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Nucleophilic Addition at the Carbonyl

When chlorofo...

Question

When chloroform is treated with oxygen, it forms:

A

C O {C l}_{2} + H C l

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B

C O {C l}_{2} + {C l}_{2} + H_{2}

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C

C O {C l}_{2} + {C l}_{2} + H_{2} O

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D

no product will be formed

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Solution

The correct option is A $C O {C l}_{2} + H C l$
When Chloroform is treated with oxygen it forms $C O C l_{2}$ and $H C l$ .
$2 C H C l_{3} + O_{2} l i g h t - - \to 2 C O C l_{2} (p h o s g e n e) + 2 H C l$ .

Chloroform is slowly oxidised by air in the presence of light to an extremely poisonous gas, carbonyl chloride, also known as phosgene. It is therefore stored in closed dark coloured bottle completely filled so that air is kept out.

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500

ml capacity vessel

C O

C l_{2}

are mixed to form

C O C l_{2}

at equilibrium, it contains 0.2 moles of

C O C l_{2}

and 0.1 mole each of

C O

C l_{2}

. The equilibrium constant

K_{c}

C O + C l_{2} ⇋ C O C l_{2}

500 m L

capacity vessel

C O

{C l}_{2}

are mixed to form

C O {C l}_{2}

. At equilibrium, it contains

0.2

C O {C l}_{2}

0.1

mole of each of

C O

{C l}_{2}

. The equilibrium constant

K_{c}

C O + {C l}_{2} ⇌ C O {C l}_{2}

500

ml capacity vessel

C O

C l_{2}

are mixed to form

C O C l_{2}

at equilibrium, it contains

0.2

C O C l_{2}

0.1

C O

C l_{2}

. The equilibrium constant

K_{c}

C O + C l_{2} \Leftrightarrow C O C l_{2}

Q. For the formation of phosgene from

C O (g)

C O (g) + {C l}_{2} (g) ⟶ C O {C l}_{2} (g)

, the experimentally determined rate equation is,

\frac{d [C O {C l}_{2}]}{d t} = k [C O] {[{C l}_{2}]}^{3 / 2}

.
Is the following mechanism consistent with the rate equation?

(i)

{C l}_{2} ⇌ 2 C l

(i i)

C l + C O ⇌ C O C l

(i i i)

C O C l + {C l}_{2} ⇌ C O {C l}_{2} + C l

C H_{3} C H_{2} N H_{2}

is treated with excess of

C O C l_{2}

to get the compound [A].

C O C l_{2}

is then treated with excess of

C H_{3} C H_{2} N H_{2}

to get the compound [B]. [A] and [B] respectively are :

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