Organic chemistry I
Empirical Formula

The empirical formula of a compound is the simplest possible ratio the atoms of the compound can be expressed. It doesn't tell the exact amount of atoms present in the compound.

Molecular formula

The molecular formula of a compound is the actual ratio of moles of atoms in the compound. It is the actual formula of the compound.

The relationship between Empirical formula and Molecular formula is: $$ (E.F)_n = \text{Molar mass} $$ $$ (E.F)_n = M.F $$ $$ n = \text{number of moles} $$ $$ \text{also, R.M.M} = 2 × V.D $$ $$ \text{where, V.D = vapor density} $$ $$\text{R.M.M = Relative molecular mass} $$

Structural Formula

The structural formula of a compound is the actual arrangement of atoms that constitute the molecule of the compound. It shows the functional group and bonding of the atoms

Examples

Example 1: An organic compound with relative molecular mass 136 contains 70.75% carbon, 5.09% hydrogen and 23.55% oxygen. Determine its

  1. Empirical formula
  2. Molecular formula
  3. (H = 1, C = 12, O = 16)

Solution

Symbols C H O
Write the mass % 70.75 5.09 23.55
Divide by atomic mass to get mole ratio $$ \frac{70.75}{12} $$ $$= 5.90 $$ $$ \frac{5.09}{1} $$ $$ = 5.09 $$ $$ \frac{23.55}{16} $$ $$ = 1.47 $$
Divide by the smallest mole $$ \frac{5.90}{1.47} $$ $$ = 4 $$ $$ \frac{5.09}{1.47} $$ $$ = 3.5 $$ Express this in fraction because of the decimal part $$ \frac{7}{2} $$ $$ \frac{1.47}{1.47} $$ $$ = 1 $$
Since the mole ratio can't be easily rounded up to a whole number, multiply through by the the den. $$ 4 × 2 $$ $$= 8 $$ $$ 2 × \frac{7}{2} $$ $$ = 7 $$ $$ 2 × 1 $$ $$ = 2 $$

The Empirical formula is then expressed using the final ratio $$ E.F = C_8H_7O_2 $$

  1. $$ (E.F)_n = \text{Molar mass} $$
  2. $$(C_8H_7O_2)_n = 136 $$ $$ (12 × 8) + (7) + (16 × 2)n = 136 $$ $$ 135n = 136 $$ $$ n = \frac{136}{135} $$ $$ n = 1 $$ $$ M.F = {E.F}_n $$ $$ M.F = (C_8H_7O_2)_1 $$ $$ M.F = C_8H_7O_2 $$ The molecular formula = \( C_8H_7O_2 \)

Example 2: A compound contains 40.0% carbon, 6.7% hydrogen and 53.3% oxygen. Determine its molecular formula if it's molar mass is 180 [H = 1, C = 12, O = 16]

Solution

Symbols C H O
% of the elements 40 6.7 53.3
divide by the atomic mass to get moles $$ \frac{40}{12}$$ $$ = 3.33 $$ $$ \frac{6.7}{1}$$ $$ = 6.7 $$ $$ \frac{53.3}{16} $$ $$ = 3.33 $$
Divide each by Smallest mole $$ \frac{3.33}{3.33} $$ $$ = 1 $$ $$ \frac{6.7}{3.33} $$ $$ = 2 $$ $$ \frac{3.33}{3.33} $$ $$ = 1 $$

The empirical formula = \( CH_2O \)
To derive the molecular formula; $$ (E.f)_n = \text{Molar mass} $$ $$ (CH_2O)n = 180 $$ $$ [(12 + (1 × 2) + 16)n = 180 $$ $$ 36n = 180 $$ $$ n = \frac{180}{36} $$ $$ n = 6 $$ $$ M.F = (E.F)_n $$ The molecular formula = \( C_6H_{12}O_6 \)


Example 3: A hydrocarbon Z with molecular mass 78 on combustion gave 3.385g of CO2 and 0.692g of H2O. Determine the molecular formula of Z. [H = 1, C = 12, O = 16]

