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tetraphenylethylene

Input interpretation

tetraphenylethylene
tetraphenylethylene

Chemical names and formulas

formula | (C_6H_5)_2C=C(C_6H_5)_2 Hill formula | C_26H_20 name | tetraphenylethylene IUPAC name | 1, 2, 2-tri(phenyl)vinylbenzene alternate names | 1, 1, 2, 2-tetraphenylethene | 1, 1, 2, 2-tetraphenylethylene | 1, 2, 2-tri(phenyl)ethenylbenzene | 1, 2, 2-tri(phenyl)vinylbenzene | benzene, 1, 1', 1'', 1'''-(1, 2-ethenediylidene)tetrakis- | ethylene, tetraphenyl- mass fractions | C (carbon) 93.9% | H (hydrogen) 6.06%
formula | (C_6H_5)_2C=C(C_6H_5)_2 Hill formula | C_26H_20 name | tetraphenylethylene IUPAC name | 1, 2, 2-tri(phenyl)vinylbenzene alternate names | 1, 1, 2, 2-tetraphenylethene | 1, 1, 2, 2-tetraphenylethylene | 1, 2, 2-tri(phenyl)ethenylbenzene | 1, 2, 2-tri(phenyl)vinylbenzene | benzene, 1, 1', 1'', 1'''-(1, 2-ethenediylidene)tetrakis- | ethylene, tetraphenyl- mass fractions | C (carbon) 93.9% | H (hydrogen) 6.06%

Lewis structure

Draw the Lewis structure of tetraphenylethylene. 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: 26 n_C, val + 20 n_H, val = 124 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8) and hydrogen (n_H, full = 2): 26 n_C, full + 20 n_H, full = 248 Subtracting these two numbers shows that 248 - 124 = 124 bonding electrons are needed. Each bond has two electrons, so in addition to the 49 bonds already present in the diagram add 13 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 13 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 tetraphenylethylene. 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: 26 n_C, val + 20 n_H, val = 124 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8) and hydrogen (n_H, full = 2): 26 n_C, full + 20 n_H, full = 248 Subtracting these two numbers shows that 248 - 124 = 124 bonding electrons are needed. Each bond has two electrons, so in addition to the 49 bonds already present in the diagram add 13 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 13 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 | 332.45 g/mol phase | solid (at STP) melting point | 223 °C boiling point | 420 °C density | 1.148 g/cm^3 solubility in water | insoluble
molar mass | 332.45 g/mol phase | solid (at STP) melting point | 223 °C boiling point | 420 °C density | 1.148 g/cm^3 solubility in water | insoluble

Units

Solid properties (at STP)

density | 1.148 g/cm^3 vapor pressure | 7×10^-7 mmHg (at 25 °C)
density | 1.148 g/cm^3 vapor pressure | 7×10^-7 mmHg (at 25 °C)

Units

Thermodynamic properties

molar heat of vaporization | 64.8 kJ/mol specific heat of vaporization | 0.195 kJ/g (at STP)
molar heat of vaporization | 64.8 kJ/mol specific heat of vaporization | 0.195 kJ/g (at STP)

Chemical identifiers

CAS number | 632-51-9 Beilstein number | 1913548 PubChem CID number | 69437 PubChem SID number | 24900047 SMILES identifier | C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4 InChI identifier | InChI=1/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H MDL number | MFCD00004764
CAS number | 632-51-9 Beilstein number | 1913548 PubChem CID number | 69437 PubChem SID number | 24900047 SMILES identifier | C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4 InChI identifier | InChI=1/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H MDL number | MFCD00004764

NFPA label

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

Safety properties

flash point | 206 °C
flash point | 206 °C