Epoxides are highly strained and can alleviate the strain by reacting under acidic and basic conditions to give different regiochemical and stereochemical products. In this epoxide tutorial, we will cover 1. ring opening of unsubstituted epoxide 2. which nucleophiles will open an epoxide 3. regiochemical and stereochemical results of basic ring opening of asymmetrical epoxides 4. regiochemical and stereochemical results of acidic ring opening Step 1: In a simple unsubstituted epoxide, a nucleophile can attack the epoxide and open the ring to give an alcohol after aqueous workup. HO: -:Nuc 2. H₂O Nuc Common nucleophiles that will undergo this reaction include alkoxides, nitriles, thiols, carbanions, acetylides, Grignard reagents and lithium aluminum hydride. Which is not a product that can be formed from epoxide ring opening? HOCH₂CH₂OH HOCH₂CH₂C=N CH₂CH₂CH₂OH OCH, OCH₂CH₂OCH,

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Epoxides are highly strained and can alleviate the strain by reacting under acidic and basic conditions to give different
regiochemical and stereochemical products. In this epoxide tutorial, we will cover
1. ring opening of unsubstituted epoxide
2. which nucleophiles will open an epoxide
3. regiochemical and stereochemical results of basic ring opening of asymmetrical epoxides
4. regiochemical and stereochemical results of acidic ring opening
Step 1: In a simple unsubstituted epoxide, a nucleophile can attack the epoxide and open the ring to give an alcohol after
aqueous workup.
HO:
-:Nuc
2. H₂O
Nuc
Common nucleophiles that will undergo this reaction include alkoxides, nitriles, thiols, carbanions, acetylides, Grignard reagents
and lithium aluminum hydride.
Which is not a product that can be formed from epoxide ring opening?
HOCH₂CH₂OH
HOCH₂CH₂C=N
CH₂CH₂CH₂OH
OCH, OCH₂CH₂OCH,
Transcribed Image Text:Epoxides are highly strained and can alleviate the strain by reacting under acidic and basic conditions to give different regiochemical and stereochemical products. In this epoxide tutorial, we will cover 1. ring opening of unsubstituted epoxide 2. which nucleophiles will open an epoxide 3. regiochemical and stereochemical results of basic ring opening of asymmetrical epoxides 4. regiochemical and stereochemical results of acidic ring opening Step 1: In a simple unsubstituted epoxide, a nucleophile can attack the epoxide and open the ring to give an alcohol after aqueous workup. HO: -:Nuc 2. H₂O Nuc Common nucleophiles that will undergo this reaction include alkoxides, nitriles, thiols, carbanions, acetylides, Grignard reagents and lithium aluminum hydride. Which is not a product that can be formed from epoxide ring opening? HOCH₂CH₂OH HOCH₂CH₂C=N CH₂CH₂CH₂OH OCH, OCH₂CH₂OCH,
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