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OChem II
IR Values
Term | Definition |
---|---|
As bond strength increases, wavenumber _______. | Increases |
As mass of the molecule increases, wavenumber _______. | Decreases |
Area for N-H, C-H, and O-H bonds and why | 4000-2500, higher than triple bonds because of H's low mass |
Area for C triple bond N and C triple bond C | 2500-2000 |
Area for C=O, C=N, and C=C | 2000-1500 |
Alkane IR | All C-H peaks will be BELOW 3000 when sp3 (C-H will be ABOVE when sp2 because then there is a double bond near a C-H) |
Alkene IR | Sharp C-H absorption ABOVE 3000 (because double bond) in C-H cluster and a small C=C absorption around 1650 |
Alkyne IR | Sharp absorption around 3300 for a C-H bond a bit away from C-H cluster and a small C=C absorption around 2200 |
C-H stretching wavenumber ("energy") ______ going from alkanes -> alkenes -> alkynes because _____. | Increases, bond strength increases |
Steps for understanding IR and discerning molecule identity | 1. Given molecular formula -> figure out degree unsaturation if any to draw up possible structures (alkene/alkyne bonds) 2. View IR and narrow it down: Remember that each absorption is a particular BOND, don't think about the full molecule. |
The higher the electronegativity of a bond, the _____ the wavenumber. | Higher |
Equation for saturation with just C and H | 2n + 2 when n=C |
Equation for saturation with C, H, and N | 2n + 1 when n=C+N |
Amine IR | Low, nonsharp or broad, absorption around 3300-3500. The number of peaks in it show the number of N-H bonds (2 peaks=NH2) |
Equation to find degree unsaturation of alcohol (C,H, and O) | Ignore the O: 2n+2 when n=C |
Alcohol IR | Broad peak ABOVE 3000 from the O-H |
C=O (carbonyl) IR | Sharp, usually most notable peak |
Carboxylic acid IR | C=O absorption around 1700 and an O-H that frequently overlaps with C-H cluster |
Ester IR | C=O absorption around 1735-1800 with no O-H absorption. Will be like 10 higher than ketone C=O absorption |
Aldehydes | Will have "Fangs" around 100 apart with nearly the same intensity. ONE WILL BE BELOW 2800, then look for one 100 greater than it. Will be clearly seen with sp2 C-H, but partially covered with sp3 |