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An Unknown Compound Gives the Following Spectral Data

question 20

Essay

An unknown compound gives the following spectral data. Propose a structure that is consistent with this information. In addition, show the fragmentations that give the 91 and 122 peaks in the MS.
MS (m/z): 91, 108 and 122 (M+)
1H NMR (δ): 7.05(2H, d), 6.78 (2H, d), 3.7 (3H, s), 2.26 (3H, s)

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Definitions:

Ornithosis

An infectious disease also known as psittacosis, contracted from birds, particularly parrots, pigeons, and poultry.

Psittacosis

An infectious disease primarily transmitted to humans from birds, particularly parrots, caused by the bacterium Chlamydia psittaci.

Parrot Fever

Also known as Psittacosis, an infectious disease transmitted to humans by birds, particularly from the parrot family.

Parotitis

Inflammation of the parotid gland, one of the major salivary glands, which can lead to swelling and pain near the ears.

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