Ethane, 1,2-dibromo-

Formula: C₂H₄Br₂
Molecular weight: 187.861
IUPAC Standard InChI: InChI=1S/C2H4Br2/c3-1-2-4/h1-2H2
IUPAC Standard InChIKey: PAAZPARNPHGIKF-UHFFFAOYSA-N
CAS Registry Number: 106-93-4
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5)
Isotopologues:
Other names: α,β-Dibromoethane; sym-Dibromoethane; Aadibroom; Bromofume; Dowfume W-8; Dowfume W85; Ethylene bromide; Ethylene dibromide; EDB; Glycol Dibromide; Iscobrome D; Nefis; Sanhyuum; Soilfume; 1,2-Dibromoethane; CH2BrCH2Br; Dibromoethane; Aethylenbromid; Bromuro di etile; Celmide; DBE; 1,2-Dibromaethan; 1,2-Dibromoetano; Dibromure D'ethylene; 1,2-Dibroomethaan; Dowfume 40; Dowfume edb; Dowfume W-90; Dowfume W-100; Dwubromoetan; EDB-85; E-D-Bee; ENT 15,349; 1,2-Ethylene dibromide; Fumo-gas; Kopfume; NCI-C00522; Nephis; Pestmaster edb-85; Rcra waste number U067; Soilbrom; Soilbrom-40; Soilbrom-85; Soilbrom-90; Soilbrom-100; Soilbrome-85; Soilbrom-90ec; UN 1605; Unifume; Edabrom; α,ω-Dibromoethane; 1,2-dibromoethane (EDB)
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
Data at other public NIST sites:
- Gas Phase Kinetics Database
Options:
- Switch to SI units

Data at NIST subscription sites:

NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Reaction thermochemistry data

Go To: Top, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, References, Notes

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

= Ethane, 1,2-dibromo-

By formula: C₂H₄Br₂ = C₂H₄Br₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-3.12 ± 0.13	kcal/mol	Eqk	Izmailov, Rozhnov, et al., 1974	gas phase
Δ_rH°	2.90 ± 0.30	kcal/mol	Eqk	Levanova, Rozhnov, et al., 1970	gas phase; Heat of isomerization at 484 K

+ = Ethane, 1,2-dibromo-

By formula: C₂H₄ + Br₂ = C₂H₄Br₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-28.90 ± 0.30	kcal/mol	Cm	Conn, Kistiakowsky, et al., 1938	gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -29.06 ± 0.30 kcal/mol; At 355 °K

Ethane, 1,2-dibromo- = +

By formula: C₂H₄Br₂ = HBr + C₂H₃Br

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	19.1 ± 0.4	kcal/mol	Eqk	Levanova, Rozhnov, et al., 1970	gas phase

Gas phase ion energetics data

Go To: Top, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, References, Notes

Data evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
LL - Sharon G. Lias and Joel F. Liebman

Quantity	Value	Units	Method	Reference	Comment
IE (evaluated)	10.35 ± 0.04	eV	N/A	N/A	L

Ionization energy determinations

IE (eV)	Method	Reference	Comment
10.37	PI	Berman, Anicich, et al., 1979	LLK
10.42	PE	Berman, Anicich, et al., 1979	LLK
10.2	PE	Gan, Peel, et al., 1978	LLK
10.38	PE	Gan, Peel, et al., 1978	LLK
10.37	PI	Staley, Wieting, et al., 1977	LLK
10.58 ± 0.10	PE	Gan, Peel, et al., 1978	Vertical value; LLK
10.44 ± 0.10	PE	Gan, Peel, et al., 1978	Vertical value; LLK
10.57 ± 0.02	PE	Chau and McDowell, 1975	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
CH₂Br⁺	12.34	CH₂Br	EI	Holmes, Lossing, et al., 1988	LL
C₂H₄Br⁺	10.53	?	PI	Berman, Anicich, et al., 1979	LLK
C₂H₄Br⁺	10.53	Br	PI	Staley, Wieting, et al., 1977	LLK

IR Spectrum

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, References, Notes

Data compiled by: Coblentz Society, Inc.

GAS (10 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH II) FROM HARD COPY; 2 cm^-1 resolution

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Mass spectrum (electron ionization)

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Vibrational and/or electronic energy levels, References, Notes

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.

Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

Due to licensing restrictions, this spectrum cannot be downloaded.

Owner	NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved.
Origin	NIST Mass Spectrometry Data Center, 1990.
NIST MS number	118846

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.

Vibrational and/or electronic energy levels

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References, Notes

Data compiled by: Takehiko Shimanouchi

Trans form Symmetry: C_2h Symmetry Number σ = 2

Sym.	No	Approximate	Selected Freq.		Infrared		Raman		Comments

Species		type of mode	Value	Rating	Value	Phase	Value	Phase

ag	1	CH2 s-str	2972	D	ia		2972 p	liq.
ag	2	CH2 scis	1440	C	ia		1440 dp	liq.
ag	3	CH2 wag	1255	C	ia		1255 p	liq.	SF(ν₁₂)
ag	4	CC str	1053	C	ia		1053 dp	liq.
ag	5	CBr str	660	C	ia		660 p	liq.
ag	6	CCBr deform	190	C	ia		190 p	liq.
au	7	CH2 a-str	3037	D	3037 S	liq.	ia
au	8	CH2 twist	1087	C	1087 M	liq.	ia
au	9	CH2 rock	753	C	753 S	liq.	ia
au	10	Torsion	118	D	118	gas	132
bg	11	CH2 a-str	3013	D	ia		3013 dp
bg	12	CH2 twist	1255	C	ia		1255 p		SF(ν₃)
bg	13	CH2 rock	933	C	ia		933 p
bu	14	CH2 s-str	2974	D	2974 S	liq.	ia
bu	15	CH2 scis	1441	D	1441 M	liq.	ia
bu	16	CH2 wag	1186	C	1186 VS	liq.	1186	liq.
bu	17	CBr str	589	C	589 S	liq.	ia
bu	18	CCBr deform	193	D	193	liq.	ia

