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I need help with answering these. Guided-Inquiry Spectral Analysis: Epoxidation

ID: 954248 • Letter: I

Question

I need help with answering these.





Guided-Inquiry Spectral Analysis: Epoxidation of Carvone (Complete this page for PreLab Question #4.) Possible Products from the r mo P o P po Epoxidation of Carvone How many different types of carbon are present? How many signals should be present? How many peaks should be present in the 0-50 ppm range? How many peaks should be present in the 50-100 ppm range? How many peaks should be present in the 100- 150 ppm range? How many peaks should be present in the above 150 ppm? How many CHs groups should be present in the DEPT? How many CH2 groups should be present in the DEPT? How many CH groups should be present in the DEPT? How many carbons have no hydrogen attached? In which two areas of the DCNMRDEPT spectra do you expect to see the biggest differences between carvone and the product? Explain the expected differences for each region. Epoxidation of Carvone Page 13 For the Lab Report: Now it's time to determine the identity ofthe product. With regard to the spectra you obtained for your product, answer the following questions: I. How many signals are present? 2. How many peaks are present in the 0-50 ppm range Describe each in terms of its appearance in the DEPT spectrum.

Explanation / Answer

1. There are 10 different types of non-equivalent C - atoms are present in each of the epoxidation product.

2: Since there are 10 different types of non-equivalent C - atoms, there would be 10 different type of signals in C-13 NMR spectrum.

3: primary, secondary and tertiary C - atoms have signals below 50 ppm. There are 5 primary, secondary and tertiary C - atoms. Hence 5 signals will lie below 50 ppm.

4: The signal due to epoxide in the 50 - 100 ppm range. Hence

structure:1 - 2 signals

structure:2 - 2 signals

structure:3 - 4 signals

5: The signal due to alkene(-C=C-) carbons like at around 150 ppm.

structure:1 - 2 signals(100 - 150 ppm)

structure:2 - 2 signals(100 - 150 ppm)

structure:3 - 0 signals(100 - 150 ppm)

6: The signal due to ketone lie above 150.

structure:1 - 1 signals(above 150 ppm)

structure:2 - 1 signals(above 150 ppm)

structure:3 - 1 signals(above 150 ppm)

7. We can eliminate the 3rd structure from the possible structrure of products

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