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JEE Advanced 2010Paper 1
Exam
JEE Advanced
Year
2010
Paper
Paper 1
Subject
Chemistry
Chapter
Hydrocarbons

JEE Advanced 2010 · Paper 1 · Chemistry · Hydrocarbons

The synthesis of 3-octyne is achieved by adding a bromoalkane into...

The synthesis of 3-octyne is achieved by adding a bromoalkane into a mixture of sodium amide and an alkyne. The bromoalkane and alkyne respectively are

Options

  1. ABrCH2CH2CH2CH2CH3\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and CH3CH2C≡CH\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH}
  2. BBrCH2CH2CH3\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and CH3CH2CH2C≡CH\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH}
  3. CBrCH2CH2CH2CH2CH3\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and CH3C≡≡CH\mathrm{CH}_3 \mathrm{C} \equiv \equiv \mathrm{CH}
  4. DBrCH2CH2CH2CH3\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and CH3CH2C≡CH\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH}a)

Correct answer

D. BrCH2CH2CH2CH3\mathrm{BrCH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and CH3CH2C≡CH\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH}a)

Step-by-step solution

\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{C} \equiv \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CH}_3Therearetwo(marked)possibilityofhalidesThus,inthegivencontextThere are two (marked) possibility of halides Thus, in the given contextCH3CH2C≡CH+NaNH2⟶CH3CH2−C≡CNa+‾\begin{array}{r}\mathrm{CH}_{3}\mathrm{CH}_{2}\mathrm{C} \equiv \mathrm{CH}+\mathrm{NaNH}_{2} \longrightarrow \\ \mathrm{CH}_{3}\mathrm{CH}_{2}-\mathrm{C} \equiv \overline{\mathrm{CNa}^{+}} \end{array}$\begin{aligned} \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{C} \equiv \overline{\mathrm{CNa}}\\ \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{C} \equiv \mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3} \\ \text{ 3-octyne } \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3} \end{aligned}Hydrocarbon Conceptual,$ reaction understanding II
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