Question

1400 1300 1200 1100 1000 -900 -800 700 600 500 -400 300 200 100 -100 20 42 0 C 0.5 1.0 1 5 2,0 2.5 3.C 3.5 4.0 5,0 4 5 5.5 6.

Assign the peaks in your spectrum by: (1) drawing what you think the structure of the product is directly on your spectrum; (2) identifying the protons with code letters (e.g., “Ha”, “Hb”, “Hc”, etc.), but grouping protons that give rise to the same signal under the same label; (3) writing “Ha”, “Hb”, “Hc”, etc., near the appropriate peaks so that the assignment is clear; (4) identifying impurity peaks.

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Answer #1

Answer

  • The NMR spectrum showed the following signals

δ (ppm)

Splitting

Integration

Assignation

Ha

0.89

triplet

3H

-CH3 group adjacent to a -CH2- group (CH3-CH2-R)

He

1.28

24H

-CH2- group

Hd

1.61

2H

-CH2- group in β positon respect to a carbonyl (R-CH2-CH2-COOH)

Hc

2.30

triplet

2H

-CH2- group adjacent to a carbonyl group and a -CH2- group (R-CH2-CH2-COOH)

Hb

3.65

singlet

3H

-CH3 group adjacent to an oxygen atom (CH3-O-)

These signal indicates that the compound is an methyl ester and the proposed structure is:

1400 1300 1200 1100 -1000 900 нь C Не Не Не Не Не Не Не Не Не Не Не Н He HC 800 Hb Ha 700 Ha Hе He Не Не He He He He He He He

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