Abstract
The mass spectra of 35 tricyclic, diterpene resin acid methyl esters were examined. It was found that unsaturation substantially influenced the initial fragmentation. The carbomethoxy group is readily eliminated, with the positive charge usually being retained in the cyclic fragment. No significant differences were noticed among stereoisomers.
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References
Rowe, J.W. et al., “The Common and Systematic Nomenclature of Cyclic Diterpenes,” Forest Products Laboratory, USDA, Madison, Wisconsin, 1967, 57 p.
Bruun, H.H., and S. Gasland, Acta Acad. Aboensis Math Phys. 22:24 (1960).
Biemann, K., “Mass Spectrometry,” McGraw Hill, New York, 1962, p. 336.
Audier, H.E., S. Bory, M. Fetizon and N.T. Anh, Bull. Soc. Chim. France 1966:4002.
Genge, C.A., Anal. Chem. 31:1750 (1959).
Enzell, C.R., and R. Ryhage, Arkiv Kemi 23:367 (1965).
Enzell, C.R., and I. Wahlberg, Acta Chem. Scand. 23:871 (1969) andloc. cit.
Audier, H.E., S. Bory, G. Defaye, M. Fetizon and G. Moreau, Bull. Soc. Chim. France 1966:3181.
Herz, W., and R.H. Mirrington, J. Org. Chem. 30:3198 (1965).
ApSimon, J.W., P.V. Demarco and J. Lemke, Can. J. Chem. 43:2793 (1965).
Edwards, O.E., and R. Howe, Ibid. 37:760 (1959).
Church, R.F., and R.E. Ireland, J. Org. Chem. 28:17 (1963) andloc. cit.
Burgstahler, A.W., J.N. Marx and D.F. Zinkel, Ibid 34:1550, 3716 (1969).
Herz, W., and J.J. Schmid, Ibid. 34:3473 (1969).
Schuller, W.H., R.N. Moore and R.V. Lawrence, J. Amer. Chem. Soc. 82:1734 (1960).
Burgstahler, A.W., and L.R. Worden, Ibid. 86:96 (1964).
Herz, W., and H.J. Wahlborg, J. Org. Chem. 30:1881 (1965).
Dupont, G., R. Dulou, G. Ourisson and C. Thibault, Bull. Soc. Chim. France 1955:708.
Nestler, F.H.M., and D.F. Zinkel, Anal. Chem. 39:1118 (1967).
Desiderio, Jr., D.M., and T.E. Mead, Ibid. 40:2090 (1968).
McLafferty, F.W., “Interpretation of Mass Spectra,” W.A. Benjamin Inc., New York, 1966, p. 41.
Zinkel, D.F., J.W. Rowe, L.C. Zank, D.W. Gaddie and E.R. Ruckel, JAOCS 46:633 (1969).
Barber, M., and R.M. Elliott, “Proceedings of the 12th Annual Conference of Mass Spectrometry and Allied Topics,” Montreal, 1964, p. 150.
Enzell, C.R. and R. Rhyage, Arkiv Kemi 27:213 (1967).
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Chang, TL., Mead, T.E. & Zinkel, D.F. Mass spectra of diterpene resin acid methyl esters. J Am Oil Chem Soc 48, 455–461 (1971). https://doi.org/10.1007/BF02544660
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DOI: https://doi.org/10.1007/BF02544660