Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans

David Mitchell, Richard D. Bowen, Keith R. Jennings, Rajender S. Varmat, George Kabalka

Research output: Contribution to journalArticle

Abstract

The 4kV, 70 eV electron impact mass spectra (e.i.-m.s.) of eight 2-aryl-3-nitro-2H-chromenes and ten 2aryl-3-nitrochromans of diverse functionality are reported and discussed. The peak due to the molecular ion is always appreciable and often intense in these spectra. Loss of NO2 from M+ is responsible for the base peak in the nitrochromene spectra. Incontrast, [M - HNO2]+ is more abundant than [M - NO2]+ in the spectra of the nitrochromans; furthermore, this unusual HNO2 loss persists even for metastable molecular ions. A diagnostically important ion, of nominal structure [ArCH2] + , accounts for the base peak in the chroman spectra; this ion, which defines the formula of the 2-aryl substituent, corresponds to elimination of benzofuran from [M - NO2]+. All the compounds studied exhibited [M]-* ions in their electron capture negative ion chemical ionisation (c.i.) spectra. Apart from [M]-* and the base peak at [M - NO2]-, few ions were of considerable abundance in these spectra, although [NO2]- ions were present in the nitrochroman series.

Original languageEnglish (US)
Pages (from-to)1495-1498
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number10
StatePublished - Dec 1 1987
Externally publishedYes

Fingerprint

Ions
Chromans
Electrons
5,7-dimethoxy-2-methyl-2H-benzopyran
Ionization
Negative ions

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Mitchell, D., Bowen, R. D., Jennings, K. R., Varmat, R. S., & Kabalka, G. (1987). Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans. Journal of the Chemical Society, Perkin Transactions 2, (10), 1495-1498.

Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans. / Mitchell, David; Bowen, Richard D.; Jennings, Keith R.; Varmat, Rajender S.; Kabalka, George.

In: Journal of the Chemical Society, Perkin Transactions 2, No. 10, 01.12.1987, p. 1495-1498.

Research output: Contribution to journalArticle

Mitchell, D, Bowen, RD, Jennings, KR, Varmat, RS & Kabalka, G 1987, 'Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans', Journal of the Chemical Society, Perkin Transactions 2, no. 10, pp. 1495-1498.
Mitchell, David ; Bowen, Richard D. ; Jennings, Keith R. ; Varmat, Rajender S. ; Kabalka, George. / Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans. In: Journal of the Chemical Society, Perkin Transactions 2. 1987 ; No. 10. pp. 1495-1498.
@article{1bddeb2d7e2b4acda05b9d47ed0e8b7a,
title = "Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans",
abstract = "The 4kV, 70 eV electron impact mass spectra (e.i.-m.s.) of eight 2-aryl-3-nitro-2H-chromenes and ten 2aryl-3-nitrochromans of diverse functionality are reported and discussed. The peak due to the molecular ion is always appreciable and often intense in these spectra. Loss of NO2 from M+ is responsible for the base peak in the nitrochromene spectra. Incontrast, [M - HNO2]+ is more abundant than [M - NO2]+ in the spectra of the nitrochromans; furthermore, this unusual HNO2 loss persists even for metastable molecular ions. A diagnostically important ion, of nominal structure [ArCH2] + , accounts for the base peak in the chroman spectra; this ion, which defines the formula of the 2-aryl substituent, corresponds to elimination of benzofuran from [M - NO2]+. All the compounds studied exhibited [M]-* ions in their electron capture negative ion chemical ionisation (c.i.) spectra. Apart from [M]-* and the base peak at [M - NO2]-, few ions were of considerable abundance in these spectra, although [NO2]- ions were present in the nitrochroman series.",
author = "David Mitchell and Bowen, {Richard D.} and Jennings, {Keith R.} and Varmat, {Rajender S.} and George Kabalka",
year = "1987",
month = "12",
day = "1",
language = "English (US)",
pages = "1495--1498",
journal = "Journal of the Chemical Society, Perkin Transactions 2",
issn = "1470-1820",
publisher = "Royal Society of Chemistry",
number = "10",

}

TY - JOUR

T1 - Mass spectra of 3-nitro-2H-chromenes and 3-nitrochromans

AU - Mitchell, David

AU - Bowen, Richard D.

AU - Jennings, Keith R.

AU - Varmat, Rajender S.

AU - Kabalka, George

PY - 1987/12/1

Y1 - 1987/12/1

N2 - The 4kV, 70 eV electron impact mass spectra (e.i.-m.s.) of eight 2-aryl-3-nitro-2H-chromenes and ten 2aryl-3-nitrochromans of diverse functionality are reported and discussed. The peak due to the molecular ion is always appreciable and often intense in these spectra. Loss of NO2 from M+ is responsible for the base peak in the nitrochromene spectra. Incontrast, [M - HNO2]+ is more abundant than [M - NO2]+ in the spectra of the nitrochromans; furthermore, this unusual HNO2 loss persists even for metastable molecular ions. A diagnostically important ion, of nominal structure [ArCH2] + , accounts for the base peak in the chroman spectra; this ion, which defines the formula of the 2-aryl substituent, corresponds to elimination of benzofuran from [M - NO2]+. All the compounds studied exhibited [M]-* ions in their electron capture negative ion chemical ionisation (c.i.) spectra. Apart from [M]-* and the base peak at [M - NO2]-, few ions were of considerable abundance in these spectra, although [NO2]- ions were present in the nitrochroman series.

AB - The 4kV, 70 eV electron impact mass spectra (e.i.-m.s.) of eight 2-aryl-3-nitro-2H-chromenes and ten 2aryl-3-nitrochromans of diverse functionality are reported and discussed. The peak due to the molecular ion is always appreciable and often intense in these spectra. Loss of NO2 from M+ is responsible for the base peak in the nitrochromene spectra. Incontrast, [M - HNO2]+ is more abundant than [M - NO2]+ in the spectra of the nitrochromans; furthermore, this unusual HNO2 loss persists even for metastable molecular ions. A diagnostically important ion, of nominal structure [ArCH2] + , accounts for the base peak in the chroman spectra; this ion, which defines the formula of the 2-aryl substituent, corresponds to elimination of benzofuran from [M - NO2]+. All the compounds studied exhibited [M]-* ions in their electron capture negative ion chemical ionisation (c.i.) spectra. Apart from [M]-* and the base peak at [M - NO2]-, few ions were of considerable abundance in these spectra, although [NO2]- ions were present in the nitrochroman series.

UR - http://www.scopus.com/inward/record.url?scp=37049069976&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=37049069976&partnerID=8YFLogxK

M3 - Article

SP - 1495

EP - 1498

JO - Journal of the Chemical Society, Perkin Transactions 2

JF - Journal of the Chemical Society, Perkin Transactions 2

SN - 1470-1820

IS - 10

ER -