Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods
- Autores
- Erben, Mauricio Federico; Della Vedova, Carlos Omar; Boese, Roland; Willner, Helge; Oberhammer, Heinz
- Año de publicación
- 2004
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The gas phase conformational properties and geometric structure of trifluoromethyl chloroformate, CIC(O)-OCF3, have been studied by vibrational spectroscopy (IR (gas), IR (matrix), and Raman (liquid)), gas electron diffraction (GED), and quantum chemical calculation (HF, B3LYP and MP2 methods with 6-311G* basis sets). The molecule exhibits only one form having Cs symmetry with synperiplanar orientation of the O-C single bond relative to the C=O double bond. If heated Ar:CIC(O)OCF3 mixtures are deposited as a matrix at 14 K, bands appear in the IR spectra which are assigned to the anti form. At room temperature, the contribution of the anti rotamer is estimated to be less than 1%. This high energy conformer is not observed in the GED experiment. The structure of solid CIC(O)OCF3 was determined by X-ray diffraction analysis from crystals obtained at low temperature, using a miniature zone melting procedure. The molecule crystallizes forming a dimeric structure belonging to the monoclinic crystal system and adopts the P21/n spatial group. Furthermore, we report the structure of the similar molecule trifluoroacetyl chloride. CF3C(O)Cl, in its crystalline phase by using the same method.
Fil: Erben, Mauricio Federico. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Della Vedova, Carlos Omar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina. Universidad Nacional de La Plata; Argentina
Fil: Boese, Roland. Universitat Essen; Alemania
Fil: Willner, Helge. Universitat Essen; Alemania. Bergische Universität Wuppertal; Alemania
Fil: Oberhammer, Heinz. Eberhard Karls Universität Tübingen; Alemania - Materia
-
ClC(O)OCF3
Theoretical Methods
Trifluoromethyl Chloroformate - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/192606
Ver los metadatos del registro completo
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Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methodsErben, Mauricio FedericoDella Vedova, Carlos OmarBoese, RolandWillner, HelgeOberhammer, HeinzClC(O)OCF3Theoretical MethodsTrifluoromethyl Chloroformatehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The gas phase conformational properties and geometric structure of trifluoromethyl chloroformate, CIC(O)-OCF3, have been studied by vibrational spectroscopy (IR (gas), IR (matrix), and Raman (liquid)), gas electron diffraction (GED), and quantum chemical calculation (HF, B3LYP and MP2 methods with 6-311G* basis sets). The molecule exhibits only one form having Cs symmetry with synperiplanar orientation of the O-C single bond relative to the C=O double bond. If heated Ar:CIC(O)OCF3 mixtures are deposited as a matrix at 14 K, bands appear in the IR spectra which are assigned to the anti form. At room temperature, the contribution of the anti rotamer is estimated to be less than 1%. This high energy conformer is not observed in the GED experiment. The structure of solid CIC(O)OCF3 was determined by X-ray diffraction analysis from crystals obtained at low temperature, using a miniature zone melting procedure. The molecule crystallizes forming a dimeric structure belonging to the monoclinic crystal system and adopts the P21/n spatial group. Furthermore, we report the structure of the similar molecule trifluoroacetyl chloride. CF3C(O)Cl, in its crystalline phase by using the same method.Fil: Erben, Mauricio Federico. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaFil: Della Vedova, Carlos Omar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina. Universidad Nacional de La Plata; ArgentinaFil: Boese, Roland. Universitat Essen; AlemaniaFil: Willner, Helge. Universitat Essen; Alemania. Bergische Universität Wuppertal; AlemaniaFil: Oberhammer, Heinz. Eberhard Karls Universität Tübingen; AlemaniaAmerican Chemical Society2004-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/192606Erben, Mauricio Federico; Della Vedova, Carlos Omar; Boese, Roland; Willner, Helge; Oberhammer, Heinz; Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods; American Chemical Society; Journal of Physical Chemistry A; 108; 4; 12-2004; 699-7061089-5639CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/jp036966pinfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/jp036966pinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:35:31Zoai:ri.conicet.gov.ar:11336/192606instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 09:35:32.052CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
title |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
spellingShingle |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods Erben, Mauricio Federico ClC(O)OCF3 Theoretical Methods Trifluoromethyl Chloroformate |
title_short |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
title_full |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
title_fullStr |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
