2-Propenoic acid, butyl ester
- Formula: C7H12O2
- Molecular weight: 128.1690
- IUPAC Standard InChI: InChI=1S/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H,2-3,5-6H2,1H3
- IUPAC Standard InChIKey: CQEYYJKEWSMYFG-UHFFFAOYSA-N
- CAS Registry Number: 141-32-2
- 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: Acrylic acid butyl ester; n-Butyl acrylate; Acrylic acid, n-butyl ester; Butyl acrylate; Butyl 2-propenoate; n-Butyl propenoate; Butylacrylate, inhibited; Butylester kyseliny akrylove; UN 2348
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -375.3 ± 0.8 | kJ/mol | Ccr | Steele, Chirico, et al., 1996 | ALS |
| ΔfH°gas | -381.1 | kJ/mol | N/A | Baroody and Carpenter, 1972 | Value computed using ΔfHliquid° value of -428.4 kj/mol from Baroody and Carpenter, 1972 and ΔvapH° value of 47.3 kj/mol from Steele, Chirico, et al., 1996.; DRB |
Condensed phase thermochemistry data
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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
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -422.6 ± 0.7 | kJ/mol | Ccr | Steele, Chirico, et al., 1996 | ALS |
| ΔfH°liquid | -428.4 | kJ/mol | Ccb | Baroody and Carpenter, 1972 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -4046.96 ± 0.58 | kJ/mol | Ccr | Steele, Chirico, et al., 1996 | Corresponding ΔfHºliquid = -422.59 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 251.0 | 298.15 | Karabaev, Saidov, et al., 1985 | T = 90 to 300 K. Cp(c) = 155.53 + 5.53T J/kg*K (100 to 175 K); Cp(liq) = 1290.27 + 2.24T J/kg*K (209.5 to 300 K). Cp data calculated from equation.; DH |
Phase change data
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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:
BS - Robert L. Brown and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 418.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 420.2 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 209.5 | K | N/A | Karabaev, Saidov, et al., 1985 | DH |
| Tfus | 209.5 | K | N/A | Karabaev, Abduzhaminov, et al., 1985 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tc | 644. | K | N/A | Steele, Chirico, et al., 1996 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Pc | 45.40 | bar | N/A | Steele, Chirico, et al., 1996 | Uncertainty assigned by TRC = 3.50 bar; from extraploation of obs. vapor pressures to Tc; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ρc | 2.339 | mol/l | N/A | Steele, Chirico, et al., 1996 | Uncertainty assigned by TRC = 0.12 mol/l; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 47.31 ± 0.33 | kJ/mol | V | Steele, Chirico, et al., 1996 | ALS |
| ΔvapH° | 47.3 | kJ/mol | N/A | Steele, Chirico, et al., 1996 | DRB |
| ΔvapH° | 47.3 ± 0.3 | kJ/mol | EB | Steele, Chirico, et al., 1996 | Based on data from 318. to 419. K.; AC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 45.7 ± 0.3 | 320. | EB | Steele, Chirico, et al., 1996 | Based on data from 318. to 419. K.; AC |
| 42.8 ± 0.3 | 360. | EB | Steele, Chirico, et al., 1996 | Based on data from 318. to 419. K.; AC |
| 40.0 ± 0.3 | 400. | EB | Steele, Chirico, et al., 1996 | Based on data from 318. to 419. K.; AC |
| 44.8 | 287. | A | Stephenson and Malanowski, 1987 | Based on data from 272. to 421. K. See also Stull, 1947.; 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 |
|---|---|---|---|---|---|
| 272.7 to 420.6 | 4.42683 | 1658.03 | -45.561 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 17.307 | 209.5 | Karabaev, Abduzhaminov, et al., 1985, 2 | DH |
| 17.31 | 209.5 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
| ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 82.61 | 209.5 | Karabaev, Abduzhaminov, et al., 1985, 2 | DH |
Reaction thermochemistry data
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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: C4H10O + C3H4O2 = C7H12O2 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 16. | kJ/mol | Eqk | Selyakova, Vytnov, et al., 1976 | liquid phase; Heat of esterification 60-180 C |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, 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.
Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.,
Thermodynamic properties and ideal-gas enthalpies of formation for butyl vinyl ether, 1,2-dimethoxyethane, methyl glycolate, bicyclo[2.2.1]hept-2-ene, 5-vinylbicyclo[2.2.1]hept-2-ene, trans-azobenzene, butyl acrylate, di-tert-butyl ether, and hexane-1,6-diol,
J. Chem. Eng. Data, 1996, 41, 1285-1302. [all data]
Baroody and Carpenter, 1972
Baroody, E.E.; Carpenter, G.A.,
Heats of formation of propellant compounds (U), Rpt. Naval Ordnance Systems Command Task No. 331-003/067-1/UR2402-001 for Naval Ordance Station, Indian Head, MD, 1972, 1-9. [all data]
Karabaev, Saidov, et al., 1985
Karabaev, M.; Saidov, A.A.; Abduzhaminov, T.P.; Kenisarin, M.M.,
Heat capacity and molecular kinetic processes of condensed phase acrylates and methacrylates, Izv. Akad. Nauk UzSSR,
Ser. Fiz.-Math., 1985, (6), 51-54. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Karabaev, Abduzhaminov, et al., 1985
Karabaev, M.K.; Abduzhaminov, T.P.; Kenisarin, M.M.; Saidov, A.A.,
Thermodynamics of the crystal-liquid phase transition in acrylates and methacrylates.,
Izv. Akad. Nauk Uzb. SSR Ser., Fiz-Mat. Nauk, 1985, 1985, No. 5, 74-7. [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]
Karabaev, Abduzhaminov, et al., 1985, 2
Karabaev, M.K.; Abduzhaminov, T.P.; Kenisarin, M.M.; Saidov, A.A.,
Thermodynamics of the crystal-liquid phase transition in acrylates and methacrylates, Izv. Akad. Nauk Uzb. SSR,
Ser. Fiz.-Mat. Nauk, 1985, (5), 74-77. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Selyakova, Vytnov, et al., 1976
Selyakova, V.A.; Vytnov, G.F.; Sineokov, A.P.,
Study of the esterification of acrylic acid by butyl alcohol,
Russ. J. Phys. Chem. (Engl. Transl.), 1976, 50, 1692-1694. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point 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 ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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