Nitroglycerin

Nitroglycerin (NG), forby kent as nitroglycerine, trinitroglycerin, trinitroglycerine, or nitro, or mair correctly as glyceryl trinitrate, or mair formally as 1,2,3-trinitroxypropane, is a hivy, colourless, ily, explosive liquid maist commonly produced bi treatin glycerol wi white fumin nitric acid unner condeetions appropriate tae the formation o the nitric acid ester.

Nitroglycerin

Names
IUPAC name 1,2,3-Trinitroxypropane
Seestematic IUPAC name 2,3-Bis(nitrooxy)propyl nitrate
Ither names 1,3-Dinitrooxypropan-2-yl nitrate Propane-1,2,3-triyl trinitrate
Identifiers
CAS Nummer	55-63-0 Y
3D model (JSmol)	Interactive eemage Interactive eemage
Beilstein Reference	1802063
ChEBI	CHEBI:28787 Y
ChEMBL	ChEMBL730 Y
ChemSpider	4354 Y
DrugBank	DB00727 Y
EC Nummer	200-240-8
Gmelin Reference	165859
KEGG	D00515 Y
MeSH	Nitroglycerin
PubChem CID	4510
UNII	G59M7S0WS3 Y
UN nummer	0143, 0144, 1204, 3064, 3319
InChI InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2 Y Key: SNIOPGDIGTZGOP-UHFFFAOYSA-N Y InChI=1/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2 Key: SNIOPGDIGTZGOP-UHFFFAOYAR
SMILES o:n(:o)OCC(COn(:o):o)On(:o):o C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
Properties
Chemical formula	C3H5N3O9
Molar mass	227.09 g·mol−1
Appearance	Colourless liquid
Density	1.6 g cm−3 (at 15 °C)
Meltin pynt	14 °C (57 °F; 287 K)
Bylin pynt	50 °C (122 °F; 323 K)
Solubility in watter	slichtly
Solubility	acetone, ether, benzene, alcohol
log P	2.154
Structur
Coordination geometry	Tetragonal at C1, C2, an C3 Trigonal planar at N7, N8, an N9
Molecular shape	Tetrahedral at C1, C2, an C3 Dihedral at N7, N8, and N9
Thermochemistry
Std enthalpy o formation ΔfHo298	−370 kJ mol−1
Std enthalpy o combustion ΔcHo298	−1.529 MJ mol−1
Pharmacology
Routes o admeenistration	Intravenous, Oral, Sublingual, Topical, Transdermal
Pharmacokinetics:
Bioavailability	<1%
Metabolism	Hepatic
Biological hauf-life	3 min
Legal status	AU: S3 (Pharmacist anly)
Explosive data
Shock sensitivity	Heich
Friction sensitivity	Heich
RE factor	1.50
Hazards
EU clessification	E T+ N
R-phrases	R3, R12, R26/27/28, R33, R51/53
S-phrases	(S1/2), S33, S35, S36/37, S45, S53, S61
NFPA 704	3 2 4
Except whaur itherwise notit, data are gien for materials in thair staundart state (at 25 °C [77 °F], 100 kPa).
Y verify (whit is YN ?)
Infobox references