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Some problems using C and H 2 D NMR. A compound has a molecular weight of 114 mass units and is know only to contain C, H, and O. What are the possible.

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Presentation on theme: "Some problems using C and H 2 D NMR. A compound has a molecular weight of 114 mass units and is know only to contain C, H, and O. What are the possible."— Presentation transcript:

1 Some problems using C and H 2 D NMR

2 A compound has a molecular weight of 114 mass units and is know only to contain C, H, and O. What are the possible formulas?

3 114/13 = 8.769;13*0.769 = 10;C 8 H 18 ; C 7 H 14 O; C 6 H 10 O 2... 1.carbon count 2.carbonyl group

4 C 7 H 14 O proton count CH 3 (CH 2 ) 3 COCH 2 CH 3 CH 3 CH 2 CH 2 CH 2 COCH 2 CH 3

5 A compound has a molecular weight of 102 mass units and is know only to contain C, H, and O. What are the possible formulas? 102/13 =7.846;13*0.846 = 11;C 7 H 18 ; C 6 H 14 O; C 5 H 10 O 2...

6

7 C 6 H 14 O (CH 3 ) 2 CH 2 CH 2 CHOHCH 3 (CH 3 ) 2 CHCH 2 CHOHCH 3

8 C=O 1721 cm -1 The compound has a molecular weight of 178. What is its structure?

9 178/13 = 13.692.692*13 = 9 C 13 H 22 C 12 H 18 O C 11 H 14 O 2 Carbon count = proton count = 14 11

10 PhCO 2 (CH 2 ) 3 CH 3 5 2 2 2 3

11 The following spectra refer to a compound with a molecular weight of 86 containing C,H and O.

12 86/13 = 6.615; 0.615*13 =8 C 6 H 14 ; C 5 H 10 O; C 4 H 6 O 2...

13 7 H 2 C=CH-CH(CH 3 )-CH 2 OH

14 Assign the correct structure A or B to the H NMR spectrum given below B 1 3

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