Analyses of vibrational spectra of nitroso- and nitroethylenes

H. M. Badawi; W. Förner

doi:10.1016/j.theochem.2004.02.037

Analyses of vibrational spectra of nitroso- and nitroethylenes

H. M. Badawi^*
, W. Förner

^*Corresponding author for this work

King Fahd University of Petroleum & Minerals

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

The conformational and structural stability of nitrosoethylene CH ₂=CH-N=O and nitroethylene CH₂=CH-NO₂ were investigated by DFT-B3LYP and ab initio MP2 calculations with 6-311+G** basis set. From the calculations nitrosoethylene was predicted to exist predominantly in the planar trans structure (C=C and N=O bonds are trans to each other) with high trans-cis rotational barrier of about 9kcal/mol as a result of pronounced conjugation between C=C and N=O bonds. The NO₂ rotational barrier in nitroethylene was calculated to be of about 4kcal/mol. The vibrational frequencies were computed at the DFT-B3LYP level and the infrared and Raman spectra plotted for both molecules and their -d ₃ deuterated species. Complete vibrational assignments were made on the basis of normal coordinate analyses and isotopic substitution for the two molecules.

Original language	English
Pages (from-to)	153-160
Number of pages	8
Journal	Journal of Molecular Structure: THEOCHEM
Volume	677
Issue number	1-3
DOIs	https://doi.org/10.1016/j.theochem.2004.02.037
State	Published - May 2004

Bibliographical note

Funding Information:
The authors gratefully acknowledge the support of this work by King Fahd University of Petroleum and Minerals.

Keywords

Nitroethylene
Nitrosoethylene
Rotational barrier
Vibrational spectra and assignments

ASJC Scopus subject areas

Biochemistry
Condensed Matter Physics
Physical and Theoretical Chemistry

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10.1016/j.theochem.2004.02.037

Cite this

@article{1886a47dc05947e3acb5710198a90889,

title = "Analyses of vibrational spectra of nitroso- and nitroethylenes",

abstract = "The conformational and structural stability of nitrosoethylene CH 2=CH-N=O and nitroethylene CH2=CH-NO2 were investigated by DFT-B3LYP and ab initio MP2 calculations with 6-311+G** basis set. From the calculations nitrosoethylene was predicted to exist predominantly in the planar trans structure (C=C and N=O bonds are trans to each other) with high trans-cis rotational barrier of about 9kcal/mol as a result of pronounced conjugation between C=C and N=O bonds. The NO2 rotational barrier in nitroethylene was calculated to be of about 4kcal/mol. The vibrational frequencies were computed at the DFT-B3LYP level and the infrared and Raman spectra plotted for both molecules and their -d 3 deuterated species. Complete vibrational assignments were made on the basis of normal coordinate analyses and isotopic substitution for the two molecules.",

keywords = "Nitroethylene, Nitrosoethylene, Rotational barrier, Vibrational spectra and assignments",

author = "Badawi, \{H. M.\} and W. F{\"o}rner",

note = "Funding Information: The authors gratefully acknowledge the support of this work by King Fahd University of Petroleum and Minerals. ",

year = "2004",

month = may,

doi = "10.1016/j.theochem.2004.02.037",

language = "English",

volume = "677",

pages = "153--160",

journal = "Journal of Molecular Structure: THEOCHEM",

issn = "0166-1280",

publisher = "Elsevier B.V.",

number = "1-3",

}

TY - JOUR

T1 - Analyses of vibrational spectra of nitroso- and nitroethylenes

AU - Badawi, H. M.

AU - Förner, W.

N1 - Funding Information: The authors gratefully acknowledge the support of this work by King Fahd University of Petroleum and Minerals.

PY - 2004/5

Y1 - 2004/5

N2 - The conformational and structural stability of nitrosoethylene CH 2=CH-N=O and nitroethylene CH2=CH-NO2 were investigated by DFT-B3LYP and ab initio MP2 calculations with 6-311+G** basis set. From the calculations nitrosoethylene was predicted to exist predominantly in the planar trans structure (C=C and N=O bonds are trans to each other) with high trans-cis rotational barrier of about 9kcal/mol as a result of pronounced conjugation between C=C and N=O bonds. The NO2 rotational barrier in nitroethylene was calculated to be of about 4kcal/mol. The vibrational frequencies were computed at the DFT-B3LYP level and the infrared and Raman spectra plotted for both molecules and their -d 3 deuterated species. Complete vibrational assignments were made on the basis of normal coordinate analyses and isotopic substitution for the two molecules.

AB - The conformational and structural stability of nitrosoethylene CH 2=CH-N=O and nitroethylene CH2=CH-NO2 were investigated by DFT-B3LYP and ab initio MP2 calculations with 6-311+G** basis set. From the calculations nitrosoethylene was predicted to exist predominantly in the planar trans structure (C=C and N=O bonds are trans to each other) with high trans-cis rotational barrier of about 9kcal/mol as a result of pronounced conjugation between C=C and N=O bonds. The NO2 rotational barrier in nitroethylene was calculated to be of about 4kcal/mol. The vibrational frequencies were computed at the DFT-B3LYP level and the infrared and Raman spectra plotted for both molecules and their -d 3 deuterated species. Complete vibrational assignments were made on the basis of normal coordinate analyses and isotopic substitution for the two molecules.

KW - Nitroethylene

KW - Nitrosoethylene

KW - Rotational barrier

KW - Vibrational spectra and assignments

UR - https://www.scopus.com/pages/publications/2042470820

U2 - 10.1016/j.theochem.2004.02.037

DO - 10.1016/j.theochem.2004.02.037

M3 - Article

AN - SCOPUS:2042470820

SN - 0166-1280

VL - 677

SP - 153

EP - 160

JO - Journal of Molecular Structure: THEOCHEM

JF - Journal of Molecular Structure: THEOCHEM

IS - 1-3

ER -

Analyses of vibrational spectra of nitroso- and nitroethylenes

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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