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Chapter 12: Q 14 P (page 385)

Question: Propose structures for compounds that fit the following mass-spectral data:

(a) A hydrocarbon with M+=132

(b) A hydrocarbon with M+=166

(c) A hydrocarbon with M+=84

Short Answer

Expert verified

Possible structures of molecule:

a)

C10H12

b)

C12H22

c)

C6H12

Step by step solution

01

Molecular mass

Molecular mass of a substance is the sum of atomic masses of all its atoms in a molecule.

02

Calculation of molecular formula

  • These molecules have only hydrogen and carbon.

  • Molecular mass of carbon is 12 and molecular mass of hydrogen is 1.

  • Sum of molecular mass of C and H is12+1=13

  • Now divide the given molecular mass by 13.

  • The quotient indicates the number of carbon and number of hydrogen is equal to the quotient plus the remainder.

03

Molecular formula of given molecules

(a) A hydrocarbon with molecular weight 132:

  • Given by: 13213=10213

  • This indicates that there are 10 carbon and 12 hydrogens.

  • So, the formula isC10H12




(b) A hydrocarbon with molecular weight 166:

  • Given by: 16613=121013

  • This indicates that there are 12 carbon and 22 hydrogen.

  • So, the formula is C12H22




Here one more structure is possible with formula C13H10.

(c) A hydrocarbon with molecular weight 84:

  • Given by: 8413=6613

  • This indicates that there are 10 carbon and 12 hydrogen.

  • So, the formula isC6H12




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Most popular questions from this chapter

The infrared spectrum of the compound with the mass spectrum shown below has a medium-intensity peak at about 1650cm-1. There is also a

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