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Advanced Organic Chemistry: Infrared spectrum of E-pent-2-ene and Z-pent-2-ene

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Interpreting the infrared spectrum of E-pent-2-ene and Z-pent-2-ene

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 E-pent-2-ene and Z-pent-2-ene (comparing the infrared spectra of cis/trans isomers of 2-pentene)

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Infrared spectroscopy - spectra index

C5H10 infrared spectrum of E-pent-2-ene 2-pentene wavenumbers cm-1 functional group detection fingerprint pattern identification of trans-pent-2-ene doc brown's advanced organic chemistry revision notes 

The infrared spectrum of the stereoisomer E-pent-2-ene (trans-2-pentene)

 

C5H10 infrared spectrum of  2-pentene Z-pent-2-ene wavenumbers cm-1 functional group detection fingerprint pattern identification of cis-pent-2-ene doc brown's advanced organic chemistry revision notes

The infrared spectrum of the stereoisomer Z-pent-2-ene (cis-2-pentene)

Spectra obtained from a liquid film of E-pent-2-ene and Z-pent-2-ene. The right-hand part of the of the infrared spectrum of E-pent-2-ene and Z-pent-2-ene, wavenumbers ~1500 to 400 cm-1 is considered the fingerprint region for the identification of E-pent-2-ene and Z-pent-2-ene and most organic compounds. It is due to a unique set of complex overlapping vibrations of the atoms of the molecule of E-pent-2-ene and Z-pent-2-ene.

Pent-2-ene C5H10, alkenes structure and naming (c) doc b has two E/Z isomers Z-pent-2-ene and E-pent-2-ene

Z/cis- alkenes structure and naming (c) doc b , E/trans- alkenes structure and naming (c) doc b

Interpretation of the infrared spectrum of E-pent-2-ene and Z-pent-2-ene

Other than the fingerprint region, although many infrared absorptions are similar, there are some significant differences in the infrared spectra of the stereoisomers of pent-2-ene.

The most prominent infrared absorption lines of E-pent-2-ene (trans):

C-H stretching vibration bands at wavenumbers 3100 to 3040 cm-1.

The very characteristic C=C stretching band at 1680 to 1620 cm-1, but relatively weak compared to E-pent-2-ene.

At wavenumbers 980 to 960 cm-1, there are characteristic C-H stretching and deformation vibration absorptions associated with the RCH=CHR' (R, R' = alkyl) grouping for the E (trans) isomer of pent-2-ene.

The most prominent infrared absorption lines of Z-pent-2-ene (cis):

C-H stretching vibration bands at wavenumbers 3100 to 3040 cm-1.

The very characteristic C=C stretching band at 1680 to 1620 cm-1, but a much stronger absorption compared to E-pent-2-ene.

At wavenumbers 730 to 665 cm-1, there are characteristic C-H stretching and deformation vibration absorptions associated with the RCH=CHR' (R, R' = alkyl) for the Z (cis) isomer of pent-2-ene.

The absence of other specific functional group bands will show that particular functional group is absent from the E-pent-2-ene and Z-pent-2-ene molecular structure.


Key words & phrases: C5H10 image and diagram explaining the infrared spectrum of E-pent-2-ene and Z-pent-2-ene, complete infrared absorption spectrum of E-pent-2-ene and Z-pent-2-ene, comparative spectra of E-pent-2-ene and Z-pent-2-ene, prominent peaks/troughs for identifying functional groups in the infrared spectrum of E-pent-2-ene and Z-pent-2-ene, important wavenumber values in cm-1 for peaks/troughs in the infrared spectrum of E-pent-2-ene and Z-pent-2-ene, revision of infrared spectroscopy of E-pent-2-ene and Z-pent-2-ene, fingerprint region analysis of E-pent-2-ene and Z-pent-2-ene, how to identify E-pent-2-ene and Z-pent-2-ene from its infrared spectrum, identifying organic compounds like E-pent-2-ene and Z-pent-2-ene from their infrared spectrum, how to analyse the absorption bands in the infrared spectrum of E-pent-2-ene and Z-pent-2-ene detection of alkene functional groups in the E-pent-2-ene and Z-pent-2-ene molecule example of the infrared spectrum of a molecule like E-pent-2-ene and Z-pent-2-ene with a functional group alkene interpreting interpretation of the infrared spectrum of E-pent-2-ene and Z-pent-2-ene shows presence of alkene functional group infrared spectra of the E/Z isomers of pent-2-ene cis/trans stereoisomers of 2-pentene infrared spectra of cis pent-2-ene trans pent-2-ene cis 2-pentene trans 2-pentene C5H10


Links associated with E-pent-2-ene and Z-pent-2-ene

The chemistry of ALKENES revision notes INDEX

Infrared spectroscopy index

The mass spectra of the E/Z isomers of pent-2-ene (cis/trans isomers of 2-pentene)

The H-1 NMR spectra of the E/Z isomers of pent-2-ene (cis/trans isomers of 2-pentene)

The C-13 NMR spectra of the E/Z isomers of pent-2-ene (cis/trans isomers of 2-pentene)

ALL SPECTROSCOPY INDEXES

STEREOISOMERISM general definition, E/Z (geometric/geometrical cis/trans) isomerism

All Advanced Organic Chemistry Notes

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