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ALCOHOLS, ETHERS, AND PHENOLS Chapter 8
Naming Alcohols (Thiols), Ethers (Sulfides), and Phenols
alcohol or thiol - longest chain containing the hydroxyl group -OH (mercapto group —SH)
with -e suffix of alkane replaced with -ol (-thiol); common name uses alcohol (mercaptan)
EX’'1. Give an IUPAC name for the following common alcohols:
tert-butyl alcohol ethylone glycol isopropyl alcohol
TAB I - Some Thiols
CH;CH,SH ethanethiol ethyl mercaptan
CH;CH,CH,SH propanethiol propyl mercaptan chopped onions
CH, = CHCH,SH ptop-2-ene-1-thiol garlic
(CH3),CHCH,CH,SH = 3-methylbutane-1-thiol _isopentyl mercaptan —_ skunk spray
ether or sulfide - longest carbon chain is parent alkane with -OR group as an alkoxy substitu-
tion; common names uses ether (sulfide)
EX 2. Draw structures for these molecules:
ethoxy ethane 2-methoxy-2-methylpropane ethy! methyl sulfide
— OH - named as a substituted phenol; carbonyi groups take priority
EX 3. Draw structures for these molecules:
p-methoxy phenol 4-hydroxy-3-methoxybenzaldehyde
why chili peppers are hot
FIG I - Capsaicin
-2-
Properties of Alcohols
FIG II - Boiling Points of Some Alkanes, Alkyl
Acidity Halides, and Alkyl Alcohols
SOBA atonos, RH Afctteroatsenes, Rol BREE Alcohols, ROH
‘Temperature (K)
R= CHy OBsCHe = CHgCHzCH;- (CHa):0H- OH,0H2CHeCH)-
Hydrogen Bonding FIG III - Hydrogen Bonds in Ethanol
hydrogen bonding
FIG IV - Hydrogen Bonds in Proteins FIG V - Hydrogen Bonds in o:-Keratin
(CHla)sC-
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