Chapter 10 Flashcards
Alcohol
A hydroxyl group bonded to an sp^3 hybridized carbon
How are alcohols classified?
As primary secondary or tertiary, depending on whether the hydroxyl group is bonded to a primary, secondary, or tertiary carbon.
How are IUPAC names of alcohols derived?
By changing the suffix of the parent chain from -e to -ol
How are the carbon chains of alcohols numbered?
From the direction that gives the carbon bearing the hydroxyl group the lower number.
How are compounds containing other functional groups that take higher precedence named?
The presence of the hydroxyl group is indicated by the prefix hydroxy-
How is the oxygen atom of an alcohol hybridized?
sp^3 (remember the unshared electron pairs)
___ sp^3 hybrid orbitals of oxygen form __ bonds to atoms of carbon and hydrogen, and the remaining ___ sp^3 hybrid orbitals each contain an unshared pair of electrons
Two, sigma, two
What is the parent alkane for an alcohol?
The longest chain of carbon atoms containing the -OH group.
To show the compound is an alcohol:
change the suffix-e to -ol and use a number to show the location of the -OH group
The location of the -OH group takes precedence over __________ in numbering the parent chain.
alkyl groups and halogen atoms
For cyclic alcohols, numbering begins with the carbon:
containing the -OH group
Should the number location of the -OH group be stated in cyclic alcohols?
No
In complex alcohols, the number for the hydroxyl group is often:
placed between the infix and the suffix
Diol
A compound containing two hydroxyl groups
Triol
A compound containing three hydroxyl groups
In IUPAC names for diols, triols, and so on, the ___ of the parent alkane name is retained.
final -e
Glycols
Compounds containing hydroxyl groups on adjacent carbons
Unsaturated alcohols
Compounds containing -OH and C=C groups
Alcohols are ______ compounds with oxygen bearing a partial _______ charge and both the carbon and the hydroxyl hydrogen bearing partial ______ charges.
polar, negative, positive
Hydrogen bonds
Relatively strong attractive interactions between a hydrogen atom bonded to an atom of high electronegativity, usually O or N, and a lone pair of electrons on a highly electronegative element, again, usually O or N.
The boiling points of alcohols are _____ than those of hydrocarbons of comparable molecular weight. Why?
higher
Because of the intermolecular association of hydrogen bonding
The boiling points of alcohols ______ with increasing molecular weight. Why?
increase
Because of increased dispersion forces
Alcohols are ____ soluble in water than hydrocarbons of comparable molecular weight. Why?
more
Alcohols interact with water by hydrogen bonding
What intermolecular forces do alcohols contain?
LDF, dipole-dipole, and hydrogen bonding