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Molecmod Lab

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Molecular Model Building

Name Date Class Period

Introduction
A group of atoms held together by covalent bonds is called a molecule. Although we represent molecules on paper as being two-
dimensional for convenience, they are actually three-dimensional. By building molecular models, chemists come to understand
the bonding, shapes, and polarity of even the most complex molecules. A molecule can be represented on paper by either a
molecular or a structural formula. A molecular formula indicates the number and kind of each atom present in a molecule. Some
familiar molecular formulas are shown below.

NH3 CH4
The molecular formulas do not provide any information concerning the actual arrangement of atoms in a molecule. Such
information is given by structural formulas such as the following.

These structural formulas are two dimensional. The angles shown are not true to the shape of the molecule. Structural formulas
can be made to convey more information by using the following symbolism.

Using this symbolism, the structural formulas shown above can be redrawn in the following fashion.

H H
N

H H C
H
H H

Model Building Page 1


In this experiment, you will construct three-dimensional models to help you visualize the shapes of molecules.
You will use ball-and-stick type models, in which colored plastic balls represent atoms and short plastic connectors
represent the bonds. Double and triple bonds are represented by thin flexible connectors and thick in-flexible
connectors serve as single bonds. The plastic balls have holes molded into them to accept the connectors. The
number of holes in the ball represents the maximum number of bonds that a given atom can have. The balls are color-
coded so that atoms of different elements can be distinguished. A typical system is shown in the table below.

Atom Symbol Color Number of Holes


Hydrogen H White 1

Carbon C Black 4

Oxygen O Red 2

Nitrogen N Blue 3

Chlorine (Halogens) Cl Green 1

Sulfur S Yellow 2 or 6

VSEPR Theory
In reality, molecules exist in three dimensions. The Valence-Shell Electron-Pair Repulsion theory, or VSEPR
theory, explains and predicts these three dimensional shapes. The theory states that because electron pairs repel (both
have negative charge), molecules adjust their shapes so that the valence-electron pairs are as far apart as possible.
There are several basic shapes that are then developed by small molecules (no more than several atoms) and these
basic shapes are shown below. As you build the molecules in this lab activity, you may refer to these diagrams to
assist you in identifying the shape of each molecule made.

Model Building Page 2


Name Formula Structural Shape (name)
representation
(As shown on page 1)

1) hydrogen (molecular) H2

2) water H2O

3) methane CH4

4) chlorine (molecular) Cl2

5) ammonia NH3

6) nitrogen (molecular) N2

7) ethyne C2H2

8) phosphorus pentachloride PCl5

Model Building Page 3


9) dichloromethane CH2Cl2

10) 1-propanol C3H7OH

11) carbon dioxide CO2

12) methanol CH3OH This molecule is more complex than


the basic shapes shown in these lab instructions

13) hydrogen peroxide H2O2

14) oxygen (molecular) O2

15) hydrogen sulfide H2S

Model Building Page 4


16) ethene C2H4 This molecule is more complex than
the basic shapes shown in these lab instructions

17) propane C3H8 This molecule is more complex than


the basic shapes shown in these lab instructions

18) propene C3H4 This molecule is more complex than


the basic shapes shown in these lab instructions

19) ethanol C2H5OH This molecule is more complex than


the basic shapes shown in these lab instructions

20) methylamine CH3NH2 This molecule is more complex than


the basic shapes shown in these lab instructions

21) sulfur hexafluoride SF6

22) ethanoic acid CH3COOH This molecule is more complex than


the basic shapes shown in these lab instructions

Model Building Page 5


Isomerism
Structural isomerism
23) Construct a model of butane, C4H10. Draw a sketch of this molecule. Can you construct a model of a different
molecule having the same molecular formula as butane? Structural isomers are two or more chemical compounds
with the same chemical formulae but different structural formulae or different spatial arrangements of atoms. The
different forms are known as isomers. This type of structural isomer differs in the location of a functional group.
The functional group that is switched around in this molecule is a -CH3 called a “methyl group.”

Draw both structures

n-butane (normal butane) Iso-butane

Straight chain molecule Branched chain molecule

24) Another type of structural isomer results in compounds with different types of functional groups. Construct a
model of ethanol, C2H5OH (see number 19 in this lab). Then, construct a model of dimethyl ether, CH3OCH3.
Draw them each below and compare the number of carbons, hydrogens, and oxygens in each.

Draw both structures

ethanol dimethyl ether

Number of C=_______; H=_______; O=_______ Number of C=_______; H=_______; O=_______

These isomers have different physical and chemical properties. Structural isomers play a very important role in
organic chemistry.

Model Building Page 6


Stereoisomerism (Two Types)
Optical Isomerism: Construct a model of bromochlorofluoromethane, CHBrClF. Use a different color ball for
each halogen. Sketch the compound. Construct an isomer of this compound keeping carbon at the center (a different
arrangement of the same atoms)? Hint: Is your left hand identical to your right? Keeping your first model, make
another one that matches it.
25) bromochlorofluoromethane CHBrClF Draw both sets of structures

Optical Isomers Matching molecules


These two compounds have the same molecular formula, CHBrClF, but they are different from each other in the
way that a left hand is different from a right hand. The compounds are mirror-images of each other and have no plane
of symmetry. They are also called chiral molecules – having a central carbon attached to four different groups. The
phenomenon of “handedness” is especially important in biochemistry.

Cis-trans isomerism is another type of stereoisomerism. This occurs when there is restricted rotation about a bond
between two atoms. Groups attached to each atom may be on the same side of the bond (the cis isomer) or opposite
sides (the trans isomer). Cis-trans isomerism also occurs in some inorganic complex compounds, when two groups
may be at adjacent (cis) or opposite (trans) positions.
26) Construct a model of cis-1,2-dichloroethane and another model of trans-1,2-dichloroethane. Both molecules
have the formula C2H2Cl2.
HINT: the carbons are bonded to each other, and each carbon is bonded to one hydrogen and one chlorine.
Draw both structures

Model Building Page 7

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