(a) Interpretation: The substitution product (including stereochemistry) formed by the treatment of ( R ) -hexan-2-ol with the given series of reagent is to be drawn. The two routes that produce identical products are to be identified. Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared when alcohols are treated with NaH or NaNH 2 . The stereochemistry of the product is retention of configuration. However, stereochemistry is reversed when product is allowed to react further with strong nucleophile, like I − . It is due to S N 2 path of reaction.
(a) Interpretation: The substitution product (including stereochemistry) formed by the treatment of ( R ) -hexan-2-ol with the given series of reagent is to be drawn. The two routes that produce identical products are to be identified. Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared when alcohols are treated with NaH or NaNH 2 . The stereochemistry of the product is retention of configuration. However, stereochemistry is reversed when product is allowed to react further with strong nucleophile, like I − . It is due to S N 2 path of reaction.
Interpretation: The substitution product (including stereochemistry) formed by the treatment of (R)-hexan-2-ol with the given series of reagent is to be drawn. The two routes that produce identical products are to be identified.
Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared when alcohols are treated with NaH or NaNH2. The stereochemistry of the product is retention of configuration. However, stereochemistry is reversed when product is allowed to react further with strong nucleophile, like I−. It is due to SN2 path of reaction.
Interpretation Introduction
(b)
Interpretation: The substitution product (including stereochemistry) formed by the treatment of (R)-hexan-2-ol with the given series of reagent is to be drawn.
Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonylchloride(TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group), and stereochemistry of the reaction is retained. However, the further strong nucleophilic attack results the inversion in configuration, through SN2 mechanism.
Interpretation Introduction
(c)
Interpretation: The substitution product (including stereochemistry) formed by the treatment of (R)-hexan-2-ol with the given series of reagent is to be drawn.
Concept introduction: Alkyl bromides are obtained by the reaction of 1°or2° alcohols with phosphorous tribromide (PBr3). The reaction yields HOPBr2 as by-product. The mechanism of the reaction is SN2 that results an inversion of configuration product. However, the further strong nucleophilic attack results the inversion in configuration product through SN2 mechanism.
19. Complete the following chart for the incorrect electron configurations shown in the left column.
When drawing the correct electron configuration, assume the same number of electrons that were
shown in the incorrect configuration.
Incorrect Electron
Configuration
2p
↑↓ ↑
2s
↑↓
1s
↑↓↓
ਵੇ ਵੇ ਵੇ
3p
↑
↑
↑
-
38
↑
2p
2s
↑↓
1s
2p
2s
1s
**
↑↓ ↑↓ ↑↑
리리리
Which principle or
rule is violated?
Explain the violated principle
or rule in your own words
Draw the correct
electron configuration
14.36 Draw all reasonable resonance structures for each compound.
a.
+
b.
C.
:O:
d.
:O:
NH2
NH2
:O:
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