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Advanced Organic Chemistry: Infrared spectrum of methoxyethane

Interpreting the infrared spectrum of methoxyethane

Doc Brown's Chemistry Advanced Level Pre-University Chemistry Revision Study Notes for UK IB KS5 A/AS GCE advanced A level organic chemistry students US K12 grade 11 grade 12 organic chemistry courses involving molecular spectroscopy analysing infrared spectra of methoxyethane

See also comparing the infrared, mass, 1H NMR and 13C NMR spectra of the 3 isomers of C3H8O

C3H8O CH3OCH2CH3 infrared spectrum of methoxyethane wavenumbers cm-1 functional group detection fingerprint pattern identification of ethyl methyl ether doc brown's advanced organic chemistry revision notes 

The infrared spectrum of ethoxyethane - I would expect the infrared spectrum of methoxyethane to be similar.

Methoxyethanealcohols and ether structure and naming (c) doc b  alcohols and ether structure and naming (c) doc b  alcohols and ether structure and naming (c) doc b  alcohols and ether structure and naming (c) doc b

A possible interpretation of the infrared spectrum of methoxyethane

I was unable to find an image of the infrared spectrum of methoxyethane, but considering the infrared spectra of methoxymethane and ethoxyethane and data tables, you can make some reasonable predictions as to the most prominent absorption wavenumbers for methoxyethane.

The expected most prominent infrared absorption lines of methoxyethane

In general for ethers, the C-H stretching vibration absorption bands are found in the 2800 to 3000 cm-1  wavenumber region - typical 'alkyl values' even though methoxyethane is an ether.

More specifically, the C-H stretching vibrations for the O-CH3 group in methoxyethane occur at wavenumbers 2830 to 2815 cm-1.

In general, a group of C-O stretching absorptions, from the ether linkage (C-O-C), are found around wavenumbers 1150 to 1060 cm-1.

more specifically, the C-O stretching vibrations for a O-CH3 group occur at wavenumbers ~1250 cm-1.

The absence of other specific functional group bands will show that particular functional group is absent from the methoxyethane molecular structure.

Comparing the infrared, mass, 1H NMR and 13C NMR spectra of the 3 isomers of C3H8O

NOTE: The images are linked to their original detailed spectral analysis pages AND can be doubled in size with touch screens to increase the definition to the original propan-1-ol, propan-2-ol and methoxyethane image sizes.

infrared spectrum of ethoxyethane wavenumbers cm-1 functional group detection fingerprint pattern identification of  diethyl ether doc brown's advanced organic chemistry revision notes I wasn't able to obtain an infrared spectrum for methoxyethane, so I've added the infrared spectrum of ethoxyethane to enable a few comparisons with two aliphatic alcohols

Comparing the infrared spectra of propan-1-ol, propan-2-ol and methoxyethane

Propan-1-ol, propan-2-ol and methoxyethane are structural isomers of molecular formula C3H8O

Propan-1-ol, propan-2-ol and methoxyethane exemplify infrared spectra of the lower members of the homologous series of aliphatic alcohols and ethers

INFRARED SPECTRA (above): There are, as expected, differences in the fingerprint region at wavenumbers 1500 to 400 cm-1, but most absorptions for all three molecules are the various C-O and the many C-H vibrational modes. However, there is one characteristic distinguishing absorption only present in the infrared spectra of alcohols, but not in ethers, that is the broad O-H stretching vibration peaking at ~3350 cm-1. There is also another broad absorption band (origin?) peaking at ~650 cm-1 in the alcohol spectra, but not in the ether spectra. Neither of these two bands occurs in the infrared spectrum of methoxyethane.

Comparing the mass spectra of propan-1-ol, propan-2-ol and methoxyethane

Propan-1-ol, propan-2-ol and methoxyethane are structural isomers of molecular formula C3H8O

Propan-1-ol, propan-2-ol and methoxyethane exemplify the mass spectra of the lower members of the homologous series of aliphatic alcohols and ethers

MASS SPECTRA (above): The base ion peaks are m/z 45 for propan-2-ol and methoxyethane, but that of propan-1-ol is m/z 31. Many of the fragmentation ions are common to all three spectra. The m/z 45 ion is peak is much smaller in the propan-1-ol spectrum compared to the other two.

Comparing the 1H proton NMR spectra of propan-1-ol, propan-2-ol and methoxyethane

Propan-1-ol, propan-2-ol and methoxyethane are structural isomers of molecular formula C3H8O

Propan-1-ol, propan-2-ol and methoxyethane exemplify the 1H proton NMR spectra of the lower members of the homologous series of aliphatic alcohols and ethers

1H NMR SPECTRA (above): The 1H NMR spectra of all three molecules give different integrated proton ratios for the different 1H chemical environments i.e. the proton ratios are as follows: propan-1-ol 3:2:2:1; propan-2-ol 6:1:1 and methoxyethane 3:2:3. Therefore, all three can be distinguished by their 1H NMR spectra.

Comparing the carbon-13 NMR spectra of propan-1-ol, propan-2-ol and methoxyethane

Propan-1-ol, propan-2-ol and methoxyethane are structural isomers of molecular formula C3H8O

Propan-1-ol, propan-2-ol and methoxyethane exemplify the carbon-13 NMR spectra of members of  the lower members of the homologous series of aliphatic alcohols and ethers

13C NMR SPECTRA (above): The 13C NMR spectra of propan-1-ol and methoxyethane show three different 13C NMR chemical shifts, but propan-2-ol can be distinguished from the other two by exhibiting only two chemical shift lines. You would need other spectral data to distinguish propan-1-ol and methoxyethane.

Key words & phrases: C3H8O CH3OCH2CH3 CH3CH2OCH3 image and diagram explaining the infrared spectrum of methoxyethane, complete infrared absorption spectrum of methoxyethane, comparative spectra of methoxyethane, prominent peaks/troughs for identifying functional groups in the infrared spectrum of methoxyethane, important wavenumber values in cm-1 for peaks/troughs in the infrared spectrum of methoxyethane, revision of infrared spectroscopy of methoxyethane, fingerprint region analysis of methoxyethane, how to identify methoxyethane from its infrared spectrum, identifying organic compounds like methoxyethane from their infrared spectrum, how to analyse the absorption bands in the infrared spectrum of methoxyethane detection of functional groups in the methoxyethane molecule example of the infrared spectrum of a molecule like methoxyethane with a functional group interpreting interpretation of the infrared spectrum of methoxyethane shows presence of functional group for ethyl methyl ether spectrum of methoxyethane methyl ethyl ether CH3CH2OCH3 ethyl methyl ether.

isomer of molecular formula C3H8O Diagram of absorption of wavenumber peaks in the infrared spectrum of methoxyethane. Characteristic peak wavenumbers in the infrared spectrum of methoxyethane. Finger print identification pattern using the infrared spectrum of methoxyethane. Revision notes on the infrared spectrum of methoxyethane. Matching and deducing the structure of the methoxyethane molecule from  its infrared spectrum. Infrared spectroscopy of aliphatic ethers, infrared spectra of methoxyethane, an isomer of molecular formula C3H8O


Links associated with methoxyethane

Infrared spectroscopy index

The mass spectrum of methoxyethane

The H-1 NMR spectrum of methoxyethane

The C-13 NMR spectrum of methoxyethane

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