Structural analysis Flashcards

1
Q

IR stretch c=o

A

1780-1650

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2
Q

IR stretch c=n

A

2260-2220

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3
Q

benzene / phenyl

A

1600 and 1500-1430

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4
Q

1600 and 1500-1430

A

benzene / phenyl

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5
Q

2260-2220

A

IR stretch c=n

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6
Q

1780-1650

A

IR stretch c=o

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7
Q

o-h alcohol

A

3650-3200

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8
Q

o-h carboxylic acid

A

3300- 2500

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9
Q

3300- 2500

A

o-h carboxylic acid

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10
Q

3650-3200

A

o-h alcohol

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11
Q

if a mass spec has two lines for m+ it means …

A

it has a atom with an isotope (maybe br or cl is present)

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12
Q

mass spec : 29 means ….

A

ch2-ch3 chain (ethyl group)

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13
Q

mass spec : 127 means ….

A

iodine

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14
Q

mass spec: to signify iodine we may see…

A

127 and a large gap to the next group

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15
Q

if br or cl is present , the m+ line is likely to look like what?

A

two lines for m+ because they can have an isotope

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16
Q

mass spec : 77 means ….

A

phenyl group

17
Q

m*+1 = x . how do we work out how many carbons?

18
Q

HNMR: how can we work out if its a ch, ch2 or ch3 easily?

A

use the integration. if we know what one integral represents, we can compare this value to work out how many Hs are present in the others.

19
Q

mass spec : 91 means ….

A

tropylium aka benzene with a ch2

20
Q

HNMR: when two protons are coupled, the coupling constant is …

A

the same for both protons.
(therefore we can tell which peaks on hnmr are potentially coupled).

21
Q

HNMR: if the signals are zoomed in but look different, this is because…

A

they may be taken at different frequencies. look carefully to see if they have been taken under different equipment.

22
Q

HMRS (High resolution mass spectrometry)

A

sum of the exact values of the masses of the most common isotope eg c-12.00000 h+1.007825

23
Q

HNMR: isopropyl group looks like …

24
Q

very small coupling constants mean that its a…

A

long range coupling

25
ennantiomers are ....
if you swith the protons for x, they are mirror images or each other.
26
diastereomers are...
if you swith protons for x, they are totally different molecules. can occur when switching for x creates two or more chiral centres (doesnt always occur)
27
ir- alcohol
broad round band at 3200-3400
28
ir- alkene ch
sharp stalegtite shape band at above 3000
29
ir - alkane ch
sharp stalegtite shape band at below 3000
30
ir carbonyls c=o
strong very sharp pointy stretch at 1700
31
ir alkene c=c
a few sharp bands at around 1600
32
ir single c-o bond
medium thickness v shaped band at 1100
33
ir alkyne ch
sharp medium intensity at 3300
34
ir NH
either a very intense sharp band (maybe more for nh) or a slighly broader, less intense w shape . both at 3500.
35
hnmr sections as we increase from 0
(not ppm just numbered for ease) 1- alkane and alkane like hydrogens 2- hydrogens adjacent to an unstaurated bond eg ketones or allylic hydrogens 3- SP hydrogens on a triple bond 4- hydrogens adjacent to electronegative atoms 5- Alkene SP2 hydrogens 6- Aromatic hydrogens 7- Aldehydes
36
Calculating J values for first order splitting eg s d t q q s etc
will only have one J value. (ppm1(highest but also doesnt matter really as long as they are next to eachother)-ppm2) x frequency of NMR machine
37
Calculating J values for second order splitting eg dd dt dq etc
will have 2 J values. J1= (ppmbigpart1-ppmsamebigpartin2) x freq NMR machine J2= ppm1-ppm2 (like you do for first order splitting) J1 = J value of overall doublet J2= J value of mini doublets
38
coupling constanats are highest for dihedral angles of .... and lowest for dihedral angles of....
highest 180. lowest 0