heart conditions, such as for management of angina.

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