Nuclear Magnetic Resonance Spectra. Allylmagnesium Bromide1

The proton nuclear magnetic resonance (n.m.r.) spectrum of allylmagnesium bromide (I, Fig. 1) Fig. 1.-Proton magnetic resonance spectra of allylmagnesium bromide in diethyl ether solution (upper) and allylbenzene (lower). The spectra were taken with a Varian Associates High Resolution Spectrometer (V-4300) at 60 Mc. with a 12-inch magnet equipped with a Super-stabilizer. Chemical shifts are in C.P.S. from benzene (external reference) and were measured by the audio-oscillator sideband superposition method. The signals designated C_6H_(10) in the allylmagnesium spectrum are due to diallyl formed by coupling during preparation of the Grignard reagent, as verified by the spectrum of a sample to which diallyl had been added deliberately.