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A study of the thermal decomposition of 2-azidoethanol and 2-azidoethyl acetate by ultraviolet photoelectron spectroscopy and matrix isolation infrared spectroscopy

A study of the thermal decomposition of 2-azidoethanol and 2-azidoethyl acetate by ultraviolet photoelectron spectroscopy and matrix isolation infrared spectroscopy
A study of the thermal decomposition of 2-azidoethanol and 2-azidoethyl acetate by ultraviolet photoelectron spectroscopy and matrix isolation infrared spectroscopy
The thermal decompositions of 2-azidoethanol and 2-azidoethyl acetate have been studied by matrix isolation infrared spectroscopy and real-time ultraviolet photoelectron spectroscopy. The products that were detected in a flow system at different temperatures (CH2NH, H2CO, N2, CO, and HCN from N3CH2CH2OH and C2H4, CH2NH, HCN, CO2, and N2 from N3CH2COOCH2CH3) allowed mechanisms for decomposition to be proposed. The experimental evidence obtained is consistent with 2-azidoethyl actetate decomposing via a concerted mechanism, similar to that found previously for azidoacetic acid, whereas the 2-azidoethanol decomposition is consistent with a stepwise decomposition mechanism as observed previously for azidoacetone.
gas-phase reactions, 2-azidoacetic acid, alkyl azides, pyrolysis, nitrogen, spectrometry, polymers, spectra
1089-5639
9968-9975
Hooper, N.
ea5d763b-aea5-4deb-919c-e810f3dca647
Beeching, L.J.
d37cfd41-d885-4dea-a860-6c2013f6d304
Dyke, J.M.
46393b45-6694-46f3-af20-d7369d26199f
Morris, A.
378f6b9c-92e7-4783-b7be-cafca74b5372
Ogden, J.S.
d022e70d-b424-4100-9517-64a46486dd8c
Dias, A.A.
221a2ab3-3cc5-4635-b9df-bfce6f767364
Costa, M.L.
1dca80c6-c314-453c-b853-382fbeac2770
Barros, M.T.
eee3509f-d7a0-4011-bb00-e4f561fda538
Cabral, M.H.
d87cddec-468e-4913-a0c2-be644cc96a31
Moutinho, A.M.C.
da272172-3f28-4552-82df-91e152378953
Hooper, N.
ea5d763b-aea5-4deb-919c-e810f3dca647
Beeching, L.J.
d37cfd41-d885-4dea-a860-6c2013f6d304
Dyke, J.M.
46393b45-6694-46f3-af20-d7369d26199f
Morris, A.
378f6b9c-92e7-4783-b7be-cafca74b5372
Ogden, J.S.
d022e70d-b424-4100-9517-64a46486dd8c
Dias, A.A.
221a2ab3-3cc5-4635-b9df-bfce6f767364
Costa, M.L.
1dca80c6-c314-453c-b853-382fbeac2770
Barros, M.T.
eee3509f-d7a0-4011-bb00-e4f561fda538
Cabral, M.H.
d87cddec-468e-4913-a0c2-be644cc96a31
Moutinho, A.M.C.
da272172-3f28-4552-82df-91e152378953

Hooper, N., Beeching, L.J., Dyke, J.M., Morris, A., Ogden, J.S., Dias, A.A., Costa, M.L., Barros, M.T., Cabral, M.H. and Moutinho, A.M.C. (2002) A study of the thermal decomposition of 2-azidoethanol and 2-azidoethyl acetate by ultraviolet photoelectron spectroscopy and matrix isolation infrared spectroscopy. Journal of Physical Chemistry A, 106 (42), 9968-9975. (doi:10.1021/jp020625e).

Record type: Article

Abstract

The thermal decompositions of 2-azidoethanol and 2-azidoethyl acetate have been studied by matrix isolation infrared spectroscopy and real-time ultraviolet photoelectron spectroscopy. The products that were detected in a flow system at different temperatures (CH2NH, H2CO, N2, CO, and HCN from N3CH2CH2OH and C2H4, CH2NH, HCN, CO2, and N2 from N3CH2COOCH2CH3) allowed mechanisms for decomposition to be proposed. The experimental evidence obtained is consistent with 2-azidoethyl actetate decomposing via a concerted mechanism, similar to that found previously for azidoacetic acid, whereas the 2-azidoethanol decomposition is consistent with a stepwise decomposition mechanism as observed previously for azidoacetone.

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More information

Published date: 24 October 2002
Keywords: gas-phase reactions, 2-azidoacetic acid, alkyl azides, pyrolysis, nitrogen, spectrometry, polymers, spectra

Identifiers

Local EPrints ID: 19779
URI: http://eprints.soton.ac.uk/id/eprint/19779
ISSN: 1089-5639
PURE UUID: f8872de0-ad6b-4bc3-9fa6-0c7d0d5ad4a6
ORCID for J.M. Dyke: ORCID iD orcid.org/0000-0002-9808-303X

Catalogue record

Date deposited: 20 Feb 2006
Last modified: 09 Jan 2022 02:35

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Contributors

Author: N. Hooper
Author: L.J. Beeching
Author: J.M. Dyke ORCID iD
Author: A. Morris
Author: J.S. Ogden
Author: A.A. Dias
Author: M.L. Costa
Author: M.T. Barros
Author: M.H. Cabral
Author: A.M.C. Moutinho

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