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

Nicole Hooper; Levi J. Beeching; John M. Dyke; Alan Morris; Julius Steven Ogden; António A. Dias; Maria de Lourdes Santos Lourenço Costa; Maria Teresa Barros; Maria Helena Cabral; Augusto  Moutinho

doi:10.1021/jp020625e

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

Nicole Hooper, Levi J. Beeching, John M. Dyke, Alan Morris, Julius Steven Ogden, António A. Dias, Maria de Lourdes Santos Lourenço Costa, Maria Teresa Barros, Maria Helena Cabral, Augusto Moutinho

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

54 Citations (Scopus)

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 mechanism 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.

Original language	English
Pages (from-to)	9968-9975
Number of pages	8
Journal	Journal of Physical Chemistry A
Volume	106
Issue number	42
DOIs	https://doi.org/10.1021/jp020625e
Publication status	Published - 24 Oct 2002

Access to Document

10.1021/jp020625e

Cite this

Hooper, N., Beeching, L. J., Dyke, J. M., Morris, A., Ogden, J. S., Dias, A. A., Costa, M. D. L. S. L., Barros, M. T., Cabral, M. H., & Moutinho, A. (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. https://doi.org/10.1021/jp020625e

@article{a17dacafb7fc40c688ff079f004af519,

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

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 mechanism 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.",

author = "Nicole Hooper and Beeching, {Levi J.} and Dyke, {John M.} and Alan Morris and Ogden, {Julius Steven} and Dias, {Ant{\'o}nio A.} and Costa, {Maria de Lourdes Santos Louren{\c c}o} and Barros, {Maria Teresa} and Cabral, {Maria Helena} and Augusto Moutinho",

year = "2002",

month = oct,

day = "24",

doi = "10.1021/jp020625e",

language = "English",

volume = "106",

pages = "9968--9975",

journal = "Journal of Physical Chemistry A",

issn = "1089-5639",

publisher = "ACS - American Chemical Society",

number = "42",

}

Hooper, N, Beeching, LJ, Dyke, JM, Morris, A, Ogden, JS, Dias, AA , Costa, MDLSL , Barros, MT , Cabral, MH & Moutinho, A 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, vol. 106, no. 42, pp. 9968-9975. https://doi.org/10.1021/jp020625e

A study of the thermal decomposition of 2-azidoethanol and 2-azidoethyl acetate by ultraviolet photoelectron spectroscopy and matrix isolation infrared spectroscopy. / Hooper, Nicole; Beeching, Levi J.; Dyke, John M. et al.
In: Journal of Physical Chemistry A, Vol. 106, No. 42, 24.10.2002, p. 9968-9975.

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

TY - JOUR

T1 - A study of the thermal decomposition of 2-azidoethanol and 2-azidoethyl acetate by ultraviolet photoelectron spectroscopy and matrix isolation infrared spectroscopy

AU - Hooper, Nicole

AU - Beeching, Levi J.

AU - Dyke, John M.

AU - Morris, Alan

AU - Ogden, Julius Steven

AU - Dias, António A.

AU - Costa, Maria de Lourdes Santos Lourenço

AU - Barros, Maria Teresa

AU - Cabral, Maria Helena

AU - Moutinho, Augusto

PY - 2002/10/24

Y1 - 2002/10/24

N2 - 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 mechanism 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.

AB - 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 mechanism 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.

UR - http://www.scopus.com/inward/record.url?scp=0037167884&partnerID=8YFLogxK

U2 - 10.1021/jp020625e

DO - 10.1021/jp020625e

M3 - Article

SN - 1089-5639

VL - 106

SP - 9968

EP - 9975

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

IS - 42

ER -

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

Abstract

Access to Document

Other files and links

Fingerprint

Cite this