Butane, 1,2-dibromo-
- Formula: C4H8Br2
- Molecular weight: 215.914
- IUPAC Standard InChI: InChI=1S/C4H8Br2/c1-2-4(6)3-5/h4H,2-3H2,1H3
- IUPAC Standard InChIKey: CZWSZZHGSNZRMW-UHFFFAOYSA-N
- CAS Registry Number: 533-98-2
- 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: α-Butylene dibromide; 1,2-Dibromobutane; α-Butylene bromide
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Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -92.93 | kJ/mol | Eqk | Rozhnov and Nesterova, 1973 | |
| ΔfH°gas | -102.2 ± 2.4 | kJ/mol | Ccr | Bjellerup, 1961 |
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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -140.8 | kJ/mol | Eqk | Rozhnov and Nesterova, 1973 | |
| ΔfH°liquid | -146.9 ± 2.1 | kJ/mol | Ccr | Bjellerup, 1961 | Reanalyzed by Cox and Pilcher, 1970, Original value = -147.4 ± 2.2 kJ/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -2570.1 ± 2.2 | kJ/mol | Ccr | Bjellerup, 1961 |
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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 439.15 | K | N/A | Coffin and Maass, 1928 | Uncertainty assigned by TRC = 1.5 K; TRC |
| Tboil | 439.5 | K | N/A | Timmermans, 1927 | Uncertainty assigned by TRC = 0.5 K; source of data not clear; TRC |
| Tboil | 433.15 | K | N/A | Cahours, 1850 | Uncertainty assigned by TRC = 6. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 207.7 | K | N/A | Timmermans, 1921 | Uncertainty assigned by TRC = 0.3 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 45.6 ± 0.7 | kJ/mol | EB | Pisarev, Rozhnov, et al., 1975 | AC |
| ΔvapH° | 45.9 | kJ/mol | N/A | Pisarev, Rozhnov, et al., 1975, 2 | Based on data from 330. to 425. K. See also Pisarev, Rozhnov, et al., 1975.; AC |
| ΔvapH° | 47.86 | kJ/mol | V | Rozhnov and Nesterova, 1973 | ALS |
Reduced pressure boiling point
| Tboil (K) | Pressure (bar) | Reference | Comment |
|---|---|---|---|
| 332.7 | 0.027 | Aldrich Chemical Company Inc., 1990 | BS |
| 333. | 0.027 | Farchan Laboratories, 1990 | BS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 43.5 | 353. | A | Stephenson and Malanowski, 1987 | Based on data from 338. to 425. K.; AC |
| 42.8 | 296. | A | Stephenson and Malanowski, 1987 | Based on data from 281. to 439. K. See also Stull, 1947.; AC |
| 45.191 | 300. | V | Lister, 1941 | ALS |
| 45.1 | 300. | N/A | Lister, 1941 | Based on data from 273. to 333. 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 |
|---|---|---|---|---|---|
| 280.7 to 439.5 | 4.38186 | 1759.076 | -38.141 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
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: C4H8 + Br2 = C4H8Br2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -120.9 | kJ/mol | Cm | Lister, 1941 | gas phase; Heat of bromination at 300 K |
| ΔrH° | -123.2 ± 0.84 | kJ/mol | Cm | Conn, Kistiakowsky, et al., 1938 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -123.8 ± 0.84 kJ/mol; At 355 °K |
=
By formula: C4H8Br2 = C4H8Br2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -6.0 ± 0.3 | kJ/mol | Eqk | Rozhnov, Nesterova, et al., 1972 | liquid phase |
=
By formula: C4H8Br2 = C4H8Br2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -8.3 ± 0.3 | kJ/mol | Eqk | Nesterova, Rozhnov, et al., 1973 | liquid phase |
=
By formula: C4H8Br2 = C4H8Br2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -1.8 ± 0.4 | kJ/mol | Eqk | Rozhnov, Nesterova, et al., 1972 | liquid phase |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
- LIQUID; Not specified, most likely a prism, grating, or hybrid spectrometer.; DIGITIZED BY NIST FROM HARD COPY; 4 cm-1 resolution
- SOLUTION (10% IN CCl4 FOR 3800-1330, AND 10% IN CS2 FOR 1330-430 CM-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Rozhnov and Nesterova, 1973
Rozhnov, A.M.; Nesterova, T.N.,
Heats of formation of dibromo-n-butanes,
Russ. J. Phys. Chem. (Engl. Transl.), 1973, 47, 1390, In original 2455. [all data]
Bjellerup, 1961
Bjellerup, L.,
On the accuracy of heat of combustion data obtained with a precision moving-bomb calorimetric method for organic bromine compounds,
Acta Chem. Scand., 1961, 15, 121-140. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Coffin and Maass, 1928
Coffin, C.C.; Maass, O.,
The Preparation and Physical Properties of α-,β- and γ-Butylene and Normal and Isobutane,
J. Am. Chem. Soc., 1928, 50, 1427-37. [all data]
Timmermans, 1927
Timmermans, J.,
The Melting Point of Organic Substances,
Bull. Soc. Chim. Belg., 1927, 36, 502. [all data]
Cahours, 1850
Cahours, A.,
Researches on Pelargonic Acid,
J. Chem. Soc., 1850, 3, 240. [all data]
Timmermans, 1921
Timmermans, J.,
The Freezing Points of Organic Substances IV. New Exp. Determinations,
Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]
Pisarev, Rozhnov, et al., 1975
Pisarev, V.V.; Rozhnov, A.M.; Varushchenko, R.M.; Sarkisov, A.G.,
Russ. J. Phys. Chem., 1975, 49, 1450. [all data]
Pisarev, Rozhnov, et al., 1975, 2
Pisarev, V.V.; Rozhnov, A.M.; Varushchenko, R.M.; Sarkisov, A.G.,
Russ. J. Phys. Chem., 1975, 49, 1605. [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]
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [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]
Lister, 1941
Lister, M.W.,
Heats of organic reactions. X. Heats of bromination of cyclic olefins,
J. Am. Chem. Soc., 1941, 63, 143-149. [all data]
Conn, Kistiakowsky, et al., 1938
Conn, J.B.; Kistiakowsky, G.B.; Smith, E.A.,
Heats of organic reactions. VII. Addition of halogens to olefins,
J. Am. Chem. Soc., 1938, 60, 2764-2771. [all data]
Rozhnov, Nesterova, et al., 1972
Rozhnov, A.M.; Nesterova, T.N.; Kovaleva, T.V.,
Isomerization of dibromobutanes. I. Isomerization of 1,2-, 1,3-, and 1,4-dibromobutanes.,
Zh. Org. Khim., 1972, 8, 1560-1564. [all data]
Nesterova, Rozhnov, et al., 1973
Nesterova, T.N.; Rozhnov, A.M.; Kovaleva, T.V.,
Isomerisation equilibrium of 1,2-, 1,3-, and 2,3-dibromobutanes,
Russ. J. Phys. Chem. (Engl. Transl.), 1973, 47, 755-756. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, References
- Symbols used in this document:
Tboil Boiling point 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 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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