Naming epoxides Alkene oxide, from usual synthesis method H peroxybenzoic acid co cyclohexene oxide H Epoxy attachment to parent compound 1, 2-epoxy-cyclohexane Oxirane as parent, oxygen number 1 H CH trans-2-ethyl-3-methyloxirane CH3 CH2 Chapter 14
Chapter 14 11 Naming Epoxides • Epoxy attachment to parent compound, 1,2-epoxy-cyclohexane • Alkene oxide, from usual synthesis method peroxybenzoic acid O H H cyclohexene oxide • Oxirane as parent, oxygen number 1 trans-2-ethyl-3-methyloxirane O H H CH3 CH3CH2 =>
Spectroscopy of Ethers R: Compound contains oxygen, but O-H and c=o stretches are absent MS: a-cleavage to form oxonium ion or loss of either alkyl group NMR: 13C-0 signal between 865-890 H-C-O signal between 83.5-84 => Chapter 14 12
Chapter 14 12 Spectroscopy of Ethers • IR: Compound contains oxygen, but O-H and C=O stretches are absent. • MS: -cleavage to form oxonium ion, or loss of either alkyl group. • NMR: 13C-O signal between 65 - 90, 1H-C-O signal between 3.5 - 4. =>