Glycerin
- Formula: C3H8O3
- Molecular weight: 92.0938
- IUPAC Standard InChI: InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2
- IUPAC Standard InChIKey: PEDCQBHIVMGVHV-UHFFFAOYSA-N
- CAS Registry Number: 56-81-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 1,2,3-Propanetriol; Glycerol; Glycerine; Glyceritol; Glycyl alcohol; Glyrol; Glysanin; Osmoglyn; Propanetriol; Trihydroxypropane; Synthetic glycerin; 90 Technical glycerin; Dagralax; Glycerin, anhydrous; Glycerin, synthetic; Ophthalgan; Synthetic glycerine; Vitrosupos; 1,2,3-Trihydroxypropane; 90 Technical glycerine; Clyzerin, wasserfrei; Grocolene; MOON; Star; Optim; Bulbold; Cristal; Emery 912; Incorporation factor; Pricerine 9091; Propane-1,2,3-triol; Emery 916; IFP; NSC 9230; Auralgan (Salt/Mix); Collyrium Fresh-Eye Drops (Salt/Mix)
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Reaction thermochemistry data
Go To: Top, 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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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: C3H8O3 + HNO3 = C3H7NO5 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -4.5 ± 0.5 | kcal/mol | Eqk | Kazakov, Kirpichev, et al., 1990 | liquid phase; Heat of Nitration; ALS |
| ΔrH° | -2.39 | kcal/mol | Cm | Tsvetkov, Sopin, et al., 1986 | liquid phase; ALS |
By formula: C3H9O3+ + C3H8O3 = (C3H9O3+ • C3H8O3)
Bond type: Hydrogen bonds of the type OH-O between organics
Free energy of reaction
| ΔrG° (kcal/mol) | T (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 13.7 | 500. | PHPMS | Sunner, Kulatunga, et al., 1986 | gas phase; M |
+
=
+
By formula: C3H8O3 + HNO3 = C3H7NO5 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -2.5 ± 0.6 | kcal/mol | Eqk | Kazakov, Kirpichev, et al., 1990 | liquid phase; Heat of nitration; ALS |
+ 3
=
+ 3
By formula: C3H8O3 + 3HNO3 = C3H5N3O9 + 3H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -8.7 ± 0.4 | kcal/mol | Cm | Kazakov, Lagodzinskaya, et al., 1989 | liquid phase; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Tsvetkov, Sopin, et al., 1986
Tsvetkov, V.G.; Sopin, V.P.; Tsvetkova, L.Ya.; Marchenko, G.N.,
Enthalpy of reaction of nitric acid with some organic compounds,
J. Gen. Chem. USSR, 1986, 56, 471-474. [all data]
Sunner, Kulatunga, et al., 1986
Sunner, J.A.; Kulatunga, R.; Kebarle, P.,
Fast Atom Bombardment Mass Spectrometry and Gas Phase Basicities,
Anal. Chem., 1986, 58, 7, 1312, https://doi.org/10.1021/ac00298a010
. [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, Reaction thermochemistry data, References
- Symbols used in this document:
T Temperature ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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