Input interpretation
![1-(4-chlorophenyl)-1-cyclobutanecarbonitrile](../image_source/465023733a023ca0c32ff25c6debbcc8.png)
1-(4-chlorophenyl)-1-cyclobutanecarbonitrile
Chemical names and formulas
![formula | ClC_6H_4C_4H_6CN Hill formula | C_11H_10ClN name | 1-(4-chlorophenyl)-1-cyclobutanecarbonitrile alternate names | 1-(4-chlorophenyl)cyclobutane-1-carbonitrile mass fractions | C (carbon) 68.9% | Cl (chlorine) 18.5% | H (hydrogen) 5.26% | N (nitrogen) 7.31%](../image_source/fae54a4d07cd6a219c225af70be3f618.png)
formula | ClC_6H_4C_4H_6CN Hill formula | C_11H_10ClN name | 1-(4-chlorophenyl)-1-cyclobutanecarbonitrile alternate names | 1-(4-chlorophenyl)cyclobutane-1-carbonitrile mass fractions | C (carbon) 68.9% | Cl (chlorine) 18.5% | H (hydrogen) 5.26% | N (nitrogen) 7.31%
Lewis structure
![Draw the Lewis structure of 1-(4-chlorophenyl)-1-cyclobutanecarbonitrile. 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), chlorine (n_Cl, val = 7), hydrogen (n_H, val = 1), and nitrogen (n_N, val = 5) atoms: 11 n_C, val + n_Cl, val + 10 n_H, val + n_N, val = 66 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), chlorine (n_Cl, full = 8), hydrogen (n_H, full = 2), and nitrogen (n_N, full = 8): 11 n_C, full + n_Cl, full + 10 n_H, full + n_N, full = 124 Subtracting these two numbers shows that 124 - 66 = 58 bonding electrons are needed. Each bond has two electrons, so in addition to the 24 bonds already present in the diagram add 5 bonds. To minimize formal charge nitrogen wants 3 bonds and carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 5 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: | |](../image_source/1e4b89297681a1af0c7e2c963638fd9d.png)
Draw the Lewis structure of 1-(4-chlorophenyl)-1-cyclobutanecarbonitrile. 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), chlorine (n_Cl, val = 7), hydrogen (n_H, val = 1), and nitrogen (n_N, val = 5) atoms: 11 n_C, val + n_Cl, val + 10 n_H, val + n_N, val = 66 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), chlorine (n_Cl, full = 8), hydrogen (n_H, full = 2), and nitrogen (n_N, full = 8): 11 n_C, full + n_Cl, full + 10 n_H, full + n_N, full = 124 Subtracting these two numbers shows that 124 - 66 = 58 bonding electrons are needed. Each bond has two electrons, so in addition to the 24 bonds already present in the diagram add 5 bonds. To minimize formal charge nitrogen wants 3 bonds and carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 5 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: | |
3D structure
![3D structure](../image_source/ba5c6a0b805dd1d5c7bd3f4585e3b7f5.png)
3D structure
Basic properties
![molar mass | 191.66 g/mol phase | liquid (at STP) boiling point | 295 °C density | 1.137 g/cm^3](../image_source/bfb9e57025719cdece3d54de7d95795a.png)
molar mass | 191.66 g/mol phase | liquid (at STP) boiling point | 295 °C density | 1.137 g/cm^3
Units
Liquid properties (at STP)
![density | 1.137 g/cm^3 refractive index | 1.548](../image_source/c42881f0622ff5dd1b56b9bb4fe4b775.png)
density | 1.137 g/cm^3 refractive index | 1.548
Units
Chemical identifiers
![CAS number | 28049-61-8 PubChem CID number | 98621 PubChem SID number | 24849843 SMILES identifier | C1CC(C1)(C#N)C2=CC=C(C=C2)Cl InChI identifier | InChI=1/C11H10ClN/c12-10-4-2-9(3-5-10)11(8-13)6-1-7-11/h2-5H, 1, 6-7H2 MDL number | MFCD00065239](../image_source/beea19ef5cd73b2394610d002567c421.png)
CAS number | 28049-61-8 PubChem CID number | 98621 PubChem SID number | 24849843 SMILES identifier | C1CC(C1)(C#N)C2=CC=C(C=C2)Cl InChI identifier | InChI=1/C11H10ClN/c12-10-4-2-9(3-5-10)11(8-13)6-1-7-11/h2-5H, 1, 6-7H2 MDL number | MFCD00065239
Safety properties
![flash point | 110 °C](../image_source/944fd3f8872c71e08fde03d7297b84c3.png)
flash point | 110 °C