HARD
JEE Advanced
IMPORTANT
Earn 100

Hydrocarbon [X], C7H12 on reaction with boron hydride followed by treatment with CH3COOH yields [A]. On reductive ozonolysis of [A] yields a mixture of two aldehydes [B] and [C]. Of these, only [B] can undergo Cannizarro reaction. [A] exists in two geometrical isomers [A-1] and [A-2], of which [A-2] is more stable. Give structures of [X], [A], [B] [C], [A-1] and [A-2] with proper reasoning.

Important Questions on Purification of Organic Compounds (Qualitative and Quantitative)

HARD
JEE Advanced
IMPORTANT

An organic compound, C9H12O , was subjected to a series of tests in the laboratory. It was found that this compound does not react with Br2/CCl4 but liberates hydrogen gas with sodium. It rotates a plane polarised light and also gives positive iodoform test. Draw the possible structure of the compound.

 

HARD
JEE Advanced
IMPORTANT

An optically active alcohol A, C9H12O, was subjected to a series of tests in the laboratory. It was found that this compound reacts with Lucas reagent in about five minutes to give B. Give structures of A and B with proper reasoning and draw Fischer projections for A. Give reaction for the steps whereas possible.

MEDIUM
JEE Advanced
IMPORTANT

(A) and (B), two isomeric compounds with the molecular formula C3H6O behave in the following ways.

(A) can be easily oxidised to an acid whose calcium salt when distilled forms pentanone-3.

MEDIUM
JEE Advanced
IMPORTANT

(A) and (B), two isomeric compounds with the molecular formula C3H6O behave in the following ways.

(B) when treated with iodine and sodium hydroxide forms crystals of iodoform. Assign structures to (A) and (B). Is there any other isomeric compound to these?

HARD
JEE Advanced
IMPORTANT
An organic compound C7H8O is insoluble in water, dilute HCl and aqueous NaHCO3, but it dissolves in dilute NaOH. On treatment with bromine water it gives C7H5OBr3 rapidly.
The original compound is
HARD
JEE Advanced
IMPORTANT
An organic compound containing one oxygen gives red colour with ceric ammonium nitrate, decolourises alkaline KMnO4, responds to iodoform test and shows geometrical isomerism. It should be: