A student generates three possible resonance structures for the compound NCCI, which are provided in the figure. :N=C-CI: + :N=c=ëi: Diagram 1 Diagram 2 Diagram 3 a. Identify the formal charges on Cl in Diagrams 1, 2, and 3. i. Diagram 1: ii. Diagram 2: iii. Diagram 3: b. Based on formal charge, which resonance structure contributes most significantly to the overall structure of the molecule? Justify your answer. c. Chlorine has two common isotopes, one with a mass of 35 amu (°Cl) and one with a mass of 37 amu (²'Cl). Two pure samples of NCCI are prepared, and each uses only one of the isotopes. Sample 1 is prepared using the ’ Cl isotope, and Sample 2 is prepared using the Cl isotope. Which sample will have the higher mass percent of nitrogen? Justify your answer.

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A student generates three possible resonance structures for the compound NCCI, which are
provided in the figure.
:N=C-Cl:
:N=c=:
N-C=CI:
Diagram 1
Diagram 2
Diagram 3
a. Identify the formal charges on Cl in Diagrams 1, 2, and 3.
i. Diagram 1:
ii. Diagram 2:
iii. Diagram 3:
b. Based on formal charge, which resonance structure contributes most significantly to the
overall structure of the molecule? Justify your answer.
c. Chlorine has two common isotopes, one with a mass of 35 amu (CI) and one with a
mass of 37 amu (°'Cl). Two pure samples of NCCI are prepared, and each uses only one
of the isotopes. Sample 1 is prepared using the "Cl isotope, and Sample 2 is prepared using
the Cl isotope. Which sample will have the higher mass percent of nitrogen? Justify your
answer.
d. NCBr has a structure and dipole moment similar to NCCI. The boiling point of NCBr is
higher than the boiling point of NCCI. Explain this observation based on the types and
relative strengths of the intermolecular forces.
nosia Gyasi
1a 1b 1c 1d I
2a-2i|
3a-3d
ovo
Transcribed Image Text:A student generates three possible resonance structures for the compound NCCI, which are provided in the figure. :N=C-Cl: :N=c=: N-C=CI: Diagram 1 Diagram 2 Diagram 3 a. Identify the formal charges on Cl in Diagrams 1, 2, and 3. i. Diagram 1: ii. Diagram 2: iii. Diagram 3: b. Based on formal charge, which resonance structure contributes most significantly to the overall structure of the molecule? Justify your answer. c. Chlorine has two common isotopes, one with a mass of 35 amu (CI) and one with a mass of 37 amu (°'Cl). Two pure samples of NCCI are prepared, and each uses only one of the isotopes. Sample 1 is prepared using the "Cl isotope, and Sample 2 is prepared using the Cl isotope. Which sample will have the higher mass percent of nitrogen? Justify your answer. d. NCBr has a structure and dipole moment similar to NCCI. The boiling point of NCBr is higher than the boiling point of NCCI. Explain this observation based on the types and relative strengths of the intermolecular forces. nosia Gyasi 1a 1b 1c 1d I 2a-2i| 3a-3d ovo
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