Ethane, 1,2-dibromo- (2024)

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 fileor as a computed3d SD file
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Isotopologues:
- 1,2-Dibromoethane-d3
- 1,2-Dibromoethane-d2(1,2)
- 1,2-dibromo-[1,1,2,2-2H4]ethane
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)
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Information on this page:
- Reaction thermochemistry data
- Henry's Law data
- Gas phase ion energetics data
- Mass spectrum (electron ionization)
- References
- Notes
Other data available:
- Condensed phase thermochemistry data
- Phase change data
- IR Spectrum
- Vibrational and/or electronic energy levels
- Gas Chromatography
Data at other public NIST sites:
- Gas Phase Kinetics Database
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Reaction thermochemistry data

Go To: Top, Henry's Law data, Gas phase ion energetics data, Mass spectrum (electron ionization), References, Notes

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using thereaction search for this species. This page allows searchingof all reactions involving this species. A general reaction searchform is also available. Future versions of this site may rely onreaction search pages in place of the enumerated reactiondisplays seen below.

Individual Reactions

By formula: C2H4Br2 = C₂H₄Br₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-13.05 ± 0.52	kJ/mol	Eqk	Izmailov, Rozhnov, et al., 1974	gas phase
Δ_rH°	12.1 ± 1.3	kJ/mol	Eqk	Levanova, Rozhnov, et al., 1970	gas phase; Heat of isomerization at 484 K

+ =

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-120.9 ± 1.3	kJ/mol	Cm	Conn, Kistiakowsky, et al., 1938	gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -121.6 ± 1.3 kJ/mol; At 355 °K

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	80. ± 2.	kJ/mol	Eqk	Levanova, Rozhnov, et al., 1970	gas phase

Henry's Law data

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Data compiled by: Rolf Sander

Henry's Law constant (water solution)

k_H(T) = k°_H exp(d(ln(k_H))/d(1/T) ((1/T) - 1/(298.15 K)))
k°_H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(k_H))/d(1/T) = Temperature dependence constant (K)

k°_H (mol/(kg*bar))	d(ln(k_H))/d(1/T) (K)	Method	Reference	Comment
1.4		Q	N/A	missing citation give several references for the Henry's law constants but don't assign them to specific species.
1.5	3900.	X	N/A
1.1	1900.	X	N/A
1.4		V	N/A

Gas phase ion energetics data

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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

Mass spectrum (electron ionization)

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

Spectrum

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Additional Data

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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) areavailable from the NIST/EPA/NIH Mass Spectral Library.Please see the following for information about the library and its accompanying search program.

References

Go To: Top, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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]

Notes

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Symbols used in this document:

AE	Appearance energy
IE (evaluated)	Recommended ionization energy
d(ln(k_H))/d(1/T)	Temperature dependence parameter for Henry's Law constant
k°_H	Henry's Law constant at 298.15K
Δ_rH°	Enthalpy of reaction at standard conditions

Data from NIST Standard Reference Database 69:NIST Chemistry WebBook
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FAQs

How do you convert ethane to 1/2 dibromoethane? ›

Ethene into 1,2-Dibromoethane: Ethene reacts with bromine at room temperature in presence of CCl4 to form saturated 1,2-Dibromoethane. CH2=CH2+Br2+CCl4→CH2(Br)−CH2(Br)Product: 1,2-Dibromoethane This reaction is an addition reaction of alkene to saturated dibromide in the presence of CCl4.

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What is the common name for 1 2 Dibromo ethane? ›

Other names for 1,2-dibromoethane are ethylene dibromide, EDB, and glycol bromide. Trade names include Bromofume and Dowfume.

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What is the formula for ethane 1 2 dione? ›

Ethene-1,2-dione | C2O2 | CID 314937 - PubChem.

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What is another name for 1,2-dibromoethane? ›

1,2-Dibromoethane

Names
Other names Ethylene dibromide Ethylene bromide Glycol bromide Di(bromomethyl)
Identifiers
CAS Number	106-93-4
3D model (JSmol)	Interactive image

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What is the formula of 1,2-dibromoethane? ›

1,2-Dibromoethane, also known as ethylene dibromide (EDB), is an organobromine compound with the chemical formula C2H4Br2. Although trace amounts occur naturally in the ocean, where it is probably formed by algae and kelp, substantial amounts are produced industrially.

How do you convert ethane to 1 2 dichloroethane? ›

The conversion of Ethene ( C 2 H 4 ) to dichloromethane is written as: CH 2 = CH 2 + Cl - Cl → ClCH 2 - CH 2 Cl ( Ethene ) ( Chlorine ) ( 1 , 2 - dichloroethane )

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What is the formula for ethene 1 2 dione? ›

Ethylene dione or ethylenedione, also called dicarbon dioxide, Carbon peroxide, ethenedione, or ethene-1,2-dione, is a chemical compound with the formula C ₂O ₂ or O=C=C=O.

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How is ethane-1 2-diol made? ›

First the epoxide reacts with carbon dioxide to form 1,3-dioxolan-2-one (ethene carbonate): An organophosphorus compound is used as the catalyst. Ethene carbonate is then reacted with water to form ethane-1,2-diol and regenerates carbon dioxide.

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What is ethane-1 2-diamine also called? ›

Ethane-1,2-diamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. Ethane-1,2-diamine (CAS #000107-15-3, 1,2-diaminoethane) is the lowest molecular weight ethylenediamine. Ethylenediamine is a single-component product with two primary nitrogens.

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What are the hazards of 1,2-dibromoethane? ›

Hazard Statements H311 + H331 Toxic in contact with skin or if inhaled. H315 Causes skin irritation. H319 Causes serious eye irritation. H335 May cause respiratory irritation.

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What are the sources of 1,2-dibromoethane? ›

Small amounts of 1,2-Dibromoethane can be found in soil near hazardous waste sites. It can also be found on agricultural fields or in areas once used for farming. While 1,2-Dibromoethane remains in groundwater and soil for a long time, it breaks down quickly in the air. Generally, environmental levels are very low.