Determine the Lewis Structures for two compounds (X and Y) given the information

Question

Determine the Lewis Structures for two compounds (X and Y) given the information below: Compound X contains only carbon, hydrogen, and oxygen. It is heated in a 1.00 liter flask to 160.°C and 1.00 atm until all of it has vaporized and fills the container completely. The flask is then cooled and found to contain 2.48 grams of compound X remaining When 0.500 grams of compound X is burned in the presence of oxygen, 0.409 grams of water and 1.00 grams of CO2 are produced Compound X is not acidic, but it can be reacted in the presence of an acid or base to form compound Y, which is a weak monoprotic acid. A 1.000 gram sample of compound Y is neutralized with 33.3 mL of 0.500 M sodium hydroxide. Answers Compound X Compound Y

Explanation / Answer

1) using ideal gas equation PV = nRT

P= 1.0atm

V = 1.0L

R= 0.0821L.atm/mol.K

T= 160C = 433 K

and number of moles n = (mass/molar mass)

= 2.48g/M

Substituting and calculating molar mass

Molar mass M = 88.05g/mol

2)

calculation of empirical formula

% of Hydrogen = [0.409/0.5] x (2/18) x100

= 9.088

% of carbon = [1.0/0.5] x(12/44) x100

=54.5454

thus % of oxygen = 100-(9.088+54.5454)

= 36.3657

element C H O

percentage 54.5454 9.0888 36.3657

matomic mass 12 1 16

moles 4.5454 9.0888 2.272

ratio of moles 2 4 1

Thus empirical formula = C2H4O

3) calculation of molecular formula

molecular formula = [empirical formular]n

where n = molar mass/ empirical formula mass

= 88.05/44= 2

Thus moelcular formula = [C2H4O]2

= C4H8O2

4) compound X with molecular formula C4H8O2 is not an acid , but reacts with either acid or base to give compound Y which is a monobasic acid.

Thus compound Y can be an ester.

It can be CH3COOC2H5 or C2H5COOCH3 or HCOOC3H7

5) Now

moles of acid = moles of base on neutralization

Thus

1.0g /molar mass of acid = 33.3x 10-3 L x 0.5

Thus molar mass of acid = 60.06 g/mol

The molar mass corresponds to acetic acid CH3COOH.

Thus the formula of compound X is CH3COOCH2CH3

and compound Y is CH3COOH

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