09/3/24 Flashcards

NMR diastereotopic, enantiotopic

1
Q

if the relative area of the NMR peaks does not amount to the proton count, what might that mean about the compound?

A

it might mean that there is symmetry in the molcule, there may be homotopic hydrogens, or enantiotopic hydrogens that give us the same peak

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2
Q

what does the decoupled section of a CNMR tell us

A

it tells us that there is one peak per carbon, the peaks are singlets and the protons are erased

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3
Q

what does phase down mean on a DEPT CNMR spectra?

A

it means a CH2 group

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4
Q

what phase does up mean on a DEPT CNMR spectra

A

it means a CH3 or CH group

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5
Q

what are the 4 pieces of information that we can take from an NMR

A
  1. the number of signals tells us how many unique hydrogens we have
  2. chemical shift, this tells us the electron density around a proton
  3. multiplicity, this tells us how many neighbors we have
  4. area, this tells us the relative amount of protons in a peak
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6
Q

what are the types of hydrogens that can affect the signals given on an NMR?

A

homotopic hydrogens
enantiotopic hydrogens
hetereotopic hydrogens
diastereotopic hydrogens

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7
Q

how do you know if hydrogens are homotopic?

A

when preforming the substitution test, if the hydrogens do not form enantiomers or diastereomers but rather give the same molecule, they are homotopic hydrogens

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8
Q

how do you know if hydrogens are heterotopic

A

when preforming the substitution test, if the hydrogens form different molecules that are not enantiomers or diastereotmers, they are heterotopic

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9
Q

what is an enantiotopic hydrogen?

A

when preforming the substitution test, if the replaced substituents form enantiomers, they give rise to the same signal and the NMR sees no difference between the two

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10
Q

what is a diastereotopic hydrogen?

A

when preforming the substitution test, if the replaced substituents form diastereomers, they give rise to the different signals and the NMR sees a difference between the two

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11
Q

what is a tree diagram?

A

it shows how a singlet signal is spilt into multiple signals through interactions with the neighboring proton’s magnetic field

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12
Q

what do the larger peaks mean in a spilt signal?

A

it describes the joining of two spilt signals

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13
Q

if you have two hydrogens on a double bond, are they enantiotopic, heterotopic, homotopic, or diastereotopic

A

if you replace the hydrogens with a halogen, you will get a diastereomer (E/Z or Cis/Trans)

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14
Q
A
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