
Concept explainers
a) NaH then CH3I
Interpretation:
The product formed when estradiol reacts with NaH and then with CH3I is to be given.
Concept introduction:
When treated with NaH and CH3I, The hydrogen of -OH group in alcohols and phenols is replaced by methyl group.
To give:
The product formed when estradiol reacts with NaH and then with CH3I.
b) CH3COCl, pyridine
Interpretation:
The product formed when estradiol reacts with CH3COCl in pyridine is to be given.
Concept introduction:
When treated with CH3COCl in pyridine, the hydrogen of -OH group in alcohols and phenols is replaced by acetyl group.
To give:
The product formed when estradiol reacts with CH3COCl in pyridine.
c) Br2, FeBr3
Interpretation:
The product formed when estradiol reacts with Br2, FeBr3 to be given.
Concept introduction:
Phenols undergo electrophilic substitution reaction (bromination) when treated with Br2, FeBr3 in the ortho and para positions.
To give:
The product formed when estradiol reacts with Br2, FeBr3.
d) Dess-Martin periodinane
Interpretation:
The product formed when estradiol reacts with Dess-Martin periodinate is to be given.
Concept introduction:
Secondary alcohols are oxidized to
To give:
The product formed when estradiol reacts with Dess-Martin periodinate.

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Chapter 27 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
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