Chapter 10: Q43P (page 537)
Suggest carbonyl compounds and reducing agents that might be used to form the following alcohols.
- heptan-1-ol
- 1-cyclohexylethanol
- 1-phenylpropan-1-ol
e)
f)
Short Answer
a)
b)
c)
d)
e)
f)
Chapter 10: Q43P (page 537)
Suggest carbonyl compounds and reducing agents that might be used to form the following alcohols.
e)
f)
a)
b)
c)
d)
e)
f)
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Get started for freeAuthentic skunk spray has become valuable for use in scent-masking products. Show how you would synthesize the two major components of skunk spray (3-methylbutane-1-thiol and but-2-ene-1-thiol) from any of the readily available butenes or from buta-1,3-diene.
Show how you would synthesize each tertiary alcohol by adding an appropriate Grignard reagent to a ketone.
(a)3-phenylhexane-3-ol (3ways)
(b) Ph3 COH
(c) 1-ethylcyclopentanol
(d) 2-cyclopentylpentan-2-ol
Give a systematic (IUPAC) name for each diol.
a.
b.
c.
d.
e.
A nitro group (-NO2) effectively stabilizes a negative charge on an adjacent carbon atom through resonance:
Two of the following nitrophenols are much more acidic than phenol itself. The third compound is only slightly more acidic than phenol. Use resonance structures of the appropriate phenoxide ions to show why two of these anions should be unusually stable.
Compounds containing deuterium (D =2H) are useful for kinetic studies and metabolic studies with new pharmaceuticals. One way to introduce deuterium is by using the reagent LiAID4, equivalent in reactivity to LiAID4. Show how to make these deuterium-labeled compounds, using LiAID4and D2Oas your sources of deuterium, and any non-deuterated starting materials you wish.
(a) CH3CHDOH (b) CH3CD2OH (c) CH3CD2OD
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