Nitroglycerin
- Formula: C3H5N3O9
- Molecular weight: 227.0865
- IUPAC Standard InChI: InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
- IUPAC Standard InChIKey: SNIOPGDIGTZGOP-UHFFFAOYSA-N
- CAS Registry Number: 55-63-0
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 1,2,3-Propanetriol, trinitrate; Angibid; Anginine; Angiolingual; Angorin; Blasting gelatin; Blasting oil; Cardamist; Gilucor nitro; Glonoin; Glycerin trinitrate; Glycerol trinitrate; Glyceryl nitrate; Glyceryl trinitrate; GTN; Klavikordal; Lenitral; Myoglycerin; Niglin; Niglycon; Nitora; Nitrine-TDC; Nitro-lent; Nitro-Span; Nitroglycerine; Nitroglycerol; Nitroglyn; Nitrolan; Nitroletten; Nitrolingual; Nitrolowe; Nitromel; Nitrong; Nitrorectal; Nitroretard; Nitrostabilin; Nitrostat; Nitrozell retard; Nysconitrine; NG; NTG; Perglottal; Propanetriol Trinitrate; S.N.G.; Soup; SNG; Temponitrin; Trinalgon; Trinitrin; Trinitroglycerin; Trinitroglycerol; Trinitrol; Vasoglyn; 1,2,3-Propanetriyl Nitrate; Glycerol, nitric acid triester; Glyceroltrinitraat; Glycerol(trinitrate de); Myocon; Niong; Nitric acid triester of glycerol; Nitrin; Nitrine; Nitro-Dur; Nitroglicerina; Nitrogliceryna; Nitroglycerine, spirit of; Nitroglycerin, spirits of; Nitrol; Nitronet; NK-843; RCRA Waste number P081; SK-106N; Solution glyceryl trinitrate; Spirit of glonoin; Spirit of glyceryl trinitrate; Spirit of trinitroglycerin; Spirits of nitroglycerin; TNG; Deponit; Nitro-Bid; Nitrocine; Nitrodisc; Nitrogard; Nitrolingual Spray; Susadrin; Transderm-Nitro TTS; Tridil; Adesitrin; Aquo-trinitrosan; Corangil; Cordipatch; Corditrine; Coro-nitro; Glonoine oil; Nitro-PRN; Nitro Mack; Nitrolande; Nitrolar; Nitromex; Nitronal; Nitrosigma; Percutol; Perlinganit; Reminitrol; Suscard; Sustac; Sustonit; Sutonit; Transderm-nitro; Transiderm-nitro; Trinitrosan; 1,2,3-Propanetriol, 1,2,3-trinitrate; Solinitrina; Triniplas; Nitroderm; Nitrofortin; Nitroglin; Epinitril; Chitamite
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -279.1 ± 2.7 | kJ/mol | Ccb | Miroshnichenko, Korchatova, et al., 1988 | see Miroshnichenko, Korchatova, et al., 1985 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -370. ± 2. | kJ/mol | Eqk | Kazakov, Kirpichev, et al., 1990 | Heat of nitration |
| ΔfH°liquid | -371.1 ± 1.7 | kJ/mol | Ccb | Miroshnichenko, Korchatova, et al., 1988 | see Miroshnichenko, Korchatova, et al., 1985 |
| ΔfH°liquid | -375. | kJ/mol | Ccb | Handrick, 1956 | Naval Powder Factory, 1951 |
| ΔfH°liquid | -372. ± 4. | kJ/mol | Ccb | Taylor and Hall, 1947 | Heat of combustion corrected for pressure |
| ΔfH°liquid | -353.9 | kJ/mol | Ccb | Rinkenbach, 1926 | Author's h288_condensed=-81.70 kcal/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -1529. ± 10. | kJ/mol | AVG | N/A | Average of 7 values; Individual data points |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
+
=
+
By formula: C3H6N2O7 + HNO3 = C3H5N3O9 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -6. ± 1. | kJ/mol | Eqk | Kazakov, Kirpichev, et al., 1990 | liquid phase; Heat of nitration |
| ΔrH° | -5. ± 1. | kJ/mol | Cm | Kazakov, Lagodzinskaya, et al., 1989 | liquid phase |
+
=
+
By formula: C3H6N2O7 + HNO3 = C3H5N3O9 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -10. ± 1. | kJ/mol | Eqk | Kazakov, Kirpichev, et al., 1990 | liquid phase; Heat of nitration |
+ 2
=
+ 2
By formula: C3H7NO5 + 2HNO3 = C3H5N3O9 + 2H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -18. ± 1. | kJ/mol | Cm | Kazakov, Lagodzinskaya, et al., 1989 | liquid phase |
+ 3
=
+ 3
By formula: C3H8O3 + 3HNO3 = C3H5N3O9 + 3H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -36. ± 2. | kJ/mol | Cm | Kazakov, Lagodzinskaya, et al., 1989 | liquid phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Miroshnichenko, Korchatova, et al., 1988
Miroshnichenko, E.A.; Korchatova, L.I.; Shelaputina, V.P.; Zyuz'kevich, S.A.; Lebedev, Yu.A.,
Thermochemistry of glyceryl trinitrate,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 1778-1781. [all data]
Miroshnichenko, Korchatova, et al., 1985
Miroshnichenko, E.A.; Korchatova, L.I.; Shelaputina, V.P.; Zyuzkevich, S.A.; Lebedev, Yu.A.,
Thermochemistry of glyceryl trinitrate,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1985, 1778-1781. [all data]
Kazakov, Kirpichev, et al., 1990
Kazakov, A.I.; Kirpichev, E.P.; Lagodzinskaya, G.V.; Andrienko, L.P.; Yunda, N.G.; Korolev, A.M.; Rubstov, Yu.I.; Manelis, G.B.; Eremenko, L.T.,
Study of nitration equilibrium in the glycerin-aqueous nitric acid system. 2. Changes in ΔH and ΔS in the nitration reaction,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 1565-1570. [all data]
Handrick, 1956
Handrick, G.R.,
Report of the study of pure explosive compounds. Part IV. Calculation of heat of combustion of organic compounds from structural features and calculation of power of high explosives, Rpt. C-58247 for the Office of the Chief of Ordnance, contract DA-19-020-ORD-47 by the Arthur D. Little, Inc., Cambridge, MA, 1956, 467-573. [all data]
Taylor and Hall, 1947
Taylor, J.; Hall, C.R.L.,
Determination of the heat of combustion of nitroglycerin and the thermochemical constants of nitrocellulose,
J. Phys. Chem., 1947, 51, 593-611. [all data]
Rinkenbach, 1926
Rinkenbach, W.H.,
The properties of glycol dinitrate,
Ind. Eng. Chem., 1926, 18, 1195-1197. [all data]
Kazakov, Lagodzinskaya, et al., 1989
Kazakov, A.I.; Lagodzinskaya, E.P.; Kirpichev, E.P.; Andrienko, L.P.; Yunda, N.G.; Korolev, A.M.; Robtsov, Yu.I.; Manelis, G.V.; Eremenko, L.T.,
Thermodynamics of nitration of glycerol,
Dokl. Phys. Chem. (Engl. Transl.), 1989, 305, 287-291. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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