Source: Shimanouchi, 1972

Gauche form Symmetry: C₂ Symmetry Number σ = 2

Sym.	No	Approximate	Selected Freq.		Infrared		Raman		Comments

Species		type of mode	Value	Rating	Value	Phase	Value	Phase

a	1	CH2 a-str	3005	D			3005	liq.	SF(ν₁₁)
a	2	CH2 s-str	2953	D	2953 VS	liq.	2953 p	liq.	SF(ν₁₂)
a	3	CH2 scis	1420	C	1420 M	liq.	1419 dp	liq.	SF(ν₁₃)
a	4	CH2 wag	1278	C	1278 M	liq.	1276	liq.
a	5	CH2 twist	1104	C	1104 M	liq.	1104 dp	liq.	SF(ν₁₅)
a	6	CC str	1019	C	1019 M	liq.	1019	liq.
a	7	CH2 rock	898	C	898 M	liq.	899 p	liq.
a	8	CBr str	550	C	550 M	liq.	551	liq.
a	9	CCBr deform	231	C			231 p	liq.
a	10	Torsion	91	D			91 dp	liq.
b	11	CH2 a-str	3005	D			3005	liq.	SF(ν₁)
b	12	CH2 s-str	2953	D	2953 VS	liq.	2953 p	liq.	SF(ν₂)
b	13	CH2 scis	1420	C	1420 M	liq.	1419 dp	liq.	SF(ν₃)
b	14	CH2 wag	1245	C	1245 S	liq.	1243	liq.
b	15	CH2 twist	1104	C	1104 W	liq.	1104 dp	liq.	SF(ν₅)
b	16	CH2 rock	836	C	836 S	liq.	836 dp	liq.
b	17	CBr str	589	C	589 S	liq.	583 dp	liq.
b	18	CCBr deform	355	C	355	liq.	355 dp	liq.

Source: Shimanouchi, 1972

Notes

Very strong

Strong

Medium

Weak

Inactive

Polarized

Depolarized

Calculation shows that the frequency approximately equals that of the vibration indicated in the parentheses.

3~6 cm^-1 uncertainty

6~15 cm^-1 uncertainty

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, Notes

Izmailov, Rozhnov, et al., 1974
Izmailov, V.D.; Rozhnov, A.M.; Sharonov, K.G., Equilibrium in the isomerisation of 1,1-dibromoethane and 1,1-dibromopropane, Russ. J. Phys. Chem. (Engl. Transl.), 1974, 48, 289-290. [all data]

Levanova, Rozhnov, et al., 1970
Levanova, S.V.; Rozhnov, A.M.; Sedov, S.M.; Starkov, V.Ya.; Manzohos, V.N., Equilibrium reactions of dibromoethane, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1970, 13, 62-65. [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]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Berman, Anicich, et al., 1979
Berman, D.W.; Anicich, V.; Beauchamp, J.L., Stabilities of isomeric halonium ions C₂H₄X⁺ (X = Cl, Br) by photoionization mass spectrometry iand on cyclotron resonance spectroscopy. General considerations of the relative stabilities of cyclic and acyclic isomeric onium ions, J. Am. Chem. Soc., 1979, 101, 1239. [all data]

Gan, Peel, et al., 1978
Gan, T.H.; Peel, J.B.; Willett, G.D., Photoelectron spectra of the gauche and trans conformers of 1,2-dibromoethane, J. Mol. Struct., 1978, 44, 211. [all data]

Staley, Wieting, et al., 1977
Staley, R.H.; Wieting, R.D.; Beauchamp, J.L., Carbenium ion stabilities in the gas phase and solution. An ion cyclotron resonance study of bromide transfer reactions involving alkali ions, alkyl carbenium ions, acyl cations and cyclic halonium ions, J. Am. Chem. Soc., 1977, 99, 5964. [all data]

Chau and McDowell, 1975
Chau, F.T.; McDowell, C.A., Photoelectron spectra of 1,2 dichloro-, 1,2 dibromo- and 1,2 diiodo-ethane, J. Electron Spectrosc. Relat. Phenom., 1975, 6, 365. [all data]

Holmes, Lossing, et al., 1988
Holmes, J.L.; Lossing, F.P.; McFarlane, R.A., Stabilization energy and positional effects in halogen-substituted alkyl ions., Int. J. Mass Spectrom. Ion Phys., 1988, 86, 209. [all data]

Shimanouchi, 1972
Shimanouchi, T., Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Vibrational and/or electronic energy levels, References

Symbols used in this document:

AE Appearance energy

IE (evaluated) Recommended ionization energy

Δ_rH° Enthalpy of reaction at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.

NIST Chemistry WebBook, SRD 69

Ethane, 1,2-dibromo-

Data at NIST subscription sites: