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Question

0.0852 g of an organic halide (A) when dissolved in 2.0 g of camphor, the melting point of the mixture was found to be 167C. Compound (A) when heated with sodium gives a gas (B). 280 mL of gas (B) at STP weighs 0.375g. What would be 'A' in the whole process? Kf for camphor = 40, m.pt. of camphor = 179C.

A
C2H5Br
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B
CH3I
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C
(CH3)2CHI
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D
C3H7Br
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Solution

The correct option is B CH3I
δ=179-167=12, w=0.0852g, W=2g,Kf= 40
Moleculer weight of (A)
=1000×Kf×wδT×W
=1000×40×0.0852δ12×2
=142
(A) undergoes wortz reaction to form (B) i.e
(A)Na(B)+NaX
(B) is an alkane say CnH2n+2
280 mL of (B) weighs 0.375 g at NTP
22400 mL of (B) weighs
=0.375×22400280
=30 g at NTP
M.wt of (B)=30, 12n+2n+2=30,n=2
Thus (B) is ethane and therefore (A) is CH3X
The m.wt of CH3X=142
At.wt of X=127
is iodine
Therefore alkyl halide is CH3I.
This reaction is
2CH3Iether−−NaC2h6
(A) (B)

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