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Example Questions
Example Question #1 : Intermolecular Forces
Which intermolecular force accounts for the fact that alcohols have higher boiling points than alkanes?
Hydrogen bonding
Ionic bonding
None; alkanes have higher boiling points than alcohols.
Covalent bonding
van der Waals forces
Hydrogen bonding
Hydrogen bonding occurs when the hydrogen atom attached to an electronegative atom of one molecule (in an alcohol, this electronegative atom is oxygen) becomes attracted to an electronegative atom of a different molecule (either oxygen, nitrogen, or fluorine). This attractive force is so strong that it significantly increases the boiling point of the alcohol.
Example Question #131 : Organic Chemistry, Biochemistry, And Metabolism
Under normal circumstances, which of the following carbons will be sp3 hybridized?
Free radical carbon
Carbon involved in a double bond
Carbocation
Carbanion
Carbanion
Carbanions are usually sp3 hybridized. Free radical carbons, carbocations, and double bonded carbons are all sp2 hybridized.
Example Question #1 : Covalent Bonds And Hybrid Orbitals
Among the most important pH buffer systems in humans is the bicarbonate buffer, which keeps the blood at a remarkably precise 7.42 pH. The bicarbonate buffer system uses a series of important compounds and enzymes to make the system function. Figure 1 depicts the key reactions that take place.
The activity of this buffer system is mainly controlled by the renal and respiratory systems. The renal system excretes bicarbonate in the urine, while the respiratory system “blows off” carbon dioxide as needed. By balancing these two systems as needed, blood pH is maintained in such a narrow range.
The bond that is present between the carbon atom and the carbonyl oxygen atom in carbonc acid is best described as having which of the following?
Two bonds with half pi character and half sigma chacter
Two sigma bonds
One pi bond, one sigma bond
Resonance only when the acid is protonated
Two pi bonds
One pi bond, one sigma bond
The bond in question is a double bond, and thus is composed of one sigma and one pi bond.
Example Question #2 : Covalent Bonds And Hybrid Orbitals
How many pi bonds are present in benzylamine?
Eight
Seventeen
Four
Three
Three
Benzylamine consists of a benzene ring with a -CH2NH2 substituent. The benzene ring contains three double bonds, and the substituent has none.
Each bond in a compound represents a sigma bond. Each additional bond represents a pi bond; thus, double binds result from one sigma and one pi bond, and triple bonds from one sigma and two pi bonds. In benzylamine, there are three double bonds and seventeen total bonds, three of which are double bonds. The compound will have a total of seventeen sigma bonds and three pi bonds.
Example Question #131 : Organic Chemistry, Biochemistry, And Metabolism
Compound A has a molecular formula of . After treatment of compound A with hydrogen in the presence of a palladium and a carbon catalyst, a new compound is formed with a molecular formula of . How many rings does compound A have?
Five
Two
Four
Zero
One
Two
Recall the formula for degrees of unsaturation as the sum of the number of pi bonds and the number of rings. This value is equivalent to the below formula.
C is the number of carbons, H is the number of hydrogens, X is the number of halogens, and N is the number of nitrogens. Using this formula, compound A has four degrees of unsaturation, while the product only has two.
The reaction described is a hydrogenation reaction, which will reduce double bonds. The reaction saturates two pi bonds of compound A, meaning the remaining degrees of unsaturation in that compound have to come from two rings. Essentially, due to the reaction given, we know that the product contains no double bonds but still has two degrees of unsaturation. These unsaturation points must correspond to rings.
Example Question #132 : Organic Chemistry, Biochemistry, And Metabolism
How many bonds are present in this molecule?
Four sigma bonds and two pi bonds
Five sigma bonds and one pi bond
Three sigma bonds and three pi bonds
Five sigma bonds and two pi bonds
Four sigma bonds and one pi bond
Five sigma bonds and one pi bond
The molecule has four single bonds and one double bond.
The first carbon forms two single bonds with the two hydrogen atoms, and a double bond to the second carbon. The second carbon has single bonds with the third hydrogen and the chlorine atom. In total, each carbon has two single bonds and one double bond (to each other), for a total of four single bonds and one double bond.
Each single bond contains one sigma bond and zero pi bonds. Each double bond contains one sigma bond and one pi bond. This molecule has five sigma bonds, and one pi bond.
Example Question #4 : Covalent Bonds And Hybrid Orbitals
Which of the following compounds has five degrees of unsaturation?
Compounds A and C
Compound C
Compound A
Compounds A, B, and C
Compounds B and C
Compounds A and C
A degree of unsaturation results from either a ring or a double bond. In the case of a benzene ring or phenyl substituent, four degrees of unsaturation are present: the ring itself and the three included double bonds.
Compounds A, B, and C all possess a benzene ring, but compounds A and C also have one additional degree of unsaturation. Compound A contains a carbon-oxygen double bond in the ketone group and compound C contains a carbon-carbon double bond in the alkene group. In addition to the four degrees from the ring, these additions bring their total degrees of unsaturation to five. Compound B has no additional double bond, and therefore has four degrees of unsaturation.
Example Question #2 : Bonds And Forces
The degree of unsaturation for ephedrine (shown below) is __________.
The degree of unsaturation is equal to the number of rings plus the number of pi bonds in a molecule. Ephedrine has one ring and three pi bonds, so its degree of unsaturation is four.
To arrive at this answer, one could also use the formula below, where is the number of carbon atoms, is the number of hydrogen atoms, is the number of halogen atoms, and is the number of nitrogen atoms.
For ephedrine, , , , and .
Example Question #32 : Molecular Properties
Which compound(s) shown above is(are) aromatic?
A and C
A, B, and C
A
D
A
For a compound to be considered aromatic, it must be flat, cyclic, and conjugated and it must obey Huckel's rule. Huckel's rule states that an aromatic compound must have pi electrons in the overlapping p orbitals in order to be aromatic (n in this formula represents any integer). Only compounds with 2, 6, 10, 14, . . . pi electrons can be considered aromatic. Compound A has 6 pi electrons, compound B has 4, and compound C has 8. This eliminates answers B and C. Answer D is not cyclic, and therefore cannot be aromatic. The only aromatic compound is answer choice A, which you should recognize as benzene.
Example Question #133 : Organic Chemistry, Biochemistry, And Metabolism
How many -bonds are in one molecule of acetic acid?
Seven
Two
Six
Three
Twelve
Seven
Acetic acid has the formula . This compound is common enough that the IUPAC name will rarely be given, and you will need to recognize it by common name alone.
Whenever two atoms are directly bonded to one another, a -bond is formed. Even when there is a double or triple bond between two atoms, there is still one -bond between the two atoms. In acetic acid, there are seven bonds between atoms. Even though the carbonyl carbon has a double bond, there is still a -bond between the carbon and oxygen. As a result, there are seven total -bonds in a molecule of acetic acid.
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