Chapter 11: Q31P (page 573)
Show the alcohol and the acid chloride that combine to make the following esters.
(a)
(b)
(c)
(d)
Short Answer
(a)
(b)
(c)
(d)
Chapter 11: Q31P (page 573)
Show the alcohol and the acid chloride that combine to make the following esters.
(a)
(b)
(c)
(d)
(a)
(b)
(c)
(d)
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Get started for freeTwo unknowns, X and Y, both having the molecular formula C4H8O , give the following results with four chemical tests. Propose structures for X and Y consistent with this information.
Bromine | Na metal | Chromic acid | Lucas reagent | |
Compound X | decolorizes | Bubbles | orange to green | no reaction |
Compound Y | no reaction | no reaction | no reaction | no reaction |
Chromic acid oxidation of alcohol (Section 11-2A) occurs in two steps: formation of the chromate ester, followed by an elimination of chromium. Which step do you expect to be rate-limiting? Careful kinetic studies have shown that Compound A undergoes chromic acid oxidation over 10 times as fast as Compound B. Explain this large difference in rates.
Predict the products of the reactions of the following compounds with:
(1) chromic acid or excess sodium hypochlorite with acetic acid.
(2)PCC or NaOCl (1 equivalent) with TEMPO.
(a)cyclohexanol (b)1-methylcyclohexanol
(c)cyclopentylmethanol (d)cyclohexanone
(e)cyclohexane (f)1-phenylpropan-1-ol
(g)hexan-1-ol (h)acetaldehyde, CH3CHO
Show how you would convert (S)-heptan-2-ol to
(a) (S)-2-chloroheptane.
(b) (R)-2-bromoheptane.
(c) (R)-heptan-2-ol.
Predict the esterification products of the following acid/alcohol pairs.
(a) CH3CH2COOH + CH3OH
(b) CH3CH2OH + HNO3
(c) 2CH3CH2CH2OH + H3PO4
(d)
(e)
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