3. This problem is about a molecule with the formula cHroc. b. Here is the IR sp

Question

3. This problem is about a molecule with the formula cHroc. b. Here is the IR spectrum. Any clues as to which the spectrum. How many different the molecule have? functional groups are present? here c. Here is the Hnmr spectrum. The expanded version is shown below. How many different Hs does molecule? (Hint remember that-oH hydrogen atoms do not split their neighboring His and What is the structure of the the molecule have? are not split by their neighboring Make sure that your structure fits the 'H nmr spectrum. (w of different Hs, relative numbers of each type, splitting patterns.) 3.0 2.0 1.9

Explanation / Answer

3. Formula C3H7OCl

degree of unsaturation = none

a. 13C NMR showed three types of carbons

b. IR showed broad peak at 3350 cm-1 for O-H stretch

c. 1H NMR

1.9 ppm (quintet, 2H) for CH2 between two CH2's

3.6 ppm (triplet, 2H) for CH2 between CH2 and oxygen

3.7 ppm (triplet, 2H) for CH2 between CH2 and Cl

3.8 ppm (singlet, 1H) for OH proton

Structure : Cl-CH2-CH2-CH2-OH

4. For 1-hexyne

a: 0.9 ppm for CH3 protons

b : 1.4 ppm

c : 1.5 ppm

d : 1.9 ppm

e : 2.2 ppm

5. a. The N,N-dimethyl compound is more conjugated and thus absorbs at higher wavelength 395 nm

b. concentration = 0.54/36,600 x 1 = 1.5 x 10^-5 M

color observed = yellow

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