Quiz 5 Flashcards

1
Q

What does NMR stand for?

A

Nuclear magnetic resonance

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2
Q

What does NMR spectroscopy depend on?

A

The ABSORPTION OF ENERGY when the nucleus of an atom is excited from its lowest-energy spin state to the next higher one

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3
Q

How does a proton alone differ from a proton in an organic molecule when exposed to an external field?

A

A proton alone feels the full strength of the external field

A proton in an organic molecule responds to both the external field and any local fields within the molecule

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4
Q

What is the definition of ‘shielded’?

A

A proton is said to be shielded when the net field felt by a proton in a molecule will always be less than the external field

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5
Q

What is the definition of ‘deshielded’?

A

this describes the decreased shielding of one proton relative to another

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6
Q

Compare upfield protons with downfield protons

A

A more shielded proton absorbs radiation at HIGHER field strength

A less shielded proton absorbs radiation at a LOWER field strength

In shielded protons: the magnetic field experienced by the nucleus will be less than that applied and the precessional frequency will also be less for these shielded protons. Therefore, the external magnetic field strength must be increased to increase the precessional frequency and cause resonance. Thus, the signal for a shielded proton will appear at higher magnetic field strength.

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7
Q

Downfield protons are _______ shielded

A

less

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8
Q

Upfield protons are ________ shielded

A

more

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9
Q

Order chemical shifts of Hydrogens attached to common functional groups

A
  1. carboxylic acid: o=c-oH
  2. aldehyde: o=c-H
  3. aryl: Ar-H
  4. phenol: Ar-oH
  5. vinylic: c=c-H
  6. alcohol: r-oH
  7. alkyl chloride: cl-c-H
  8. alkyl bromide: br-c-H
  9. terminal alkyne: c≡c-H
  10. amine: r2n-H
  11. benzylic: arC-H
  12. allylic: c=c-c-H
  13. o=c-c-H
  14. n≡c-c-H
  15. alkane: cH, cH2, cH3
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10
Q

What does the number of signals tell us in an 1H NMR spectra?

A

how many different kinds of protons there are/how many nonequivalent protons there are

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11
Q

What does the intensity of the signals tell us in an 1H NMR spectra?

A

the relative ratios of the different kinds of protons

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12
Q

What does the multiplicity/splitting of each signal tell us in an 1H NMR spectra?

A

how many protons are vicinal to the one giving the signal

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13
Q

what is the meaning of vicinal protons?

A

protons on adjacent carbon atoms

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14
Q

What is the meaning of geminal protons?

A

protons attached to the same carbon atom

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15
Q

How do you calculate the ratio of your product: contaminant?

A
  1. pick a signal from the product molecule and divide integration number by the number of H atoms
  2. do the same for the contaminant/impurity
    3.
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16
Q

What is the integration number?

A

This tells us the number of protons represented by a given signal
this is not the chemical shift

17
Q

What is the chemical shift of carboxylic acid protons in H NMR?

A

13-10 ppm

18
Q

What is the chemical shift of aldehyde protons in H NMR?

A

10-9 ppm

19
Q

What is the chemical shift of aryl protons in H NMR?

A

8.5-6.5 ppm

20
Q

What is the chemical shift of alcohol protons in H NMR?

A

5-0.5 ppm

21
Q

What is the chemical shift of phenol protons in H NMR?

A

8-6 ppm