Draw a three-dimensional representation for each molecule. Indicate which ones have a dipole moment and in what direction it is pointing. (a) \(\mathrm{CH}_{3} \mathrm{~F}\) (b) \(\mathrm{CH}_{2} \mathrm{Cl}_{2}\) (c) \(\mathrm{CH}_{2} \mathrm{ClBr}\) (d) \(\mathrm{CFCl}_{3}\) (e) \(\mathrm{CCl}_{4}\) (f) \(\mathrm{CH}_{2}=\mathrm{CCl}_{2}\) (g) \(\mathrm{CH}_{2}=\mathrm{CHCl}\) (h) \(\mathrm{HC} \equiv \mathrm{C}-\mathrm{C} \equiv \mathrm{CH}\) (i) \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{N}\) (j) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}=\mathrm{O}\) (k) \(\mathrm{BrCH}=\mathrm{CHBr}\) (two answers)

Short Answer

Expert verified
Question: Based on the analysis provided, identify which molecules have a net dipole moment and the direction of the dipole moment in each case. Answer: The molecules with a net dipole moment and their directions are: (a) CH3F: Dipole moment towards the fluorine atom (c) CH2ClBr: Dipole moment due to the difference in electronegativity between Cl and Br atoms (d) CFCl3: Dipole moment towards the fluorine atom (f) CH2=CCl2: Dipole moment towards the chlorine atoms (g) CH2=CHCl: Dipole moment towards the chlorine atom (i) CH3C≡N: Dipole moment towards the nitrogen atom (j) (CH3)2C=O: Dipole moment towards the oxygen atom (k) BrCH=CHBr (cis-isomer): Dipole moment in the direction angled between the Br atoms.

Step by step solution

01

(a) CH3F

To draw the three-dimensional representation of \(\mathrm{CH}_{3} \mathrm{~F}\), consider that carbon is the central atom with a tetrahedral geometry. The position of hydrogen atoms and the fluorine atom is around the carbon, forming bond angles of 109.5 degrees. As fluorine is more electronegative than carbon and hydrogen, we have a net dipole moment pointing towards the fluorine atom.
02

(b) CH2Cl2

To draw the three-dimensional representation of \(\mathrm{CH}_{2} \mathrm{Cl}_{2}\), recognize that it has a tetrahedral geometry with carbon being the central atom. Due to symmetry, the net dipole moment cancels out.
03

(c) CH2ClBr

To draw the three-dimensional representation of \(\mathrm{CH}_{2} \mathrm{ClBr}\), consider that it is also a tetrahedral molecule. However, the difference in electronegativity between Cl and Br atoms leads to a net dipole moment.
04

(d) CFCl3

To draw the three-dimensional representation of \(\mathrm{CFCl}_{3}\), consider a tetrahedral geometry with carbon being the central atom. Given the higher electronegativity of fluorine compared to chlorine, the net dipole moment points toward the fluorine atom.
05

(e) CCl4

To draw the three-dimensional representation of \(\mathrm{CCl}_{4}\), consider that carbon is the central atom with a tetrahedral geometry. Due to symmetry, the net dipole moment in this molecule cancels out.
06

(f) CH2=CCl2

To draw the three-dimensional representation of \(\mathrm{CH}_{2}=\mathrm{CCl}_{2}\), consider that it has a Trigonal planar geometry for C=C-Cl. Given the uneven distribution of electronegativity, the dipole moment will be pointing towards the chlorine atoms.
07

(g) CH2=CHCl

To draw the three-dimensional representation of \(\mathrm{CH}_{2}=\mathrm{CHCl}\), consider that it has a trigonal planar geometry around the double bonded carbons. The net dipole moment will point towards the chlorine atom.
08

(h) HC ≡ C-C ≡ CH

To draw the three-dimensional representation of \(\mathrm{HC} \equiv \mathrm{C}-\mathrm{C} \equiv \mathrm{CH}\), consider that it has a linear geometry. Due to symmetry, the net dipole moment will cancel out.
09

(i) CH3C≡N

To draw the three-dimensional representation of \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{N}\), consider that carbon and nitrogen are triple bonded. The net dipole moment will point towards the nitrogen atom due to its higher electronegativity.
10

(j) (CH3)2C=O

To draw the three-dimensional representation of \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}=\mathrm{O}\), consider that the two methyl groups and the oxygen atom are bonded to the central carbon atom with a planar geometry. The net dipole moment will point towards the oxygen atom.
11

(k) BrCH=CHBr (two answers)

To draw the three-dimensional representation of \(\mathrm{BrCH}=\mathrm{CHBr}\), consider that it is a trans-isomer and a cis-isomer due to the presence of Br atoms on both ends of the molecule. The net dipole moment will cancel out in the trans-isomer, but in the cis-isomer, the net dipole moment points in the direction angled between the Br atoms.

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