The question asks about the multiplicities of proton NMR signals in the compound 1,1-dibromoethane using the n + 1 rule. To solve this, let's first understand the structure of 1,1-dibromoethane and how the NMR rule applies.
1,1-dibromoethane has the structure CH2Br2-CH3. There are two types of hydrogen environments in this molecule:
- Methylene protons (CH2): These are the two protons attached to the same carbon as the bromine atoms.
- Methyl protons (CH3): These are the three protons attached to the terminal carbon atom.
The n + 1 rule helps to determine the multiplicity (splitting pattern) of a signal in NMR spectroscopy. According to the rule:
- The multiplicity of an NMR signal is determined by the number of neighboring (adjacent) hydrogen atoms (n) plus one.
Applying the n + 1 rule to the 1,1-dibromoethane:
- Methyl protons (CH3): There are no adjacent protons connected to the CH2 group since it is directly attached to bromine. However, these three protons will sense the two adjacent CH2 protons, giving a triplet signal. According to n + 1: n = 2, so n + 1 = 3 (triplet).
- Methylene protons (CH2): These two protons are adjacent to three methyl protons (CH3). Thus, it will appear as a quartet signal. According to n + 1: n = 3, so n + 1 = 4 (quartet).
Therefore, the multiplicities of the signals in the proton NMR spectrum of 1,1-dibromoethane are quartet and doublet, respectively.
Hence, the correct answer is: Quartet and doublet.