Spectroscopic behaviour of methyl chlorooctanoates

J. Font; A. Moral; F. Sánchez-Ferrando; J. Elguero

doi:10.1016/0040-4020(78)88120-4

Spectroscopic behaviour of methyl chlorooctanoates

J. Font, A. Moral, F. Sánchez-Ferrando, J. Elguero

Departament de Química

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The synthesis of the seven isomeric methyl chlorooctanoates is reported, in most cases for the first time, and their spectral characteristics are described and studied. Hypotheses are advanced to explain the abnormal spectral behaviour of some of them. The mass spectra show scrambling of hydrogen/chlorine and/or the chain carbons, as well as low ability to undergo the McLafferty rearrangement, in some cases. A complete set of 13C NMR parameters is presented, including substituent effects for all positions, which are found to be exceptionally coherent within the series, except for three values. © 1978.

Idioma original	Anglès
Pàgines (de-a)	791-798
Revista	Tetrahedron
Volum	34
Número	6
DOIs	https://doi.org/10.1016/0040-4020(78)88120-4
Estat de la publicació	Publicada - 1 de gen. 1978

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https://www.scopus.com/pages/publications/25444498507

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@article{2f9f766df2d346778c9406abbd203de7,

title = "Spectroscopic behaviour of methyl chlorooctanoates",

abstract = "The synthesis of the seven isomeric methyl chlorooctanoates is reported, in most cases for the first time, and their spectral characteristics are described and studied. Hypotheses are advanced to explain the abnormal spectral behaviour of some of them. The mass spectra show scrambling of hydrogen/chlorine and/or the chain carbons, as well as low ability to undergo the McLafferty rearrangement, in some cases. A complete set of 13C NMR parameters is presented, including substituent effects for all positions, which are found to be exceptionally coherent within the series, except for three values. {\textcopyright} 1978.",

author = "J. Font and A. Moral and F. S{\'a}nchez-Ferrando and J. Elguero",

year = "1978",

month = jan,

day = "1",

doi = "10.1016/0040-4020(78)88120-4",

language = "English",

volume = "34",

pages = "791--798",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "6",

}

TY - JOUR

T1 - Spectroscopic behaviour of methyl chlorooctanoates

AU - Font, J.

AU - Moral, A.

AU - Sánchez-Ferrando, F.

AU - Elguero, J.

PY - 1978/1/1

Y1 - 1978/1/1

N2 - The synthesis of the seven isomeric methyl chlorooctanoates is reported, in most cases for the first time, and their spectral characteristics are described and studied. Hypotheses are advanced to explain the abnormal spectral behaviour of some of them. The mass spectra show scrambling of hydrogen/chlorine and/or the chain carbons, as well as low ability to undergo the McLafferty rearrangement, in some cases. A complete set of 13C NMR parameters is presented, including substituent effects for all positions, which are found to be exceptionally coherent within the series, except for three values. © 1978.

AB - The synthesis of the seven isomeric methyl chlorooctanoates is reported, in most cases for the first time, and their spectral characteristics are described and studied. Hypotheses are advanced to explain the abnormal spectral behaviour of some of them. The mass spectra show scrambling of hydrogen/chlorine and/or the chain carbons, as well as low ability to undergo the McLafferty rearrangement, in some cases. A complete set of 13C NMR parameters is presented, including substituent effects for all positions, which are found to be exceptionally coherent within the series, except for three values. © 1978.

UR - https://www.scopus.com/pages/publications/25444498507

U2 - 10.1016/0040-4020(78)88120-4

DO - 10.1016/0040-4020(78)88120-4

M3 - Article

SN - 0040-4020

VL - 34

SP - 791

EP - 798

JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

Spectroscopic behaviour of methyl chlorooctanoates

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