title_full_unstemmed |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
title_sort |
Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods |
dc.creator.none.fl_str_mv |
Erben, Mauricio Federico Della Vedova, Carlos Omar Boese, Roland Willner, Helge Oberhammer, Heinz |
author |
Erben, Mauricio Federico |
author_facet |
Erben, Mauricio Federico Della Vedova, Carlos Omar Boese, Roland Willner, Helge Oberhammer, Heinz |
author_role |
author |
author2 |
Della Vedova, Carlos Omar Boese, Roland Willner, Helge Oberhammer, Heinz |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
ClC(O)OCF3 Theoretical Methods Trifluoromethyl Chloroformate |
topic |
ClC(O)OCF3 Theoretical Methods Trifluoromethyl Chloroformate |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
The gas phase conformational properties and geometric structure of trifluoromethyl chloroformate, CIC(O)-OCF3, have been studied by vibrational spectroscopy (IR (gas), IR (matrix), and Raman (liquid)), gas electron diffraction (GED), and quantum chemical calculation (HF, B3LYP and MP2 methods with 6-311G* basis sets). The molecule exhibits only one form having Cs symmetry with synperiplanar orientation of the O-C single bond relative to the C=O double bond. If heated Ar:CIC(O)OCF3 mixtures are deposited as a matrix at 14 K, bands appear in the IR spectra which are assigned to the anti form. At room temperature, the contribution of the anti rotamer is estimated to be less than 1%. This high energy conformer is not observed in the GED experiment. The structure of solid CIC(O)OCF3 was determined by X-ray diffraction analysis from crystals obtained at low temperature, using a miniature zone melting procedure. The molecule crystallizes forming a dimeric structure belonging to the monoclinic crystal system and adopts the P21/n spatial group. Furthermore, we report the structure of the similar molecule trifluoroacetyl chloride. CF3C(O)Cl, in its crystalline phase by using the same method. Fil: Erben, Mauricio Federico. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina Fil: Della Vedova, Carlos Omar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina. Universidad Nacional de La Plata; Argentina Fil: Boese, Roland. Universitat Essen; Alemania Fil: Willner, Helge. Universitat Essen; Alemania. Bergische Universität Wuppertal; Alemania Fil: Oberhammer, Heinz. Eberhard Karls Universität Tübingen; Alemania |
description |
The gas phase conformational properties and geometric structure of trifluoromethyl chloroformate, CIC(O)-OCF3, have been studied by vibrational spectroscopy (IR (gas), IR (matrix), and Raman (liquid)), gas electron diffraction (GED), and quantum chemical calculation (HF, B3LYP and MP2 methods with 6-311G* basis sets). The molecule exhibits only one form having Cs symmetry with synperiplanar orientation of the O-C single bond relative to the C=O double bond. If heated Ar:CIC(O)OCF3 mixtures are deposited as a matrix at 14 K, bands appear in the IR spectra which are assigned to the anti form. At room temperature, the contribution of the anti rotamer is estimated to be less than 1%. This high energy conformer is not observed in the GED experiment. The structure of solid CIC(O)OCF3 was determined by X-ray diffraction analysis from crystals obtained at low temperature, using a miniature zone melting procedure. The molecule crystallizes forming a dimeric structure belonging to the monoclinic crystal system and adopts the P21/n spatial group. Furthermore, we report the structure of the similar molecule trifluoroacetyl chloride. CF3C(O)Cl, in its crystalline phase by using the same method. |
publishDate |
2004 |
dc.date.none.fl_str_mv |
2004-12 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://hdl.handle.net/11336/192606 Erben, Mauricio Federico; Della Vedova, Carlos Omar; Boese, Roland; Willner, Helge; Oberhammer, Heinz; Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods; American Chemical Society; Journal of Physical Chemistry A; 108; 4; 12-2004; 699-706 1089-5639 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/192606 |
identifier_str_mv |
Erben, Mauricio Federico; Della Vedova, Carlos Omar; Boese, Roland; Willner, Helge; Oberhammer, Heinz; Trifluoromethyl chloroformate, CIC(O)OCF3: Structure, conformation, and vibrational analysis studied by experimental and theoretical methods; American Chemical Society; Journal of Physical Chemistry A; 108; 4; 12-2004; 699-706 1089-5639 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1021/jp036966p info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/jp036966p |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
dc.format.none.fl_str_mv |
application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
reponame_str |
CONICET Digital (CONICET) |
collection |
CONICET Digital (CONICET) |
instname_str |
Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.name.fl_str_mv |
CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.mail.fl_str_mv |
dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar |
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1844613107203178496 |
score |
13.070432 |