List-I lists four compounds, each written without any stereochemical descriptor, and List-II lists six numbers. Count stereoisomers as distinct compounds, each enantiomer counted separately, and include geometrical isomers.
List-I: (P) (Q) (R) (S)
List-II: (1) (2) (3) (4) (5) (6)
List-I: (P) (Q) (R) (S)
List-II: (1) (2) (3) (4) (5) (6)
Question 1
Single correct option
Match each compound in List-I with its total number of stereoisomers, given in List-II.
- A. P→3, Q→4, R→6, S→6
- B. P→3, Q→6, R→6, S→5
- C. P→4, Q→4, R→6, S→5
- D. P→3, Q→4, R→6, S→5
Show answer and solution
Answer: (D) P→3, Q→4, R→6, S→5
(P) Hexa-2,4-diene has two stereogenic double bonds with identical ends, so the E,Z and Z,E forms are the same compound: EE, ZZ, EZ , so P→3. (Q) Pentane-2,3,4-triol has stereocentres C2 and C4 (identical environments) and C3, a pseudoasymmetric centre. This gives stereoisomers: two meso forms (r and s at C3) and one enantiomeric pair, so Q→4. (R) There is one double bond (2 forms) and two unlike stereocentres (4 forms): , so R→6. (S) The double bond (E or Z) and two identical stereocentres: for each geometry RR, SS and meso, so , giving S→5. The correct code is P→3, Q→4, R→6, S→5; the others reflect treating P as , treating S as unsymmetrical (), or Q as unsymmetrical ().
Question 2
Single correct option
Match each compound in List-I with the number of its stereoisomers that are optically active, given in List-II.
- A. P→1, Q→2, R→6, S→4
- B. P→1, Q→4, R→6, S→4
- C. P→3, Q→2, R→6, S→4
- D. P→1, Q→2, R→6, S→5
Show answer and solution
Answer: (A) P→1, Q→2, R→6, S→4
Optically active stereoisomers are the total number minus the achiral ones. (P) All three isomers (EE, ZZ, EZ) of hexa-2,4-diene have a mirror plane in the molecular plane, so are active, P→1. (Q) Of the stereoisomers of pentane-2,3,4-triol, two are meso (achiral) and two are enantiomers, so are active, Q→2. (R) With no element of symmetry, all stereoisomers are chiral, so R→6. (S) Of the stereoisomers, the E-meso and Z-meso forms are achiral; the other (RR and SS for each geometry) are optically active, so S→4. The correct code is P→1, Q→2, R→6, S→4. Distractors count all four triol isomers as active, count all three hexadiene isomers as active, or count the meso forms of S as active.
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