a.Which of the following statements regarding IR spectroscopy is wrong? Infrared radiation is higher in energy than UV radiation. Infrared spectra record the transmission of IR radiation. Molecular vibrations are due to periodic motions of atoms in molecules, and include bond stretching, torsional changes, and bond angle changes. Infrared spectra give information about bonding features and functional groups in molecules. b.Which is the correct order of decreasing wave number of the stretching vibrations of (1) C-H (alkane), (2) C-H (alkene), (3) C-H (alkyne), and (4) C=O? (1) > (2) >(3) >(4) (4) < (3) < (2) < (1) (3) < (4) ≈ (2) < (1) (1) < (4) <(2) < (3) c. To check that a secondary alcohol has been completely oxidised to a ketone you can... check that the IR spectrum has no absorption around 3500cm-1 check that the IR spectrum has absorptions at 3500cm-1 and 1650cm-1 check that the IR spectrum has no absorption around 1650cm-1 check that the IR spectrum no absorptions at 3500cm-1 and 1650cm-1
a.Which of the following statements regarding IR spectroscopy is wrong? Infrared radiation is higher in energy than UV radiation. Infrared spectra record the transmission of IR radiation. Molecular vibrations are due to periodic motions of atoms in molecules, and include bond stretching, torsional changes, and bond angle changes. Infrared spectra give information about bonding features and functional groups in molecules. b.Which is the correct order of decreasing wave number of the stretching vibrations of (1) C-H (alkane), (2) C-H (alkene), (3) C-H (alkyne), and (4) C=O? (1) > (2) >(3) >(4) (4) < (3) < (2) < (1) (3) < (4) ≈ (2) < (1) (1) < (4) <(2) < (3) c. To check that a secondary alcohol has been completely oxidised to a ketone you can... check that the IR spectrum has no absorption around 3500cm-1 check that the IR spectrum has absorptions at 3500cm-1 and 1650cm-1 check that the IR spectrum has no absorption around 1650cm-1 check that the IR spectrum no absorptions at 3500cm-1 and 1650cm-1
a.Which of the following statements regarding IR spectroscopy is wrong? Infrared radiation is higher in energy than UV radiation. Infrared spectra record the transmission of IR radiation. Molecular vibrations are due to periodic motions of atoms in molecules, and include bond stretching, torsional changes, and bond angle changes. Infrared spectra give information about bonding features and functional groups in molecules. b.Which is the correct order of decreasing wave number of the stretching vibrations of (1) C-H (alkane), (2) C-H (alkene), (3) C-H (alkyne), and (4) C=O? (1) > (2) >(3) >(4) (4) < (3) < (2) < (1) (3) < (4) ≈ (2) < (1) (1) < (4) <(2) < (3) c. To check that a secondary alcohol has been completely oxidised to a ketone you can... check that the IR spectrum has no absorption around 3500cm-1 check that the IR spectrum has absorptions at 3500cm-1 and 1650cm-1 check that the IR spectrum has no absorption around 1650cm-1 check that the IR spectrum no absorptions at 3500cm-1 and 1650cm-1
watch the following question and read the article to answer the questions
Spectroscopic Analysis-1
a.Which of the following statements regarding IR spectroscopy is wrong?
Infrared radiation is higher in energy than UV radiation.
Infrared spectra record the transmission of IR radiation.
Molecular vibrations are due to periodic motions of atoms in molecules, and include bond stretching, torsional changes, and bond angle changes.
Infrared spectra give information about bonding features and functional groups in molecules.
b.Which is the correct order of decreasing wave number of the stretching vibrations of (1) C-H (alkane), (2) C-H (alkene), (3) C-H (alkyne), and (4) C=O?
(1) > (2) >(3) >(4)
(4) < (3) < (2) < (1)
(3) < (4) ≈ (2) < (1)
(1) < (4) <(2) < (3)
c. To check that a secondary alcohol has been completely oxidised to a ketone you can...
check that the IR spectrum has no absorption around 3500cm-1
check that the IR spectrum has absorptions at 3500cm-1 and 1650cm-1
check that the IR spectrum has no absorption around 1650cm-1
check that the IR spectrum no absorptions at 3500cm-1 and 1650cm-1
d.Proton nmr is useful for investigating the structure of organic compounds because...
organic compounds contain carbon atoms
organic compounds are mostly covalent
hydrogen atoms are found in nearly all organic compounds
organic compounds have low boiling points
e.Which of the following statements about tetramethylsilane is incorrect?
it produces a single peak at 10ppm
it is inert
it is volatile and can be easily distilled off and used again
it is used to provide a reference against which other peaks are measured
f.What is the predicted multiplicity of the indicated protonin the 1H NMR spectrum?
Septet of triplet
quartet of doublet
quartet of triplet
quartet of setet
g.In a triplet, the relative peak areas are in the ratio...
1:1:1
1:2:1
1:3:1
1:4:1
h.The proton nmr of 2-bromo-2-methylpropane will consist of...
three quartets and a singlet
two doublets and a singlet
two singlets
one singlet
i.Which one of the following pieces of information cannot be obtained from an infra-red spectrum?
Presence or absence of C=O
Presence or absence of O-H
The molar mass of the molecule
the identity of a compound through comparison with other spectra
j.The isomer of C4H8 which produces an nmr spectrum with four different signals is...
CH2=CHCH2CH3
CH3CH=CHCH3
CH3)2C=CH2
cyclobutane
Hand out:
Experiment 23
Spectroscopic Analysis
PURPOSE
To determine the identity of an unknown using IR and NMR spectroscopy
LEARNING OBJECTIVES
Students will learn to:
Obtain and analyze Infrared Spectra
Analyze NMR spectra
READING ASSIGNMENT
Please read the following material in “Laboratory Techniques in Organic Chemistry” (4th ed.) by Mohrig, et al:
Chapter 22 – Nuclear Magnetic Resonance (Sections 22.4-22.7)
BACKGROUND AND DISCUSSION
In this experiment, students will be assigned an unknown and determine the identity of the unknown using IR and NMR spectroscopic data. There are 20 possible unknowns for this experiment. Students will collect their own IR data using the IR spectrometer. NMR spectra will be provided for the unknown you have been assigned.
Possible Unknowns
1-propanol
2-propanol
methyl ethyl ether
propanal
acetone
2-butanone
ethyl acetate
methyl propanoate
2-methyl-benzaldehyde
2-methyoxy-benzaldehyde
2-methyl-acetophenone
2-methoxy-acetophenone
3-methyl-benzaldehyde
3-methoxy-benzaldehyde
3-methyl-acetophenone
3-methoxy-acetophenone
4-methyl-benzaldehyde
4-methoxy-benzaldehyde
4-methyl-acetophenone
4-methoxy-acetophenone
The IR spectrum should be used to identify the functional groups present in the molecule using a table of IR absorption bands. The NMR spectrum will provide specific structural data, which should narrow things down to one possible structure.
SAFETY INFORMATION
Many of the organic compounds used in this experiment are flammable. Use gloves and proper eye protection when working with unknown compounds.
PROCEDURE
Obtain an IR spectrum of your assigned unknown. Place 1-2 drops of the unknown solution on one of the salt plates and sandwich them together. Place the salt place in the spectrometer and collect the IR data. Your instructor will provide instructions on data collection, depending upon the equipment available. The salt plates can be cleaned with acetone following use. Obtain a paper copy of a simulated NMR spectrum of your unknown. Use the two spectra to determine the identity of your unknown.
Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone
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