Compound C has a molecular formula of C, H, O,. What is the Unsaturation Number (UN) or Double-Bond Equivalent (DBE)? UN/DBE: 1 Based on the UN/DBE you calculated, could there be a double bond in compound C? yes no Based on the UN/DBE you calculated, could there be a ring in compound C? yes no Examine the IR spectrum provided for compound C. The peaks below 1500 cannot be used to make any structural assignments because they are in the fingerprint region. There are a few important peaks in this IR spectrum. What is each peak most likely due to? Hint: the large peak that stretches from 2500–3500 is actually two peaks: there is a sharp peak around 3000 that is mostly hidden. What is peak 1 around 3500- 2500 cm-1 most likely What is peak 2 around 2950 cm most likely due to? due to? O-H or N-H O-H or N-H C-H (sp') C-H (sp') OC-H (sp?) C-H (sp²) OC-H (sp) C-H (sp) ОС-О or C-N С-О or C-N O C=0 C=0 What is peak 3 around 1700 cm-1 most likely due to? O 0-H or N-H OC-H (sp') OC-H (sp²) С-H(sp) C-O or C-N C=0 Based on the molecular formula, the UN/DBE and the IR spectrum, check all the functional groups that could be present in compound C. O benzene ring alkyne V carboxylic acid O alkene V ketone O ether V alcohol O nitrile ester O amine Оерохide V aldehyde Examine the 13C spectrum of compound C. Compare the number of signals in the spectrum and the number of carbons from the molecular formula for compound C. Which of the given statements is true? All the carbons are nonequivalent. Two of the carbons are equivalent. Three of the carbons are equivalent. All four of the carbons are equivalent. Evaluate the spectrum for compound C based on what you already know from the UN/DBE and IR spectrum. Which oxygen-containing functional group is the 13C spectrum consistent with? functional group: Carboxylic Acid Given is a table summarizing the spectral data. ITE ppm Intergration Splitting A 11.00 1 H singlet B 2.75 1H multiplet C 1.10 6H doublet Signal A (at 11.00 ppm) is characteristic for which functional group? (Spelling counts!) functional group: Carboxylic Acid Signals B and C are characteristic of which type of alkyl fragment? O tert-butyl group O n-propyl group O methyl group O ethyl group isopropyl group L O O O O O O