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3-methylphenylboronic acid

Input interpretation

m-tolylboronic acid
m-tolylboronic acid

Chemical names and formulas

formula | CH_3C_6H_4B(OH)_2 Hill formula | C_7H_9BO_2 name | m-tolylboronic acid IUPAC name | (3-methylphenyl)boronic acid alternate names | (3-methylphenyl)boronic acid | 3-methylphenylboronic acid mass fractions | B (boron) 7.95% | C (carbon) 61.8% | H (hydrogen) 6.67% | O (oxygen) 23.5%
formula | CH_3C_6H_4B(OH)_2 Hill formula | C_7H_9BO_2 name | m-tolylboronic acid IUPAC name | (3-methylphenyl)boronic acid alternate names | (3-methylphenyl)boronic acid | 3-methylphenylboronic acid mass fractions | B (boron) 7.95% | C (carbon) 61.8% | H (hydrogen) 6.67% | O (oxygen) 23.5%

Lewis structure

Draw the Lewis structure of m-tolylboronic acid. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds:  Count the total valence electrons of the boron (n_B, val = 3), carbon (n_C, val = 4), hydrogen (n_H, val = 1), and oxygen (n_O, val = 6) atoms: n_B, val + 7 n_C, val + 9 n_H, val + 2 n_O, val = 52 Calculate the number of electrons needed to completely fill the valence shells for boron (n_B, full = 6), carbon (n_C, full = 8), hydrogen (n_H, full = 2), and oxygen (n_O, full = 8): n_B, full + 7 n_C, full + 9 n_H, full + 2 n_O, full = 96 Subtracting these two numbers shows that 96 - 52 = 44 bonding electrons are needed. Each bond has two electrons, so in addition to the 19 bonds already present in the diagram add 3 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 3 bonds by pairing electrons between adjacent highlighted atoms. Note that the six atom ring is aromatic, so that the single and double bonds may be rearranged: Answer: |   |
Draw the Lewis structure of m-tolylboronic acid. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the boron (n_B, val = 3), carbon (n_C, val = 4), hydrogen (n_H, val = 1), and oxygen (n_O, val = 6) atoms: n_B, val + 7 n_C, val + 9 n_H, val + 2 n_O, val = 52 Calculate the number of electrons needed to completely fill the valence shells for boron (n_B, full = 6), carbon (n_C, full = 8), hydrogen (n_H, full = 2), and oxygen (n_O, full = 8): n_B, full + 7 n_C, full + 9 n_H, full + 2 n_O, full = 96 Subtracting these two numbers shows that 96 - 52 = 44 bonding electrons are needed. Each bond has two electrons, so in addition to the 19 bonds already present in the diagram add 3 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 3 bonds by pairing electrons between adjacent highlighted atoms. Note that the six atom ring is aromatic, so that the single and double bonds may be rearranged: Answer: | |

Basic properties

molar mass | 135.96 g/mol phase | solid (at STP) melting point | 161 °C
molar mass | 135.96 g/mol phase | solid (at STP) melting point | 161 °C

Units

Chemical identifiers

CAS number | 17933-03-8 PubChem CID number | 2733950 PubChem SID number | 24864528 SMILES identifier | B(C1=CC(=CC=C1)C)(O)O InChI identifier | InChI=1/C7H9BO2/c1-6-3-2-4-7(5-6)8(9)10/h2-5, 9-10H, 1H3 MDL number | MFCD00040198
CAS number | 17933-03-8 PubChem CID number | 2733950 PubChem SID number | 24864528 SMILES identifier | B(C1=CC(=CC=C1)C)(O)O InChI identifier | InChI=1/C7H9BO2/c1-6-3-2-4-7(5-6)8(9)10/h2-5, 9-10H, 1H3 MDL number | MFCD00040198