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1, 1-diphenylethylene

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1, 1-diphenylethylene
1, 1-diphenylethylene

Chemical names and formulas

formula | (C_6H_5)_2C=CH_2 Hill formula | C_14H_12 name | 1, 1-diphenylethylene IUPAC name | 1-phenylvinylbenzene alternate names | 1, 1-diphenylethene | 1-phenylethenylbenzene | 1-phenylvinylbenzene | benzene, 1, 1'-ethenylidenebis | benzene, 1, 1'-ethenylidenebis- | ethylene, 1, 1-diphenyl- | unsym-diphenylethylene mass fractions | C (carbon) 93.3% | H (hydrogen) 6.71%
formula | (C_6H_5)_2C=CH_2 Hill formula | C_14H_12 name | 1, 1-diphenylethylene IUPAC name | 1-phenylvinylbenzene alternate names | 1, 1-diphenylethene | 1-phenylethenylbenzene | 1-phenylvinylbenzene | benzene, 1, 1'-ethenylidenebis | benzene, 1, 1'-ethenylidenebis- | ethylene, 1, 1-diphenyl- | unsym-diphenylethylene mass fractions | C (carbon) 93.3% | H (hydrogen) 6.71%

Lewis structure

Draw the Lewis structure of 1, 1-diphenylethylene. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds:  Count the total valence electrons of the carbon (n_C, val = 4) and hydrogen (n_H, val = 1) atoms: 14 n_C, val + 12 n_H, val = 68 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8) and hydrogen (n_H, full = 2): 14 n_C, full + 12 n_H, full = 136 Subtracting these two numbers shows that 136 - 68 = 68 bonding electrons are needed. Each bond has two electrons, so in addition to the 27 bonds already present in the diagram add 7 bonds. 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 7 bonds by pairing electrons between adjacent highlighted atoms. Note that the six atom rings are aromatic, so that the single and double bonds may be rearranged: Answer: |   |
Draw the Lewis structure of 1, 1-diphenylethylene. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4) and hydrogen (n_H, val = 1) atoms: 14 n_C, val + 12 n_H, val = 68 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8) and hydrogen (n_H, full = 2): 14 n_C, full + 12 n_H, full = 136 Subtracting these two numbers shows that 136 - 68 = 68 bonding electrons are needed. Each bond has two electrons, so in addition to the 27 bonds already present in the diagram add 7 bonds. 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 7 bonds by pairing electrons between adjacent highlighted atoms. Note that the six atom rings are aromatic, so that the single and double bonds may be rearranged: Answer: | |

3D structure

3D structure
3D structure

Basic properties

molar mass | 180.25 g/mol phase | liquid (at STP) melting point | 6 °C boiling point | 270.5 °C density | 1.021 g/cm^3 solubility in water | insoluble
molar mass | 180.25 g/mol phase | liquid (at STP) melting point | 6 °C boiling point | 270.5 °C density | 1.021 g/cm^3 solubility in water | insoluble

Units

Liquid properties (at STP)

density | 1.021 g/cm^3 vapor pressure | 0.0078 mmHg (at 25 °C) dynamic viscosity | 0.0202 Pa s (at 0 °C) refractive index | 1.608
density | 1.021 g/cm^3 vapor pressure | 0.0078 mmHg (at 25 °C) dynamic viscosity | 0.0202 Pa s (at 0 °C) refractive index | 1.608

Units

Thermodynamic properties

molar heat of vaporization | 73.4 kJ/mol specific heat of vaporization | 0.407 kJ/g (at STP)
molar heat of vaporization | 73.4 kJ/mol specific heat of vaporization | 0.407 kJ/g (at STP)

Chemical identifiers

CAS number | 530-48-3 Beilstein number | 1099062 PubChem CID number | 10740 PubChem SID number | 24893616 SMILES identifier | C=C(C1=CC=CC=C1)C2=CC=CC=C2 InChI identifier | InChI=1/C14H12/c1-12(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11H, 1H2 MDL number | MFCD00008583
CAS number | 530-48-3 Beilstein number | 1099062 PubChem CID number | 10740 PubChem SID number | 24893616 SMILES identifier | C=C(C1=CC=CC=C1)C2=CC=CC=C2 InChI identifier | InChI=1/C14H12/c1-12(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11H, 1H2 MDL number | MFCD00008583

Safety properties

flash point | 110 °C
flash point | 110 °C