Chemistry, 28.08.2019 17:30 juli8350

Which extraction procedure will completely separate an amide from the byproduct of the reaction between an amine and excess carboxylic acid anhydride?
a. add 0.1 m naoh to quench unreacted anhydride. then add diethyl ether and separate the layers. the amide can be obtained from the ether layer by evaporating the solvent.
b. add 0.1m hal to quench unreacted anhydride. then add diethyl ether and separate the layers. the amide can be obtained from the ether layer by evaporating the solvent.
c. add 0.1m naoh to quench unreacted anhydride. then add diethyl ether and separate the layers. the amide can be obtained from the aqueous layer by neutralizing with hcl.
d. add 0.1m hal to quench unreacted anhydride. then add diethyl ether and separate the layers. the amide can be obtained from the aqueous layer by neutralizing with naoh.

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the missing options are :

(1) lower boiling point and a lower freezing point(2) lower boiling point and a higher freezing point(3) higher boiling point and a lower freezing point(4) higher boiling point and a higher freezing point

answer : the correct answer is option (3) higher boiling point and a lower freezing point

explanation :

when a non volatile solute is added to a solvent like water, it results in elevation of boiling point.

let us find the increase in boiling point of water when cacl₂ is added to water to make a solution of 1 m

step 1 : find molality of the solution

let us assume we have 1 l of solution.

$m = \frac{moles (solute)}{l ( solution)}$

$1 m = \frac{moles (cacl_{2})}{1 l }= 1 mol cacl_{2}$

let us convert this to grams of cacl₂.

molar mass of cacl2 is 111 g/mol

grams of cacl₂ = $1 mol \times \frac{111g}{mol} = 111 g cacl_{2}$

mass of solute = 111 g

assuming density of solution same as water which is 1g/ml we have ,

mass of solution = density * volume

mass of solution = $\frac{1g}{ml} \times 1000 ml = 1000 g$

mass of solution = mass of solvent + mass of solute

mass of solute = 1000g - 111g

mass of solute 889 g = 0.889 kg

the molality of the solution can be calculated as

$molality = \frac{mol (solute)}{kg ( solvent)}$

$molality = \frac{1mol}{0.889kg}$

molality = 1.12 m

step 2 : find boiling point elevation.

the elevation in boiling point is calculated as

$\bigtriangleup t_{b} = i \times k_{b} \times m$

here δtb = boiling point elevation

i = vant hoff factor which is the number of ions formed by the solute .

cacl₂ dissociates as $cacl_{2} \rightarrow ca^{2+} + 2 cl^{-}$

it forms 3 ions . therefore,

i = 3

m = molality which is 1.12 m

kb is constant for a given solvent. for water it is 0.512

$\bigtriangleup t_{b} = 3 \times 0.512 \times 1.12$

$\bigtriangleup t_{b} = 1.7$

the boiling point of water increases by 1.7 °c

step 3: find freezing point depression.

when a non volatile solute is added to water, it results in decrease in freezing point.

the formula to find freezing point depression is

$\bigtriangleup t_{f} = i \times k_{f} \times m$

kf is constant for water and its value is 1.86

$\bigtriangleup t_{f} = 3 \times 1.86 \times 1.12$

$\bigtriangleup t_{f} = 6.2$

the freezing point of water decreases by 6.2 °c

therefore we can say that, the solution will have a higher boiling point and a lower freezing point

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Which extraction procedure will completely separate an amide from the byproduct of the reaction betw...