Solution

The combustion of an hydrocarbon produces CO2 and H2O $$ Z + O_2 ——> CO_2 + H_2O $$ To express the molecular formula we need to find the masses of the elements that make up Z which is hydrogen and carbon (Hydrocarbon) $$ \text{For carbon, C} $$ $$ C + O_2 ———> CO_2 $$ Relating masses $$ 12g = 44g $$ $$ x = 3.385g $$ $$\text{mass of carbon} = \frac{12 × 3.385}{44} $$ $$ \text{mass of carbon} = 0.923g $$ Doing same for hydrogen $$ \text{mass of hydrogen} = \frac{2 × 0.692}{18} $$ $$ \text{mass of Hydrogen} = 0.077g $$ Now derive the empirical formula
Symbols C H
reacting mass 0.923 0.077
divide by atomic mass $$ \frac{0.923}{12} $$ $$ = 0.077 $$ $$ \frac{0.077}{0.077} $$ $$ = 0.077 $$
Divide by smallest mole $$ \frac{0.077}{0.077} $$ $$ = 1 $$ $$ \frac{0.077}{0.077} $$ $$ = 1 $$

The Empirical formula = \( CH \)
To get the molecular formula $$ (CH)n = \text{molar mass} $$ $$ (12 + 1)n = 78 $$ $$ 13n = 78 $$ $$ n = \frac{78}{13} $$ $$ M.F = (CH)_6 $$ The molecular formula = \( C_6H_6 \)


Example 4: Determine the molecular formula of an alkane whose vapor density is 15 (H = 1, C = 12)

Solution

An alkane is a hydrocarbon which has a general molecular \( C_nH_{2n+2} \)
Let the empirical formula of the hydrocarbon be CH $$ (CH)_n = 2 × VD $$ $$ 13n = 30 $$ $$ n = 2 $$ Substituting the value for n in the general formula
The molecular formula = \( C_2H_6 \)


Example 5: What is the empirical formula of a hydrocarbon containing 0.08 moles of carbon and 0.32 moles of hydrogen?

Solution

The empirical can be expressed by dividing by the smallest mole
Symbols C H
Reacting moles 0.08 0.32
Divide by smallest mole $$ \frac{0.08}{0.08} $$ $$ \frac{0.32}{0.08} $$
= 1 = 4

Empirical formula = \( {CH}_4 \)

Example 6: A compound contains 52.2% C, 13.1% H and oxygen only. The vapour density of the compound is 23. Determine:

  1. Its empirical formula;
  2. its molecular formula
  3. (H = 1.0, C = 12.0, O = 16.0)
  4. The compound reacts with sodium metal to produce hydrogen gas and when warmed with acidified KMnO₄ gives a solution that turns from purple to colourless. It also forms a sweet-smelling liquid when heated with ethanoic acid in the presence of concentrated H₂SO₄. Name the functional group present in the compound.
  5. Draw the structural formula of the compound. (WAEC)

Solution

(i) Find empirical formula
Assume 100 g of compound → percentages become masses:
For oxygen = 100 - (52.2 + 13.1)
= 34.7g

Symbols C H O
Reacting masses 52.2 13.1 34.7
divide by atomic masses $$\frac{52.2}{12} $$ $$ = 4.35 $$ $$ \frac{13.1}{1} $$ $$ = 13.1 $$ $$\dfrac{34.7}{16} $$ $$ = 2.17 $$
Divide by smallest mole $$ \frac{4.35}{2.17} $$ $$ = 2 $$ $$ \frac{13.1}{2.17} $$ $$ = 6 $$ $$\dfrac{2.17}{2.17}$$ $$ = 1 $$

Therefore the empirical formula is C2H6O.

