Question

Last time I posted this, the table for part A wasn't filled out so please answer that along with part B!

Q2. In a completely unrelated experiment, Walter has prepared an unknown compound which he is trying to identify. Elemental analysis reveals the chemical structure of this compound to be C10H12O2. IR characterization shows particularly intense bands at 1666 cm' and 1260 cm". The NMR spectrum of the pure compound is provided below, along with zoom-ins on the regions of interest (Figure 3). a) A blank table is provided on Brightspace in Word format that you may copy and use in your report. Fill this table with the required information for each observed signal in decreasing order of chemical shift. b) Identify the molecule that Walter has prepared. Explain your reasoning by assigning each signal in a) to the corresponding nuclei(s).

Answer 1

cloH122 CPBE = 10 -12 + 1 = 11-6-5 =4+1) 4 -0-- 34. 22.21, 51.25 ct, 34) 88.0 cd, au) (d, zu 87.05 82.2C 5, 314) chemical shift Integrato multiplicity comment doublet aromatic d8.o 2H 81005 24 doublet aromatic quartet oxygen 54.2 2H attached 3 H 82.2 single spr carbon attached tripld sp3 carbon 3H slas o 3" $1.25 attachd 1666 cm c=c stretch please also check structure