IR spectrum of W 100 100 T Mass spectrum of W 50 50 1500 2500 2000 Wavenumber (cm-) 10 20 30 40 60 70 80 90 100 4000 3500 3000 1000 500 m/z Relative abundance 8- 8- % Transmittance
IR spectrum of W 100 100 T Mass spectrum of W 50 50 1500 2500 2000 Wavenumber (cm-) 10 20 30 40 60 70 80 90 100 4000 3500 3000 1000 500 m/z Relative abundance 8- 8- % Transmittance
Chapter24: Introduction To Spectrochemical Methods
Section: Chapter Questions
Problem 24.17QAP
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Question
Reaction of BrCH2CH2CH2CH2NH2 with NaH forms compound W, which gives the IR and mass spectra shown below. Propose a structure for W and draw a stepwise mechanism that accounts for its formation.
![IR spectrum of W
100
100 T
Mass spectrum of W
50
50
1500
2500 2000
Wavenumber (cm-)
10
20
30
40
60
70
80
90 100
4000
3500
3000
1000
500
m/z
Relative abundance
8-
8-
% Transmittance](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc7bdb339-7220-469e-8e89-4df000fa1beb%2F1456e930-5a37-4ff7-a115-44edf4357d17%2Fiu2xcc.png&w=3840&q=75)
Transcribed Image Text:IR spectrum of W
100
100 T
Mass spectrum of W
50
50
1500
2500 2000
Wavenumber (cm-)
10
20
30
40
60
70
80
90 100
4000
3500
3000
1000
500
m/z
Relative abundance
8-
8-
% Transmittance
Expert Solution
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Step 1
The given compound is BrCH2CH2CH2CH2NH2 . In the reaction, NaH is a strong base and abstracts a proton from the NH2 is a strong base and abstracts a proton from the NH2 group present in BrCH2CH2CH2CH2NH2 and forms an anion. The mechanism of given reaction is shown below,
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