Department of Chemistry
University of Southern Maine
Syllabus and Schedule (pdf)
Quizzes and Worksheets
Chulilla, Spain
Tuesday, January 20, 2026
Saturated hydrocarbons: cleavage at branch points.
MS 2,2-dimethylpentane (URL: https://webbook.nist.gov/cgi/cbook.cgi?ID=C590352&Mask=200 accessed 1/21/2026).
Heteroatoms: homolytic cleavage alpha to heteroatom.
MS N,N-dimethylpropylamine (URL: https://webbook.nist.gov/cgi/cbook.cgi?ID=C926636&Mask=200 accessed 1/21/2026).
Carbonyls: Cleavage alpha to the carbonyl.
MS N,N-dimethylpropylamine (URL: https://webbook.nist.gov/cgi/cbook.cgi?ID=C926636&Mask=200 accessed 1/21/2026).
Heterolytic cleavage may occur alpha to heteroatom.
MS diethyl ether (URL: https://sdbs.db.aist.go.jp/MsSpectralView.aspx?fname=MS201405055CW&sdbsno=2150 accessed 1/22/2026).
Cyclohexene derivatives may undergo a retro Diels-Alder reaction.
MS cyclohexene (URL: https://sdbs.db.aist.go.jp/MsSpectralView.aspx?fname=MSNW3187&sdbsno=569 accessed 1/22/2026.)
McLafferty rearrangement.
MS 2-hexanone (URL: https://sdbs.db.aist.go.jp/MsSpectralView.aspx?fname=MSNW0937&sdbsno=1908 accessed 1/22/2026.