Question

Evaluate and investigate the following IR Spectrum and ¹H NMR Spectrum. Identify the most important peaks and correlate the results as much as you can from the obtained product in the multi-step synthesis of ethyl acetoacetate. This is Product C from this multi-step synthesis where Product B was identified as in the figure below and as such, identify what product can be obtained after the synthesis from the spectra provided. Use the template below in analysing the spectra.

Figure 1 (above): Product C IR Spectra

(EXAMPLE ONLY)

Frequency (cm-1)	Relative Intensity or Shape	Vibrational Assignment
2950	Medium	C-H Stretch
1715	Sharp and Strong	C double bond O Stretch

Figure 2 (above) Product C ¹H NMR (Full View and Zoomed)

(EXAMPLE ONLY)

Hydrogen Number	Integral	Signal Multiplicity	Exptl. $\delta$(parts per million)	Assignment	Expected Chemical Shift, $\delta$(parts per million)
H1	(Example: 1, 2 or 3)	Triplet	1.32	CH3C-O-	1.2

OH acetonee 0 9 0 8 0 5 5 3 796 328046 7 136921191 7251 071450107 2427573239903 97 5 520740940592501191 8866554 2500 2 8 Wavenumber cm-1 Bruker 600MHz 1H-NMR O) Product C in CDC13 寸 寸 寸寸寸寸 卜卜卜卜卜卜卜卜卜 0.0 1.0 4.0 3.0 2.0 6.0 5.0 7.0 ppm (t1) Bruker 600MHz 1H-NMR Product C in CDCI13 寸 Co 寸寸寸寸寸 I2 7.450 7,400 7.350 7.300 7.250 7.200 ppm (t1)

Answer 1

OH dilHef acctont whurtos thud gsuup is absent fo B) 3486H sutth 30 4 Risel 3425 C-H stretch doublet 1, 67 -CH I. 6 is nut gumtd singlet CH HINR Spectra: Incta hyngen single mutfilt ot 1-14 portun s can disinquis 0H6 Bl and FIVM 0H