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1,2-dibromoethylene

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1, 2-dibromoethylene
1, 2-dibromoethylene

Chemical names and formulas

formula | BrCH=CHBr Hill formula | C_2H_2Br_2 name | 1, 2-dibromoethylene IUPAC name | (E)-1, 2-dibromoethylene alternate names | 1, 2-dibromoethene | acetylene dibromide | (E)-1, 2-dibromoethene | (E)-1, 2-dibromoethylene | ethylene, 1, 2-dibromo | ethylene, 1, 2-dibromo- | sym-dibromoethylene mass fractions | Br (bromine) 86% | C (carbon) 12.9% | H (hydrogen) 1.08%
formula | BrCH=CHBr Hill formula | C_2H_2Br_2 name | 1, 2-dibromoethylene IUPAC name | (E)-1, 2-dibromoethylene alternate names | 1, 2-dibromoethene | acetylene dibromide | (E)-1, 2-dibromoethene | (E)-1, 2-dibromoethylene | ethylene, 1, 2-dibromo | ethylene, 1, 2-dibromo- | sym-dibromoethylene mass fractions | Br (bromine) 86% | C (carbon) 12.9% | H (hydrogen) 1.08%

Lewis structure

Draw the Lewis structure of 1, 2-dibromoethylene. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds:  Count the total valence electrons of the bromine (n_Br, val = 7), carbon (n_C, val = 4), and hydrogen (n_H, val = 1) atoms: 2 n_Br, val + 2 n_C, val + 2 n_H, val = 24 Calculate the number of electrons needed to completely fill the valence shells for bromine (n_Br, full = 8), carbon (n_C, full = 8), and hydrogen (n_H, full = 2): 2 n_Br, full + 2 n_C, full + 2 n_H, full = 36 Subtracting these two numbers shows that 36 - 24 = 12 bonding electrons are needed. Each bond has two electrons, so in addition to the 5 bonds already present in the diagram add 1 bond. To minimize formal charge carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom:  Fill in the 1 bond by pairing electrons between adjacent highlighted atoms: Answer: |   |
Draw the Lewis structure of 1, 2-dibromoethylene. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the bromine (n_Br, val = 7), carbon (n_C, val = 4), and hydrogen (n_H, val = 1) atoms: 2 n_Br, val + 2 n_C, val + 2 n_H, val = 24 Calculate the number of electrons needed to completely fill the valence shells for bromine (n_Br, full = 8), carbon (n_C, full = 8), and hydrogen (n_H, full = 2): 2 n_Br, full + 2 n_C, full + 2 n_H, full = 36 Subtracting these two numbers shows that 36 - 24 = 12 bonding electrons are needed. Each bond has two electrons, so in addition to the 5 bonds already present in the diagram add 1 bond. To minimize formal charge carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 1 bond by pairing electrons between adjacent highlighted atoms: Answer: | |

3D structure

3D structure
3D structure

Basic properties

molar mass | 185.85 g/mol phase | liquid (at STP) melting point | -53 °C boiling point | 110 °C (measured at 100508 Pa) density | 2.246 g/cm^3 solubility in water | insoluble
molar mass | 185.85 g/mol phase | liquid (at STP) melting point | -53 °C boiling point | 110 °C (measured at 100508 Pa) density | 2.246 g/cm^3 solubility in water | insoluble

Units

Liquid properties (at STP)

density | 2.246 g/cm^3 vapor pressure | 31 mmHg (at 25 °C) refractive index | 1.541
density | 2.246 g/cm^3 vapor pressure | 31 mmHg (at 25 °C) refractive index | 1.541

Units

Thermodynamic properties

specific heat capacity c_p | gas | 0.3783 J/(g K) molar heat capacity c_p | gas | 70.3 J/(mol K) molar heat of vaporization | 33.3 kJ/mol |  specific heat of vaporization | 0.179 kJ/g |  (at STP)
specific heat capacity c_p | gas | 0.3783 J/(g K) molar heat capacity c_p | gas | 70.3 J/(mol K) molar heat of vaporization | 33.3 kJ/mol | specific heat of vaporization | 0.179 kJ/g | (at STP)

Chemical identifiers

CAS number | 540-49-8 Beilstein number | 1719351 PubChem CID number | 637929 PubChem SID number | 24893814 SMILES identifier | C(=CBr)Br InChI identifier | InChI=1/C2H2Br2/c3-1-2-4/h1-2H/b2-1+ RTECS number | KV7700000 MDL number | MFCD00000184
CAS number | 540-49-8 Beilstein number | 1719351 PubChem CID number | 637929 PubChem SID number | 24893814 SMILES identifier | C(=CBr)Br InChI identifier | InChI=1/C2H2Br2/c3-1-2-4/h1-2H/b2-1+ RTECS number | KV7700000 MDL number | MFCD00000184

NFPA label

NFPA label
NFPA label
NFPA health rating | 2 NFPA fire rating | 0 NFPA reactivity rating | 0
NFPA health rating | 2 NFPA fire rating | 0 NFPA reactivity rating | 0

Safety properties

flash point | -4 °C
flash point | -4 °C
DOT hazard class | 6.1 DOT numbers | 2810
DOT hazard class | 6.1 DOT numbers | 2810

Toxicity properties

RTECS classes | mutagen
RTECS classes | mutagen