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Chapter 13
Alcohols, Phenols, and Ethers
67
Chemistry
Undergraduate 1
08/09/2006

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Term
HO-
Definition
hydroxyl group
Term
alcohols
Definition
the -OH group is attached to the aliphatic portion of the compound
Term
phenols
Definition
the -OH is attached to the aliphatic portion of a compound (not a benzene ring)
Term
ethers
Definition
the oxygen is attached to two carbon atoms
Term
alcohols are classified into what categories?
Definition
primary, secondary, tertiary
Term
alcohols with 1 to 12 carbons will be what state?
Definition
liquid
Term
why do alcohols have higher bp?
Definition
because of the hydrogen bonding of hydroxyl group
Term
one two and three carbon alcohols are
Definition
miscible in water
Term
alcohols with more than five carbons will have minimal
Definition
water solubility
Term
what has the greatest effect on boiling point?
Definition
intermolucular forces
Term
alkanes soluble or insoluble in water
Definition
insoluble
Term
for something to be soluble in water it must be able to form
Definition
hydrogen bondswith water or at least accept them
Term
water solubility rule of thumb, one O, N or F allows solubility of
Definition
3 to 4 carbons, attached to hydrogens
Term
if there are two or more -OH groups
Definition
greater solubility, and higher bp
Term
more hydrogen bonds, greater or less solubility?
Definition
greater
Term
the more hydrogen bonds the higher or lower the bp?
Definition
higher
Term
the less carbons you have the higher or lower the bp?
Definition
higher
Term
for reactions what four thing do you want to look at?
Definition
the reagents, the functional groups, carbons with functional groups attached and adjacent carbon atoms
Term
dehydration
Definition
the loss of a water molecule
Term
in dehydration the -OH and -H must be lost from
Definition
adjacent carbon atoms
Term
the first product in a reaction
Definition
predominates over the second (80/20)
Term
take the Hydrogen off the carbon with
Definition
the least number of hydrogens to begin with
Term
type of reaction that forms ether
Definition
condensation reaction
Term
oxidation
Definition
the gain of bonds or loss of bonds to Hydrogen
Term
carbonyl group
Definition
carbon must bond with hydrogen or carbon
Term
when oxidizing an organic compound
Definition
a H must also be attached to the c atom undergoing oxidation
Term
oxidation of primary alcohols give
Definition
carboxylic acid
Term
the oxidation of secondary alcohols gives
Definition
ketones
Term
the oxidation of a tetiary compound yields
Definition
no reaction
Term
alcohol plus sulfuric acid=
Definition
dehydration
Term
alcohol plus oxygen=
Definition
oxidation
Term
dehydration at a high temp gives
Definition
alkenes
Term
dehydration at a low temp gives
Definition
ether
Term
common alcohols
Definition
methanol, ethanol, prpanol, ethylene glycol and glycerol
Term
methanol is used to make
Definition
formaldehyde and MTBE
Term
ethanol is commonly called
Definition
grain alcohol
Term
isopropyl is used for a solvent for
Definition
medicines
Term
how many -OH groups does ethylene glycol have
Definition
two
Term
is ethylene glycol soluble in water
Definition
yes, miscible
Term
phenol is
Definition
hydroxybenzene
Term
cholorseptic is
Definition
one percent phenol
Term
which is more acidic alcohol or phenol?
Definition
phenol
Term
the ion resulting from the loss of hydrogen from an alcohol
Definition
alkoxide
Term
the ion resulting from the loss of hydrogen from phenol
Definition
phenoxide ion
Term
alcohols are about as acidic as
Definition
water
Term
ethers polar or nonpolar
Definition
polar
Term
are small ethers soluble in water
Definition
yes
Term
ehters can accept (blank) but cannot donate (blank)
Definition
hydrogen bonds, hydrogen for hydrogen bonds
Term
heterocyclic compound
Definition
something substituted in for carbon in a cyclic compound
Term
does the ether group take priority?
Definition
no
Term
are ehter polar
Definition
slightly
Term
is ether flammable
Definition
yes
Term
is ether very reactive?
Definition
no
Term
original anesthetic
Definition
diethyl ether
Term
two natural ether products
Definition
plant oils, and growth regualtors
Term
epoxicles
Definition
three membered rings, very reactive
Term
bond angles of epoxides
Definition
sixty degree
Term
thiols and disulfides contain
Definition
sulfur
Term
thiols are sulfur analogs of
Definition
alcohols
Term
also called
Definition
mercaptans
Term
to name add (blank) to the parent hydrocarbon
Definition
thiol
Term
what is crysteine?
Definition
amino acids
Term
crysteine can form
Definition
disulfide linkages
Term
disulfides formed by
Definition
triols when in the presence of a mild oxidizing agent
Term
disulfides are biologically important for
Definition
protein structure and stability
Term
heavy metals such as lead and mercury react with thiols to form
Definition
insoluble compounds
Term
polyfunctional compounds
Definition
biological molecules that have more than one functional groups
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