Chemistry, 27.07.2019 07:00 spellsaltoniza

Draw the structure of the organic product(s) of the grignard reaction between phosgene (clcocl) and excess phenylmagnesium bromide, followed by aqueous workup.

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Phosgene on reacting with phenylmagnesium bromide generates benzoyl chloride.

Since, phenylmagnesium bromide is added in excess. It would further react with benzoyl chloride to form benzophenone.

Benzophenone on further reacting with phenylmagnesium bromide, and aqueous treatment, gives triphenylmethanol.

Entire reaction pathways is shown below:
Draw the structure of the organic product(s) of the grignard reaction between phosgene (clcocl) and

Draw the structure of the organic product(s) of the grignard reaction between phosgene (clcocl) and

Answer from: carastudies9931

This is a three step reaction.

Step 1:
In first step when Phenyl Magnesium Bromide (Grignard Reagent) is treated with phosgene it produces Benzoyl Chloride. In this step Grignard reagent act as a nucleophile while phosgene acts as electrophile.

Step 2:
The Benzoyl chloride formed in first step still has an electrophillic carbon, therefore, another grignard reagent (which is present in excess) is added to the carbonyl group and results in the elimination of chloride ion (good leaving group) and formation of Benzophenone.

Step 3:
The benzophenone (ketone) formed in second step contains a carbonyl group with electrophilic carbon. Hence, the grignard reagent is added through nucleophilic addition reaction and forms a tetrahedral intermediate, which upon hydrolysis yields triphenylmethanol (tertiary alcohol). This tertiary alcohol formed can not undergo reaction with grignard reacgent because it does not contain any electrophilic center.

Answer from: Quest

your answer would be “dry”

Answer from: Quest

the best answer is d because the strong cohesion is caused by the ability of water molecules to undergo hydrogen bonding.

a is incorrect because when water solidifies, it becomes ice, which expands and occupies a bigger volume for the same mass of water in its liquid state.

b is incorrect because water has high surface tension. besides bonding to itself it hydrogen bonds to other molecules at the top decreasing possibility for breaking of attractive forces.

c is incorrect because the water molecule has oxygen which is highly electronegative and so pulls the electron pair towards itself creating a dipole moment, making the molecule polar.

e is incorrect because water has strong adhesion, ability to stick to other molecules such as glass because of this molecules having stronger hydrogen bonding than water.

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