SDBS Integrated Spectral Database for Organic Compounds

SDBS Integrated Spectral
Database for Organic
Compounds
Sample Search for Chemistry 130
Grace Baysinger and Dr. Dave Keller
SDBS – URL and Description
http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/cre_index.cgi?lang=eng
„
SDBS includes 6 different types of spectra under a directory of the
compounds. The six spectra are:
… Electron impact Mass spectrum (EI-MS),
… Fourier transform infrared spectrum (FT-IR)
… 1H nuclear magnetic resonance (NMR) spectrum
… 13C NMR spectrum
… Laser Raman spectrum
… Electron spin resonance (ESR) spectrum
„
It is possible to search by number of atoms, spectral peaks, plus
compound name, molecular formula, molecular weight, and CAS
Registry Number.
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SDBS Welcome Page
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SDBS - Search Form
Note: for each peak, a
range of values is actually
being searched
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Spectra Data Search Tips
„ 13C
…
„ 1H
NMR
Search 13C spectral peaks first as they most closely match
your lab data
NMR
…
Use midpoints of multiplets as spectral peak values
… OH peaks for alcohols and acids, and NH peaks for amines
may “wander” so your values may not agree with the database
„
IR
…
Only include major peaks in IR search; usually < 2800 cm-1
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Spectra Data Search Tips
„
Be sure to omit any peaks due to solvent
„
For Chem 130, the complete range for a spectral diagram is about:
… 13C NMR:
… IR:
… 1H NMR:
0 to ~220 ppm
~600 to ~4000 cm-1
0 to ~12 ppm
„
Add no shift regions (i.e. no peak present) to refine a 13C or 1H NMR
search
„
Review of General Search Strategy
…
…
…
…
Search spectral peaks using conventions required by search interface
Search 13C NMR first, IR second, and 1H NMR last
Refine using no shift regions for 13C and 1H NMR data
Further refine using heteroatom and/or hydrogen data
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SDBS - Tips for Converting Selected
Lab Data to Search Strategies
Type of Search
Lab Data
Values Searched
CAS Registry
Number
Not available from lab data
68-85-0
Molecular
Formula
C6H5Br
C6H5Br
Number of Atoms
5-6 Hydrogens, 1-4
Oxygens, No Nitrogen
present
Hydrogen 5 to 6, Oxygen 1 to 4,
Nitrogen 0 to 0
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C Peaks
IR Peaks
1
H-NMR Peaks
128, 129, 130, 133, 172 No
Shift Region 165-140 and
125-5
1688, 1454, 1327, 1294,
936, 708
8.12, 7.6, 7.46 No Shift
Region 11-8.5 and 7-0.5
128,129,130,133,172 No Shift
Regions 165 140,125 5
1688,1454,1327,1294,936,708
8.12,7.6,7.46 No Shift Region
11.0 8.5,7.0 0.5
Error
Range
Caveats
Use CAS RN to find/confirm physical properties
info and view spectral diagram.
Element symbols are case sensitive in many
resources but not in SDBS. Put MF in Hill System
Order (Carbon 1st, Hydrogen 2nd, and then all
other elements in alphabetical order).
+/- 2.0
+/-10
Comma is the separator for multiple shifts. Range
is defined by two numbers separated by a space.
Ranges for multiple peaks – put space between
upper and lower range of each peak, use comma
between each range with no space between
comma and values. Complete range for Chem 130
is 0 to ~220 ppm.
Use either a space or a comma as the separator for
multiple peaks. Use a hyphen to search a range of
values (e.g. 700-750). Only include major peaks,
usually < 2800 cm-1 Complete range for Chem 130
is ~700 to ~4000 cm-1
Use midpoints of multiplets as spectral peak
values. Comma is the separator for multiple shifts.
Range is defined by two numbers separated by a
space. Ranges for multiple peaks – put space
+/- 0.2 ppm between upper and lower range of each peak, use
comma between each range with no space
between comma and values. Complete range for
Chem 130 is 0 to ~12 ppm.
Don't use peaks from solvent!
revised 8 November 2009
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13C
NMR Spectrum of Unknown
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SDBS 13C NMR Search –
Peaks, No Shift Regions, and Number of Atoms
Use comma with no spaces
for multiple peaks. For ranges
use space between upper and
lower values. Use comma
with no spaces for multiple
ranges.
Peaks=128,129,130,172. No
peak region=220 180,110 5
N, F, Cl, Br, I, S, P,
Si not present
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SDBS - Brief Display of Results
Summary of available
spectra (Yes/No)
Review molecular formulas and eliminate some
compounds from further consideration based on
heteroatoms present. Remaining compounds can be
quickly compared to unknown using 1H, 13C,and IR
spectra as well as functional groups listed in name
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SDBS – View 13C NMR in CDCl3 for
Benzoic Acid (=Unknown)
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IR Spectrum of Unknown
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SDBS IR Search –
Peaks and Number of Atoms
Peaks =
1688,1454,1327,1
294,936,708
N, F, Cl, Br, I, S,
P, Si not present
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IR Search Results
Results on each page are sorted by
MW. Use heteroatoms and functional
groups in chemical name of to help
eliminate candidates.
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SDBS - Viewing IR Spectra for
Benzoic Acid
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1H
NMR Spectrum of Unknown
For multiplets,
use midpoints as
spectral peak
values
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SDBS 1H NMR Search –
Peaks, No Shift Regions, and Number of Atoms
Peaks = 8.12,7.6,7.46
No shift Regions =
11.0 8.5,7.0 0.5
N, F, Cl, Br, I, S,
P, Si not present
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SDBS - 1H NMR Search Results
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SDBS – Viewing 1H NMR (90 MHz in
CDCl3) for Benzoic Acid
Each hydrogen is
labeled and
assigned to a peak
with a given
chemical shift in
ppm. Click on peak
data button for list
of individual peaks.
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SDBS – 1H NMR Peak Data for Benzoic Acid
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