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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)

$C_{10} H_{12}$

b)

$C_{12} H_{22}$

c)

$C_{6} H_{12}$

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 is $12 + 1 = 13$
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: $\frac{132}{13} = 10 \frac{2}{13}$
This indicates that there are 10 carbon and 12 hydrogens.
So, the formula is $C_{10} H_{12}$

(b) A hydrocarbon with molecular weight 166:

Given by: $\frac{166}{13} = 12 \frac{10}{13}$
This indicates that there are 12 carbon and 22 hydrogen.
So, the formula is $C_{12} H_{22}$

Here one more structure is possible with formula $C_{13} H_{10}$ .

(c) A hydrocarbon with molecular weight 84:

Given by: $\frac{84}{13} = 6 \frac{6}{13}$
This indicates that there are 10 carbon and 12 hydrogen.
So, the formula is $C_{6} H_{12}$

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Most popular questions from this chapter

Which is stronger, the C=O bond in an ester () or the C=O bond in a saturated ketone ()? Explain

At what approximate positions might the following compounds showIR absorptions?

Question: Where might the following compound have IR absorptions?

Question: At what approximate positions might the following compounds show

IR absorptions?

(A)

(b)

(c)

(d)

(e)

Name the following alkynes, and predict the products of their reaction

With:

(1) $H_{2}$ in the presence of a Lindlar’s catalyst

(2) $H_{3} O^{+}$ in the presence of $H_{2} {SO}_{4}$

See all solutions

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