Erythritol tetranitrate

Erythritol tetranitrate
Names
	IUPAC name [(2R,3R)-1,3,4-Trinitrooxybutan-2-yl] nitrate
	Other names Erythrityl tetranitrate (INN)
Identifiers
CAS Number	7297-25-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1730082
ChEBI	CHEBI:60072 ;
ChEMBL	ChEMBL2107583;
ChemSpider	4447608 ;
DrugBank	DB01613;
ECHA InfoCard	100.027.940
EC Number	230-734-9;
KEGG	D04051;
PubChem CID	5284553;
UNII	35X333P19D ;
CompTox Dashboard (EPA)	DTXSID9022990 ;
	InChI InChI=1S/C4H6N4O12/c9-5(10)17-1-3(19-7(13)14)4(20-8(15)16)2-18-6(11)12/h3-4H,1-2H2/t3-,4+ Key: SNFOERUNNSHUGP-ZXZARUISSA-N ; InChI=1/C4H6N4O12/c9-5(10)17-1-3(19-7(13)14)4(20-8(15)16)2-18-6(11)12/h3-4H,1-2H2/t3-,4+ Key: SNFOERUNNSHUGP-ZXZARUISBH;
	SMILES C(C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-];
Properties
Chemical formula	C4H6N4O12
Molar mass	302.108 g·mol−1
Density	1.7219 (±0.0025) g/cm3
Melting point	61 °C (142 °F; 334 K)
Boiling point	Decomposes at 160 °C
Solubility in water	0.00302 g/100 mL
Hazards
	GHS labelling:
Pictograms
NFPA 704 (fire diamond)	1 1 3 OX
Explosive data
Shock sensitivity	Medium (2.0 Nm)
Friction sensitivity	Medium
Detonation velocity	8200 m/s
RE factor	1.60
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Erythritol tetranitrate (ETN) is an explosive compound chemically similar to PETN, though it is thought to be slightly more sensitive to friction and impact.

Like many nitrate esters, ETN acts as a vasodilator, and was the active ingredient in the original "sustained release" tablets, made under a process patent in the early 1950s, called "nitroglyn". Ingesting ETN or prolonged skin contact can lead to absorption and what is known as a "nitro headache".

Names


IUPAC name [(2R,3R)-1,3,4-Trinitrooxybutan-2-yl] nitrate
Other names Erythrityl tetranitrate (INN)
Identifiers
CAS Number	7297-25-8^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1730082
ChEBI	CHEBI:60072^Y
ChEMBL	ChEMBL2107583
ChemSpider	4447608^Y
DrugBank	DB01613
ECHA InfoCard	100.027.940
EC Number	230-734-9
KEGG	D04051
PubChem CID	5284553
UNII	35X333P19D^Y
CompTox Dashboard (EPA)	DTXSID9022990
InChI InChI=1S/C4H6N4O12/c9-5(10)17-1-3(19-7(13)14)4(20-8(15)16)2-18-6(11)12/h3-4H,1-2H2/t3-,4+^Y Key: SNFOERUNNSHUGP-ZXZARUISSA-N^Y InChI=1/C4H6N4O12/c9-5(10)17-1-3(19-7(13)14)4(20-8(15)16)2-18-6(11)12/h3-4H,1-2H2/t3-,4+ Key: SNFOERUNNSHUGP-ZXZARUISBH
SMILES C(C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
Properties
Chemical formula	C₄H₆N₄O₁₂
Molar mass	302.108 g·mol⁻¹
Density	1.7219 (±0.0025) g/cm³
Melting point	61 °C (142 °F; 334 K)
Boiling point	Decomposes at 160 °C
Solubility in water	0.00302 g/100 mL
Hazards
GHS labelling:
Pictograms
NFPA 704 (fire diamond)	1 1 3 OX
Explosive data
Shock sensitivity	Medium (2.0 Nm)
Friction sensitivity	Medium
Detonation velocity	8200 m/s
RE factor	1.60
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