(ii) Determine molecular formula
$$ (E.f)_n = \text{molar mass} $$ $$ \text{ But, Molar mass }= 2 × VD $$ $$ = 2 × 23 = 46 \text{ g/mol} $$ $$ (C_2H_6O)n = 46 $$ $$ (12 × 2 + 1 × 6 + 16)n = 46 $$ $$ 46n = 46 $$ $$ n = 1 $$ $$ M.F = (E.F)_n $$ $$ M.F = (C_2H_6O)_1 $$ $$ \text{ Molecular formula} = C_2H_6O $$

(iii) Identify functional group and structure from chemical behaviour
Observations given:
• Reacts with sodium metal to produce H₂ → indicates presence of an –OH (alcohol) group (R–OH reacts with Na → R–O⁻Na⁺ + H₂).
• Warmed with acidified KMnO₄, solution turns from purple to colourless → compound is oxidizable (primary or secondary alcohol or an alkene).
• When heated with ethanoic acid in presence of conc. H₂SO₄ forms a sweet-smelling liquid → this is esterification (alcohol + carboxylic acid → ester, sweet smell).
These three facts point to the compound being an alcohol.

Since formula is C2H6O and the alcohol functional group is present, the compound is ethanol, with structural formula:
CH3–CH2–OH (or in condensed form: C2H5OH).

(iii) Functional group: Hydroxyl group (–OH) — Alcohol.
(iv) Structural formula :

    H   H
    |   |
  H–C – C–O–H
    |   |
    H   H
  CH3–CH2–OH

Example 7: An organic compound of relative molecular mass 46, on analysis was found to contain 52.0% carbon, 13.3% hydrogen and 34.7% oxygen. Determine its

  1. Empirical formula
  2. Molecular formula
  3. Draw two possible structures of the compound and name one of them
    ( C = 12.0, H = 1.0, O = 16.0)
    (WAEC )

Solution

Symbols C H O
Reacting masses 52.2 13.1 34.7
divide by atomic masses $$\frac{52.2}{12} $$ $$ = 4.35 $$ $$ \frac{13.1}{1} $$ $$ = 13.1 $$ $$\dfrac{34.7}{16} $$ $$ = 2.17 $$
Divide by smallest mole $$ \frac{4.35}{2.17} $$ $$ = 2 $$ $$ \frac{13.1}{2.17} $$ $$ = 6 $$ $$\dfrac{2.17}{2.17}$$ $$ = 1 $$

Therefore the empirical formula is C2H6O.

(ii) Determine molecular formula
$$ (E.f)_n = \text{molar mass} $$ $$ \text{ But, Molar mass }= 2 × VD $$ $$ = 2 × 23 = 46 \text{ g/mol} $$ $$ (C_2H_6O)n = 46 $$ $$ (12 × 2 + 1 × 6 + 16)n = 46 $$ $$ 46n = 46 $$ $$ n = 1 $$ $$ M.F = (E.F)_n $$ $$ M.F = (C_2H_6O)_1 $$ $$ \text{ Molecular formula} = C_2H_6O $$

(III) Two possible structures (isomers) and name one
From C2H6O there are two common constitutional isomers:

a. Ethanol (an alcohol)

    H   H
    |   |
H - C - C - O - H
    |   |
    H   H

Ethanol (ethyl alcohol)
Functional group: –OH (hydroxyl)

b. Methoxymethane (Dimethyl ether)

    H       H
    |       |
H - C - O - C - H
    |       |
    H       H

Methoxymethane (dimethyl ether)
Functional group: –O– (ether)

Relationship: These two compounds are functional group isomers (same molecular formula but different functional groups).

Will they possess the same chemical properties?
No — they will have different chemical behaviours because they contain different functional groups. For example: ethanol reacts with sodium metal to give H2, is oxidisable by acidified KMnO4, and forms esters on reaction with carboxylic acids; dimethyl ether does not show those alcohol-specific reactions and has quite different physical properties (lower boiling point, different solubility).

Advanced Empirical & Molecular Formula Calculator

Tip: Use standard symbols (C, H, O, N, S, Cl, Br, etc.)

Table mode:
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Summary