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Use the data below from an electron impact mass spectrum of a pure compound to d

ID: 954182 • Letter: U

Question

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

60                                         I wrote it is a 5 membered ring with double bond on two sides but it is incorrect

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

26      44

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

Data selected from the NIST WebBook, http://webbook.nist.gov/chemistry/ m/z Relative intensity 66 32 64 100 49 26 29 72 28 83 27

60                                         I wrote it is a 5 membered ring with double bond on two sides but it is incorrect

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

Data selected from the NIST WebBook, http://webbook.nist.gov/chemistry/ m/z Relative intensity 110 59 108 60 81 8 79 9 29 100 28 29 27 95

26      44

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

Data selected from the NIST WebBook, http://webbook.nist.gov/chemistry/ m/z Relative intensity 73 1.0 72 25 57 8 43 100 29 17

Explanation / Answer

(1) Interpretation of the given information:

m/z of M+ (molecular ion peak) = 64 (indicates molecular mass of the molecule is 64)

m/z = 66 indicates the M+2 due to isotope

Relative intensity of M+ and M+2 (i.e., 100:32), indicates the presence of Cl atom in the molecule. For Cl, M:M+2 is 3:1.

Peak at m/z = 29 is due to loss of Cl atom (Base peak is given by loss of halogen)

Peak at m/z = 49 is due to loss of -CH3

The structure of the molecule is CH3CH2Cl

(2) Interpretation of the given information:

m/z of M+ (molecular ion peak) = 108 (indicates molecular mass of the molecule is 108)

m/z = 110 indicates the M+2 peak due to isotope

Relative intensity of M+ and M+2 (i.e., 60:59), indicates the presence of Br atom in the molecule. For Br, relative intensity ratio M:M+2 is 1:1.

Peak at m/z = 29 is due to loss of Br atom (Base peak due to loss of halogen)

The structure of the molecule is CH3CH2Br (Ethyl bromide)

(3) Interpretation of the given information:

m/z of M+ (molecular ion peak) = 72 (indicates molecular mass of the molecule is 72)

m/z = 73 indicates the M+1 peak due to isotope

Relative intensity of M+ and M+1 (i.e., 25:1), indicates the M+1 peak is due to isotope of carbon.

Peak at m/z = 57 is due to loss of -CH3

Peak at m/z = 43 is due to loss of CH2 from the ion at m/z = 57 (This is the base peak)

Peak at m/z = 29 is due to further loss of -CH2

The structure of the molecule is CH3CH2CH2CH2CH3 (Pentane)