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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Phase change data
Go To: Top, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔvapH° | 92.0 ± 2.1 | kJ/mol | C | Miroshnichenko, Korchatova, et al., 1988 | see Miroshnichenko, Korchatova, et al., 1985; ALS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 104.5 | 308. | A | Stephenson and Malanowski, 1987 | Based on data from 293. to 373. K.; AC |
| 58.6 | 415. | N/A | Stull, 1947 | Based on data from 400. to 524. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 400. to 524. | 4.07588 | 2508.448 | -39.235 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 21.87 | 285.5 | Acree, 1991 | AC |
Reaction thermochemistry data
Go To: Top, Phase change 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, Phase change 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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [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]
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, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔfusH Enthalpy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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