1. Among the two cis/trans isomers of 1-chlorobut-1-ene , how would you tell them apart from InfraRed spectroscopy? Explain in detailed wavenumbers (cm 1) and their corresponding patterns. ( 1 pt) 2. Select a compound (in left column) that best fits each of the sets of IR bands in the right column (in cm1 ). Note that 2. the wave numbers list gives only the most important/significant bands. In the parathesis, s=strong,m=medium, b = broad, w = weak. (2.7pts) 3. For each of the following pair of compounds, how would you distinguish between them by IR spectroscopy: (5 pts, 1 pt each) Please give the specific wavenumbers (in cm1, the more the merrier) as well as corresponding functional groups to make your point. a. CH3CH2CH=O(0) and CH3CH2C(=O)CH3(0) b. CH3CH=CHCH3 and CH3CH2CCH c. d. cis-4-nonene and trans-4-nonene e. and CHM 2845-001\&002 (SP2023) 4. Match the name from each list to the proper IR spectrum. Identify the diagnostic bands in each spectrum by placing the name and/or structure in the corresponding box. ( 5pts,2.5pts each) I (Continued on next page) CHM 2845-001\&002 (SP2023) 5 CHM 2845-001\&002 (SP2023) CHM 2845-001\&002 (SP2023) 5. A compound with formula of C7H7ClO, gives IR and 1H NMR spectra as shown below. Deduce the structure of this compound and show the detail of your work (by labeling the spectra). ( 1.3pts ) 300MHz1H NMR 1. What is the number of elements of unsaturation (aka unsaturation number)? 2. Which functional group can you identify based on the IR spectrum? 3. Which molecular fragments can you identify based on the NMR spectrum (Remember the three pieces of information provided by NMR: chemical shifts aka chemical environment, integrals, and splittings)? Show them below: 4. What is your final decision of the structure of this molecule? 1. Among the two cis/trans isomers of 1-chlorobut-1-ene , how would you tell them apart from InfraRed spectroscopy? Explain in detailed wavenumbers (cm 1) and their corresponding patterns. ( 1 pt) 2. Select a compound (in left column) that best fits each of the sets of IR bands in the right column (in cm1 ). Note that 2. the wave numbers list gives only the most important/significant bands. In the parathesis, s=strong,m=medium, b = broad, w = weak. (2.7pts) 3. For each of the following pair of compounds, how would you distinguish between them by IR spectroscopy: (5 pts, 1 pt each) Please give the specific wavenumbers (in cm1, the more the merrier) as well as corresponding functional groups to make your point. a. CH3CH2CH=O(0) and CH3CH2C(=O)CH3(0) b. CH3CH=CHCH3 and CH3CH2CCH c. d. cis-4-nonene and trans-4-nonene e. and CHM 2845-001\&002 (SP2023) 4. Match the name from each list to the proper IR spectrum. Identify the diagnostic bands in each spectrum by placing the name and/or structure in the corresponding box. ( 5pts,2.5pts each) I (Continued on next page) CHM 2845-001\&002 (SP2023) 5 CHM 2845-001\&002 (SP2023) CHM 2845-001\&002 (SP2023) 5. A compound with formula of C7H7ClO, gives IR and 1H NMR spectra as shown below. Deduce the structure of this compound and show the detail of your work (by labeling the spectra). ( 1.3pts ) 300MHz1H NMR 1. What is the number of elements of unsaturation (aka unsaturation number)? 2. Which functional group can you identify based on the IR spectrum? 3. Which molecular fragments can you identify based on the NMR spectrum (Remember the three pieces of information provided by NMR: chemical shifts aka chemical environment, integrals, and splittings)? Show them below: 4. What is your final decision of the structure of this molecule