This is not surprising since the proton is not only vinylic but it is also alpha to a carbonyl group.
Vinylic proton nmr.
Notice that the proton closest to the carbonyl group is at a higher chemical shift than the proton in cyclohexene 6 05 ppm for cyclohexenone vs.
Proton nuclear magnetic resonance proton nmr hydrogen 1 nmr or 1 h nmr is the application of nuclear magnetic resonance in nmr spectroscopy with respect to hydrogen 1 nuclei within the molecules of a substance in order to determine the structure of its molecules.
In samples where natural hydrogen h is used practically all the hydrogen consists of the isotope 1 h hydrogen 1.
Allylic proton vinylic proton d 4 92 d 4 88 d 5 68 h ch 2 ch 2 hh allylic protons internal vinylic proton terminal vinylic protons d 1 99 d 1 32 d 0 88 cca l lch 3 13 22 the d 1 2 1 5 region of the 300 mhz nmr spectrum of 1 chlorohexane given in fig.
Chemical shift d type of proton examples chemical shift in ppm comments.
A hydrogen atom bonded to an sp 2 carbon of an alkene.
0 8 1 5 ppm alkane c h.
1 h nmr chemical shifts.
A the chemical shifts of these protons vary in different solvents and with temperature and concentration table of carbon 13 chemical shifts.
Typical h nmr shift ranges.
Table showing proton chemical shifts.
The important points to note about the proton nmr of aromatic compounds are the approximate chemical shifts of such protons and the complex splitting pattern that is sometimes observed.
In other words frequencies for chemicals are measured for a 1 h or 13 c nucleus of a sample from the 1 h or 13 c resonance of tms.
You are advised not to spend too long trying to understand why the signal for an aryl proton is found downfield from the signal for a vinylic proton.
13 12 is complex and not first order.
Table of characteristic proton nmr shifts type of proton type of compound chemical shift range ppm rch 3 1 aliphatic 0 9 r 2 ch 2 2 aliphatic 1 3 r 3 ch 3 aliphatic 1 5 c c h vinylic 4 6 5 9 c c h vinylic conjugated 5 5 7 5 c c h acetylenic 2 3 ar h aromatic 6 8 5 ar c h benzylic 2 2 3 c c ch 3 allylic 1 7 hc f.
This is a general trend add approximately 0 2 0 4 ppm for each additional alkyl group.
Tetramethylsilan tms ch 3 4 si is generally used for standard to determine chemical shift of compounds.
Chemical shift is associated with the larmor frequency of a nuclear spin to its chemical environment.
None of the other hydrogens are vinylic.
The greater the substitution on the carbon bearing the hydrogen the further downfield higher frequency the resonance occurs.
Assuming you could synthesize the needed com.