JEE Main levelNumerical answerDifficulty 2 of 3hx031
A sample of 0.20 mol of 2-hydroxybut-3-ynoic acid, HC≡C−CH(OH)−COOH, is treated with excess CHX3MgBr in dry ether. Assume every acidic hydrogen (the O-H of the acid, the alcohol O-H and the terminal alkyne C-H) reacts completely with CHX3MgBr to release CHX4, and no addition to carbon-oxygen bonds is counted. How many moles of CHX4 are evolved? Give the answer to two decimal places.
Numerical answer type, tolerance 0.02.
Answer: 0.6
CHX3MgBr deprotonates every active hydrogen: R−H+CHX3MgBrRMgBr+CHX4. The molecule has 3 such hydrogens (COOH, OH, C≡C−H). Moles of CHX4=3×0.20=0.60.