1. Compound A (CHN) is soluble in dilute HCl. The IR absorption spectrum shows two bands in the 3300-3500 cm region. The broadband proton-decoupled 13C spectrum of A is given below. Propose a structure for A. A, C10H15N CH CH CH C C CDCl3 CH3 CH2 TMS 220 200 180 160 140 120 100 80 60 40 20 0 8c (ppm) The broadband proton-decoupled 13C NMR spectra of compounds A, B, and C. Information from the DEPT 13C NMR spectra is given above each peak.

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1. Compound A (CHN) is soluble in dilute HCl. The IR
absorption spectrum shows two bands in the 3300-3500 cm
region. The broadband proton-decoupled 13C spectrum of A is
given below. Propose a structure for A.
A, C10H15N
CH
CH
CH
C
C
CDCl3
CH3
CH2
TMS
220
200
180
160
140
120
100
80
60
40
20
0
8c (ppm)
The broadband proton-decoupled 13C NMR spectra of compounds A, B, and C.
Information from the DEPT 13C NMR spectra is given above each peak.
Transcribed Image Text:1. Compound A (CHN) is soluble in dilute HCl. The IR absorption spectrum shows two bands in the 3300-3500 cm region. The broadband proton-decoupled 13C spectrum of A is given below. Propose a structure for A. A, C10H15N CH CH CH C C CDCl3 CH3 CH2 TMS 220 200 180 160 140 120 100 80 60 40 20 0 8c (ppm) The broadband proton-decoupled 13C NMR spectra of compounds A, B, and C. Information from the DEPT 13C NMR spectra is given above each peak.
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