1,1-Dibromoethane

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1,1-Dibromoethane
Stereo, skeletal formula of 1,1-dibromoethane with all explicit hydrogens added
Stereo, skeletal formula of 1,1-dibromoethane with all explicit hydrogens added
Spacefill model of 1,1-dibromoethane
Spacefill model of 1,1-dibromoethane
Bond and Stick model of 1,1-dibromoethane
Bond and Stick model of 1,1-dibromoethane
Line model of 1,1-dibromoethane
Line model of 1,1-dibromoethane
Names
Preferred IUPAC name
1,1-Dibromoethane[1]
Other names
Ethylidene bromide, ethylidene dibromide
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.008.351 Edit this at Wikidata
EC Number
  • 209-184-9
RTECS number
  • KH9000000
UNII
  • InChI=1S/C2H4Br2/c1-2(3)4/h2H,1H3 checkY
    Key: APQIUTYORBAGEZ-UHFFFAOYSA-N checkY
  • CC(Br)Br
Properties
C2H4Br2
Molar mass 187.862 g·mol−1
Appearance Colorless liquid
Melting point −63.0 °C; −81.3 °F; 210.2 K
Boiling point 108.1 °C; 226.5 °F; 381.2 K
3.4 g/L (25 °C)
Solubility soluble in ether, ethanol, acetone,and benzene
slight soluble chloroform
log P 1.9 (estimated)
1.51277 (at 20 °C)
Hazards
GHS labelling:
Danger
H301, H311, H315, H319, H331
P261, P264, P270, P271, P280, P311, P312, P321, P322, P330, P361, P362, P363, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point > 93 °C (199 °F; 366 K)
Safety data sheet (SDS) fishersci.com
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,1-Dibromoethane is a clear, slightly brown,

organobromine compound, and has the chemical formula C2H4Br2[4] and it is a position isomer of 1,2-dibromoethane. It is commonly seen in industrial chemistry, where it is used as a fuel additive.[5] It is also used as a grain and soil fumigant for insect control.[6]

Synthesis

1,1-Dibromoethane is synthesized through addition of hydrogen bromide onto vinyl bromide with absence of peroxide radical.[7]

Safety

1,1-Dibromoethane is considered as a mild toxic compound, especially with bromines attached as substituents. Bromines on the ethane are strong oxidizing agents. If absorbed through inhalation, 1,1-dibromoethane could potentially cause neuronal effects, tissue damage, and bromism.[8]

References

  1. ^ "Ethylidene dibromide - Compound Summary". PubChem Compound. US: National Center for Biotechnology Information. 27 March 2005. Identification. Retrieved 19 June 2012.
  2. ^ "1,1-Dirbomoethane". National Center for Biotechnology Information. Retrieved 31 May 2017.
  3. ^ "MSDS". Fisher Scientific, Inc. Retrieved 13 June 2012.
  4. ^ "Dibromoethane". ChemSpider. Retrieved 13 June 2012.
  5. ^ "1,1-dibromoethane". PubChem. Retrieved 9 June 2017.
  6. ISBN 9781118135150
    . Retrieved 9 June 2017.
  7. doi:10.1021/ja01333a048
    .
  8. ^ "1,1-Dibromoethane (T3D1793)". The Toxin and Toxin Target Database. Retrieved 9 June 2017.
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