2- Pentanone mass spectrum

In the mass spectrum of 4-methyl-2-pentanone a McLafferty rearrangement and two other major fragmentation pathways occur. Propose reasonable structures for these fragment ions and specify the m/z value for each. 

Draw the structure for the radical cation formed from 3-pentanone in the mass spectrum. (Put the radical and positive charge on appropriate atoms.) Draw the daughter ion resulting from cleavage of the X-C bond and also from the C -C bond, where X = C=0. 

You have two bottles (A and B), but the labels have fallen off and blown away. You know that one is 3-pentanone and the other is methyl butanoate. You take a mass spectrum and an infrared spectrum of each to help determine their identity. Describe how you would distinguish A and B. 

The product of the reaction between the Grignard reagent of cyclobutyl bromide and 3-pentanone is an alcohol. Draw it. Are there distinguishing features in the proton NMR What features in the proton NMR might suggest a four-membered ring Can structural information be obtained from the mass spectrum ... 

A Grignard reaction between 3-pentanone and phenylmagnesium bromide leads to a tertiary alcohol after hydrolysis. Draw the structure of this product and predict features of the IR spectrum, proton and carbon NMR spectra, and mass spectrum that will allow you to identify it. 

The mass spectra of 3-methyl-2-pentanone and 4-mefhyl-2-pentanone are as follows. Explain which spectrum goes with which compound. What is the structure of the ion responsible for the peak at m/z 43 in each spectrum ... 

---