Grignard Reagents Overview

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Questions and Answers

Which of the following statements is true regarding Grignard reagents?

  • Grignard reagents are stable in aqueous solutions.
  • Grignard reagents are strong nucleophiles. (correct)
  • Grignard reagents can be prepared from alcohols.
  • Grignard reagents can react with carbonyls to form amines.

When synthesizing tertiary alcohols using Grignard reagents, which reactant is primarily required?

  • A ketone (correct)
  • An aldehyde
  • An alkene
  • A primary alcohol

What is the outcome when a Grignard reagent is treated with water or a dilute acid?

  • Formation of a hydrocarbon
  • No reaction occurs
  • Formation of a carbocation
  • Formation of an alcohol (correct)

Which of the following represents a reaction of benzene derivatives that is likely to yield an organometallic product?

<p>Friedel-Crafts reaction with alkyl halides (B)</p> Signup and view all the answers

In the context of sequential addition of reagents in organic synthesis, which sequence is crucial for product formation in organometallic chemistry?

<p>Adding Grignard reagent, then an acid to quench. (D)</p> Signup and view all the answers

What is the major product formed when MeMgBr reacts with the compound in the sequence provided?

<p>A tertiary alcohol (B)</p> Signup and view all the answers

In the reaction process, what role does nPrI play after the addition of MeMgBr?

<p>A nucleophile (C)</p> Signup and view all the answers

What is the stoichiometric ratio x/y in the reaction involving MeMgBr and water (H3O+)?

<p>2:1 (A)</p> Signup and view all the answers

What type of compound is produced at the end of the Grignard reaction sequence described?

<p>A tertiary alcohol (A)</p> Signup and view all the answers

After performing the sequential addition of MeMgBr followed by H3O+, what functional group transformation occurs?

<p>Ketone to Alcohol (C)</p> Signup and view all the answers

Which reagent is essential to convert the Grignard product into a stable alcohol through hydrolysis?

<p>Water (H2O) (D)</p> Signup and view all the answers

What is the main purpose of using dry ether in the Grignard reagent process?

<p>To facilitate the reaction (A)</p> Signup and view all the answers

In the synthesis of [X], what is the primary product after the reaction with Mg in dry ether?

<p>A substituted alkane (B)</p> Signup and view all the answers

Which compound will form a tertiary alcohol when reacted with excess CH3MgBr followed by hydrolysis?

<p>Compound 4 (D)</p> Signup and view all the answers

In the preparation of 3-nitrobenzoic acid from benzene, which sequence of reagents is correct?

<p>Br2/AlBr3, HNO3/H2SO4, Mg/ether, CO2, H3O+ (B)</p> Signup and view all the answers

What is the primary function of Grignard reagents in organic synthesis?

<p>Nucleophilic addition (A)</p> Signup and view all the answers

What type of compound is formed when an organometallic compound reacts with water?

<p>Alcohol (B)</p> Signup and view all the answers

Which reaction condition is necessary for synthesizing a tertiary alcohol using Grignard reagents?

<p>Anhydrous conditions (A)</p> Signup and view all the answers

When performing a hydrolysis of a Grignard reagent, what is a critical point to consider?

<p>Timing of the hydrolysis (C)</p> Signup and view all the answers

Which of the following most accurately describes the reactivity of benzene derivatives?

<p>Benzene derivatives are reactive in nitration and electrophilic substitution reactions. (C)</p> Signup and view all the answers

Flashcards

Grignard reagent reaction with ketone

Grignard reagent (e.g., CH3MgBr) reacts with a ketone to form a tertiary alcohol after hydrolysis.

Tertiary alcohol formation

The reaction of a Grignard reagent with a ketone produces a tertiary alcohol after hydrolysis.

Synthesis of 3-nitrobenzoic acid, reagents order

The correct order for synthesizing 3-nitrobenzoic acid from benzene is: Bromination (using Br2/AlBr3), nitration (using HNO3/H2SO4), and then reacting with NaCN, followed by hydrolysis with H3O+.

Reaction I

A reaction where reagent Y is Br and Z is -C(CH3)2-CH3.

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Reaction II

A reaction where reagent Y is MgBr and Z is -C(CH3)2-CH3.

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Reaction III

A reaction where Z is -C(CH3)2-CH3 OH.

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Reaction IV

A reaction where Z is -C(CH3)2-CH3 with H.

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Organometallic compound

A chemical compound containing a metal-carbon bond.

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Correct code for reaction

Choose the combination of reaction that result from specific reagant reacting with each other.

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Organometallic Compound Production

A reaction where one organometallic compound is transformed into another organometallic compound.

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Grignard Reagent Reaction

A reaction involving Grignard reagents (organic magnesium compounds), often used for the formation of carbon-carbon bonds.

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Grignard Reagent

An organometallic compound with the general formula RMgX, where R is an alkyl or aryl group, and X is a halogen (usually bromide or chloride).

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Nucleophile

A chemical species that donates an electron pair to form a chemical bond.

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Organometallic Compounds

Compounds containing carbon-metal bonds.

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Carbon-Carbon Bond Formation

Chemical reactions that create new covalent bonds between carbon atoms.

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Reaction mechanism

Detailed step-by-step description of how a chemical reaction proceeds.

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Nucleophilic Addition

A reaction where a nucleophile adds to a carbonyl group.

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Product Ratio (x/y)

Ratio of moles of a reagent (x) to another reagent (y) required for the complete reaction.

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Substitution Reaction

A reaction where an atom or group of atoms in a molecule is replaced by another atom or group.

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Elimination Reaction

A reaction where a small molecule (e.g., water) is eliminated from a larger molecule to form a multiple bond.

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Study Notes

Grignard Reagent Study Notes

  • Grignard reagents are organometallic compounds
  • They are prepared by reacting an alkyl or vinyl halide with magnesium in an ether solvent.
  • The general formula for Grignard reagent is RMgX, where R is an alkyl or aryl group, and X is a halogen (usually Br or Cl).
  • Grignard reagent is a strong nucleophile and a strong base.
  • It is used in organic synthesis for the formation of carbon-carbon bonds.
  • Grignard reagents undergo reactions with various functional groups: aldehydes, ketones, epoxides, and carboxylic acid derivatives.
  • Grignard reagents are highly reactive and must be handled with caution.
  • They can react violently with water, acids, and alcohols.
  • Different types of halides react with varying reactivity with magnesium to produce the Grignard reagent, RI > RBr > RCl.
  • Propane does not form when C3H7MgBr is reacted with phenol.
  • Grignard reagents can react with methanol to produce propane-2-ol.
  • Grignard reagents react with water, acids, and alcohols.
  • Grignard reagents can add across carbon-oxygen multiple bonds.
  • Grignard reagents undergo substitution reactions with other reagents.
  • Grignard reagents can also react with other functional groups like nitriles to form different compounds.
  • Grignard reagents also react with compounds containing acidic hydrogens.
  • Grignard reagents can be used to prepare tertiary alcohols.
  • Grignard reagents can be used to add to a variety of functional groups, including aldehydes, ketones, epoxides, and nitriles. These reactions are useful for synthesizing complex organic molecules.
  • The product of the reaction of Grignard reagent with different compounds depends on the starting material and the conditions of the reaction.
  • Grignard reagents are important reagents in organic synthesis for constructing carbon-carbon bonds and introducing various functional groups in organic molecules.

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