The reagent is a Grignard reagent and is a source of CH3CH2- anions. Which epoxide carbon will the nucleophile add? The product should be an alcohol. Epoxides are highly strained and can alleviate the strain by reacting under acidic and basic conditions to give differentregiochemical and stereochemical products. In this epoxide tutorial, we will cover1. ring opening of unsubstituted epoxide2. which nucleophiles will open an epoxide3. regiochemical and stereochemical results of basic ring opening of asymmetrical epoxides4. regiochemical and stereochemical results of acidic ring openingStep 6: Put it all together. Draw the major organic product of the reaction shown. Clearly indicate stereochemistry, if a chiralproduct is formed.OH1. CH3CH₂MgBr2. H3O+IncorrectK

The epoxides are strained and undergoes nucleophilic addition reaction with Grignard Reagent.

Answered: The reagent is a Grignard reagent and…

The reagent is a Grignard reagent and is a source of CH3CH2- anions. Which epoxide carbon will the nucleophile add? The product should be an alcohol.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter21: Nas: Nucleophilic Aromatic Substitution

Section: Chapter Questions

Problem 7E

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

The reagent is a Grignard reagent and is a source of CH3CH2- anions. Which epoxide carbon will the nucleophile add? The product should be an alcohol.

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 6: Put it all together. Draw the major organic product of the reaction shown. Clearly indicate stereochemistry, if a chiral
product is formed.
OH
1. CH3CH₂MgBr
2. H3O+
Incorrect
K

Definition Definition Special class of cyclic ethers (R-O-R') with a three-atom ring. Epoxides are an important functional group in organic chemistry as they generate reactive centers due to their unusual high reactivity. This high reactivity make epoxides toxic and mutagenic.

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