Question

Choices: degrees of saturation: 0,1, 2, or, 3

Cardi B prepares compound D according the scheme below. Cardi B enjoys the odor of compound D, which recalls the refreshing sting of ammonia or other disinfectant. SOCI 2 equiv NH LIAIH Compound A CeH1202 Compound C CgH13NO Compound D Compound B H2O Though Cardi is unwilling to provide you with the identity of D, she has provided the molecular formula and IR data of compound A and the molecula formula and H NMR spectrum of compound C IR of Compound A: L00 D- 2008 aVEMUrBER H NMR of Compound C: 1H 1 Taking into account all data you have at your disposal, what statement best explains why the series of peaks around 3000 cm in Compound A's IR spectrum 1 appear broad? C-H stretches are typically broad The molecule possesses many different C-H bonds, so together they will appear broad This series of peaks is comprised of narrow C-H stretches and a broad C O stretch This series of peaks is comprised of narrow C-H stretches and a broad O-H stretch Question 3 1 pts How many degrees of unsaturation does Compound A possess? [Select ] Taking the IR data into account, can Compound A possess a ring? [Select] How many degrees of unsaturation does Compound A possess? [Select ] Taking the IR data into account, can Compound A possess a ring? VSelect ] Yes No, it has 0 degrees of unsaturation No, all degrees of unsaturation are accounted for by one or more C=X double bonds

Answer 1

Question 2

This series of peaks is comprised of narrow C-H stretches and a broad O-H strech

the O-H band is broad due to hydrogen bonding interaction

Question 3

formula for degree of unsaturation is

C-H/2 +1

where C = no. of carbon

H = no. of hydrogens

6-12/2+1 = 1

degree of unsaturation = 1

therefore compound will have one double bond or ring, but according to IR, the strong band at 1700 cm^-1 denote it -C=O group, as a result ring system is not available in the structure

therefore answer for final question is

No, all degree of unsaturation are accounted for by one or more C=X double bonds