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1,2,3,4-tetraphenylnaphthalene

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1, 2, 3, 4-tetraphenylnaphthalene
1, 2, 3, 4-tetraphenylnaphthalene

Chemical names and formulas

formula | C_10H_4(C_6H_5)_4 Hill formula | C_34H_24 name | 1, 2, 3, 4-tetraphenylnaphthalene IUPAC name | 1, 2, 3, 4-tetra(phenyl)naphthalene alternate names | 1, 2, 3, 4-tetra(phenyl)naphthalene mass fractions | C (carbon) 94.4% | H (hydrogen) 5.59%
formula | C_10H_4(C_6H_5)_4 Hill formula | C_34H_24 name | 1, 2, 3, 4-tetraphenylnaphthalene IUPAC name | 1, 2, 3, 4-tetra(phenyl)naphthalene alternate names | 1, 2, 3, 4-tetra(phenyl)naphthalene mass fractions | C (carbon) 94.4% | H (hydrogen) 5.59%

Lewis structure

Draw the Lewis structure of 1, 2, 3, 4-tetraphenylnaphthalene. 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: 34 n_C, val + 24 n_H, val = 160 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8) and hydrogen (n_H, full = 2): 34 n_C, full + 24 n_H, full = 320 Subtracting these two numbers shows that 320 - 160 = 160 bonding electrons are needed. Each bond has two electrons, so in addition to the 63 bonds already present in the diagram add 17 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 17 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, 2, 3, 4-tetraphenylnaphthalene. 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: 34 n_C, val + 24 n_H, val = 160 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8) and hydrogen (n_H, full = 2): 34 n_C, full + 24 n_H, full = 320 Subtracting these two numbers shows that 320 - 160 = 160 bonding electrons are needed. Each bond has two electrons, so in addition to the 63 bonds already present in the diagram add 17 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 17 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 | 432.57 g/mol phase | solid (at STP) melting point | 200 °C
molar mass | 432.57 g/mol phase | solid (at STP) melting point | 200 °C

Units

Molecular properties

dipole moment | 0.2224 D (debyes) total molecular energy | -1302 E_h (Hartree energies) nuclear repulsion energy | 3255 E_h (Hartree energies) HOMO energy | -0.2804 E_h (Hartree energies) LUMO energy | 0.09809 E_h (Hartree energies) HOMO-LUMO gap | 0.3785 E_h (Hartree energies) (computed using Hartree-Fock with a 6-31G(d) basis set)
dipole moment | 0.2224 D (debyes) total molecular energy | -1302 E_h (Hartree energies) nuclear repulsion energy | 3255 E_h (Hartree energies) HOMO energy | -0.2804 E_h (Hartree energies) LUMO energy | 0.09809 E_h (Hartree energies) HOMO-LUMO gap | 0.3785 E_h (Hartree energies) (computed using Hartree-Fock with a 6-31G(d) basis set)

Chemical identifiers

CAS number | 751-38-2 PubChem CID number | 69783 PubChem SID number | 24848972 SMILES identifier | C1=CC=C(C=C1)C2=C(C(=C(C3=CC=CC=C32)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6 InChI identifier | InChI=1/C34H24/c1-5-15-25(16-6-1)31-29-23-13-14-24-30(29)32(26-17-7-2-8-18-26)34(28-21-11-4-12-22-28)33(31)27-19-9-3-10-20-27/h1-24H MDL number | MFCD00046418
CAS number | 751-38-2 PubChem CID number | 69783 PubChem SID number | 24848972 SMILES identifier | C1=CC=C(C=C1)C2=C(C(=C(C3=CC=CC=C32)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6 InChI identifier | InChI=1/C34H24/c1-5-15-25(16-6-1)31-29-23-13-14-24-30(29)32(26-17-7-2-8-18-26)34(28-21-11-4-12-22-28)33(31)27-19-9-3-10-20-27/h1-24H MDL number | MFCD00046418