Question

2. Consider the protons labeled H., H., H., of the compound shown below. Each of these protons are chemically different and a
3. Propose a structure for the following compounds piven the spectra and molecula formula. Briefly describe how each spectrum
B) CsH1002 T- 15 Transmittance 4000 Wavenumbers (cm) 5 of Base Peak 591 1027 100 3H, S 2H,t 3H, t 2H, m 1.0 ppm
C) CsHįNO 6H, 1H, 1H, S 2H, s 1H, m PPM 60 40 20 0 80 120 100 160 140 180 PPM
D) C12H1602 160 140 120 100 8 PP 6H, d 3H,t 2H, d 2H, d 2H, 9 1H, sept. PPM
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Answer #1

Multiple questions , as per guideline only first will be answered :

2.

These protons have complex coupling pattern :

HA : it couples HB which is in trans position to it, coupling constant is 15.1 Hz, which gives doublet of equal intensity 1:1 .( it may couple with HC with J ~1-2Hz but is data is not given it will not be shown).

Me C Mc -Mc 15-1Hz JBC 4 H2 MA 15-1M2 ИА d сив)

HB : it couples with HA and HC to give a doublet of quartets (dq) : a pattern of two quartets that results from coupling to one proton with a larger J value (J = 15.1 Hz) and three protons with a smaller J value (J= 6.4 Hz).

This is an interesting example of a dq, since characteristic 1:3:3:1 relative intensity patterns of the quartets are obscured by overlap and together result in a 1:3:3:2:3:3:1 pattern.

Terma 3aoclap IS-IM2 (I!S:3:2:331 (Mm) MC

HC : it couples HB with coupling constant is 6.4 Hz, which gives doublet of equal intensity 1:1 .( it may couple with HA with J ~1-2Hz but is data is not given it will not be shown)

6-И Иг Ис ca) ИВ

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