Conformational analysis and comparison between theoretical and experimental vibrational spectra for chloroacetyl isocyanate

H. M. Badawi; W. Förner

doi:10.1016/S1386-1425(02)00176-2

Conformational analysis and comparison between theoretical and experimental vibrational spectra for chloroacetyl isocyanate

H. M. Badawi^*, W. Förner

^*Corresponding author for this work

King Fahd University of Petroleum & Minerals

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

1 Scopus citations

Abstract

The conformational stability and vibrational infrared and Raman spectra of chloroacetyl isocyanate (CH₂ClCONCO) were investigated by ab initio MP2 and density functional B3LYP calculations using the 6-311++G** basis set. From the potential energy scans of the internal rotations of both the halomethyl and the isocyanate rotors, chloroacetyl isocyanate was predicted to exist predominantly in a mixture of the cis-cis (chlorine atom and NCO group eclipse C=O bond) and the gauche-cis (one hydrogen atom and NCO group eclipse C=O bond) conformations with a comparable relative stability. The vibrational wavenumbers of each of the two conformers of the molecule were computed at DFT-B3LYP/6-311++G** level. Normal coordinate calculations were carried out to obtain the potential energy distributions (PED) among the symmetry coordinates of the normal modes for each of the stable conformers of chloroacetyl isocyanate. The theoretical brational assignments are compared with experimental ones and a ratio of observed/calculated wavenumbers of about 0.97-1.04 was obtained.

Original language	English
Pages (from-to)	335-344
Number of pages	10
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	59
Issue number	2
DOIs	https://doi.org/10.1016/S1386-1425(02)00176-2
State	Published - 15 Jan 2003

Bibliographical note

Funding Information:
The authors gratefully acknowledge the support of this work by King Fahd University of Petroleum and Minerals. The authors also thank Y.S. Oloriegbe for his research assistance.

Keywords

Chloroacetyl isocyanate
Conformational analysis
Vibrational spectra

ASJC Scopus subject areas

Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Spectroscopy

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10.1016/S1386-1425(02)00176-2

Cite this

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title = "Conformational analysis and comparison between theoretical and experimental vibrational spectra for chloroacetyl isocyanate",

abstract = "The conformational stability and vibrational infrared and Raman spectra of chloroacetyl isocyanate (CH2ClCONCO) were investigated by ab initio MP2 and density functional B3LYP calculations using the 6-311++G** basis set. From the potential energy scans of the internal rotations of both the halomethyl and the isocyanate rotors, chloroacetyl isocyanate was predicted to exist predominantly in a mixture of the cis-cis (chlorine atom and NCO group eclipse C=O bond) and the gauche-cis (one hydrogen atom and NCO group eclipse C=O bond) conformations with a comparable relative stability. The vibrational wavenumbers of each of the two conformers of the molecule were computed at DFT-B3LYP/6-311++G** level. Normal coordinate calculations were carried out to obtain the potential energy distributions (PED) among the symmetry coordinates of the normal modes for each of the stable conformers of chloroacetyl isocyanate. The theoretical brational assignments are compared with experimental ones and a ratio of observed/calculated wavenumbers of about 0.97-1.04 was obtained.",

keywords = "Chloroacetyl isocyanate, Conformational analysis, Vibrational spectra",

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. The authors also thank Y.S. Oloriegbe for his research assistance.",

year = "2003",

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doi = "10.1016/S1386-1425(02)00176-2",

language = "English",

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pages = "335--344",

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T1 - Conformational analysis and comparison between theoretical and experimental vibrational spectra for chloroacetyl isocyanate

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. The authors also thank Y.S. Oloriegbe for his research assistance.

PY - 2003/1/15

Y1 - 2003/1/15

N2 - The conformational stability and vibrational infrared and Raman spectra of chloroacetyl isocyanate (CH2ClCONCO) were investigated by ab initio MP2 and density functional B3LYP calculations using the 6-311++G** basis set. From the potential energy scans of the internal rotations of both the halomethyl and the isocyanate rotors, chloroacetyl isocyanate was predicted to exist predominantly in a mixture of the cis-cis (chlorine atom and NCO group eclipse C=O bond) and the gauche-cis (one hydrogen atom and NCO group eclipse C=O bond) conformations with a comparable relative stability. The vibrational wavenumbers of each of the two conformers of the molecule were computed at DFT-B3LYP/6-311++G** level. Normal coordinate calculations were carried out to obtain the potential energy distributions (PED) among the symmetry coordinates of the normal modes for each of the stable conformers of chloroacetyl isocyanate. The theoretical brational assignments are compared with experimental ones and a ratio of observed/calculated wavenumbers of about 0.97-1.04 was obtained.

AB - The conformational stability and vibrational infrared and Raman spectra of chloroacetyl isocyanate (CH2ClCONCO) were investigated by ab initio MP2 and density functional B3LYP calculations using the 6-311++G** basis set. From the potential energy scans of the internal rotations of both the halomethyl and the isocyanate rotors, chloroacetyl isocyanate was predicted to exist predominantly in a mixture of the cis-cis (chlorine atom and NCO group eclipse C=O bond) and the gauche-cis (one hydrogen atom and NCO group eclipse C=O bond) conformations with a comparable relative stability. The vibrational wavenumbers of each of the two conformers of the molecule were computed at DFT-B3LYP/6-311++G** level. Normal coordinate calculations were carried out to obtain the potential energy distributions (PED) among the symmetry coordinates of the normal modes for each of the stable conformers of chloroacetyl isocyanate. The theoretical brational assignments are compared with experimental ones and a ratio of observed/calculated wavenumbers of about 0.97-1.04 was obtained.

KW - Chloroacetyl isocyanate

KW - Conformational analysis

KW - Vibrational spectra

UR - https://www.scopus.com/pages/publications/0037082280

U2 - 10.1016/S1386-1425(02)00176-2

DO - 10.1016/S1386-1425(02)00176-2

M3 - Article

C2 - 12685908

AN - SCOPUS:0037082280

SN - 1386-1425

VL - 59

SP - 335

EP - 344

JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

IS - 2

ER -

Conformational analysis and comparison between theoretical and experimental vibrational spectra for chloroacetyl isocyanate

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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