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Chirality, enantiomers and R/S configuration

46 questions on Chirality, enantiomers and R/S configuration from the Stereoisomerism chapter: 11 NEET level, 17 JEE Main, 18 JEE Advanced. Each one opens with its answer and solution.

Practice this topic All Stereoisomerism topics

Which of the following alcohols is chiral? NEET level
The Fischer projection of 2-hydroxypropanoic acid (lactic acid) has the vertical chain, top to bottom: COOH, C2, CH3. On C2, the group on the left is H and the ... NEET level
How many stereocentres (sp3 carbons bearing four different groups) are present in CH3-CHBr-CHCl-CH3? NEET level
(R)-CHFClBr and (S)-CHFClBr are related as NEET level
Which of the following molecules is achiral? NEET level
A Fischer projection of butan-2-ol has the vertical chain, top to bottom: CH2CH3, C2, CH3. On C2 the left group is OH and the right group is H. The configuratio... JEE Main level
Arrange the following groups in decreasing CIP priority: -C#CH, -CH=CH2, -CH(CH3)2, -CH2CH3. JEE Main level
Which of the following species can be isolated as a pair of configurationally stable enantiomers at room temperature? (Pyramidal inversion at nitrogen in a neut... JEE Main level
Which of the following allenes (cumulenes with two C=C bonds) are chiral? JEE Main level
In biaryls, assume that rotation about the bond joining the two rings is blocked when all four ortho positions (2, 6, 2', 6') carry substituents, and free other... JEE Main level
How many stereocentres (sp3 carbons bearing four different groups) does the compound HOCH2-CH(OH)-CH(CH3)-CH2-CHCl-CH(CH3)-CH(CH3)2 contain? Give the answer as ... JEE Main level
Assertion (A): meso-2,3-Dibromobutane is optically inactive although it contains two stereocentres. Reason (R): The molecule has an internal plane of symmetry, ... JEE Main level
For 2,3-dibromobutane, CH3-CHBr-CHBr-CH3, which statements are correct? JEE Main level
A Fischer projection of 1-deuterioethanol, CH3-CHD-OH, shows the vertical chain, top to bottom: CH3, C1, D. On C1 the left group is OH and the right group is H.... JEE Main level
A Fischer projection of 2,3-dihydroxybutanoic acid has the vertical chain, top to bottom: COOH, C2, C3, CH3. C2: left OH, right H. C3: left H, right OH. The con... JEE Main level
Which of the following is chiral? JEE Main level
A Newman projection of 2-bromo-3-chlorobutane, CH3-CHBr-CHCl-CH3, is viewed along the C2-C3 bond with C2 in front. Front carbon (C2): Br at 12 o'clock, CH3 at 4... JEE Advanced level
A Fischer projection of 4-bromo-2-chloro-3-hydroxypentanoic acid has the vertical chain, top to bottom: COOH, C2, C3, C4, C5 (CH3). The groups on the left of C2... JEE Advanced level
A Fischer projection of 2,3,4-trihydroxypentanedioic acid (trihydroxyglutaric acid) has the vertical chain, top to bottom: COOH, C2, C3, C4, COOH. The OH groups... JEE Advanced level
The (R)-enantiomer of a chiral liquid acid is dextrorotatory with specific rotation [alpha] = +36.0 deg (path length in dm, concentration in g/mL). A scalemic s... JEE Advanced level
Assume that rotation about the inter-ring bond of a biphenyl is blocked when all four ortho positions carry substituents and free otherwise. Which of the follow... JEE Advanced level
How many stereoisomers does 5-chlorohexa-2,3-diene, CH3-CH=C=CH-CH(Cl)-CH3, have? Count enantiomers separately. JEE Advanced level
Match each Fischer projection in List I with its configuration in List II. In every projection the vertical chain is listed top to bottom and the single stereoc... JEE Advanced level
A Fischer projection of 2-hydroxypropanoic acid (lactic acid) is drawn with the vertical chain, top to bottom: H, C2, CH3 (here the top vertical group is the hy... JEE Advanced level
A Fischer projection of 2,3-dichlorobutane has the vertical chain, top to bottom: CH3, C2, C3, CH3. On C2 the right group is Cl and the left group is H; on C3 t... JEE Advanced level
Which of the following statements about CIP priorities are correct? JEE Advanced level
Tetrahydroxyhexanedioic acid (saccharic acid type), HOOC-CH(OH)-CH(OH)-CH(OH)-CH(OH)-COOH, has four stereocentres and a symmetric constitution. How many of its ... JEE Advanced level
Which of the following disubstituted cyclohexanes is chiral? (Assume rapid chair-chair interconversion, so that only the configuration matters.) NEET level
Which of the following cyclopropane derivatives is chiral? NEET level
How many stereocentres (sp^3 carbons bearing four different groups) are present in 3-methylcyclohex-1-ene? NEET level
Arrange the groups -CH3, -COOH, -H and -CH2OH in decreasing CIP priority. NEET level
A stereocentre is viewed with its lowest-priority group (priority 4) pointing towards the viewer. The groups 1 arrow 2 arrow 3 then appear clockwise. The config... NEET level
(1R,2R)-1,2-Dimethylcyclopropane is a chiral compound. What is the descriptor set of its enantiomer? NEET level
Cyclohexane ring carbons of 2-methylcyclohexan-1-ol are numbered C1 (bearing OH) to C6 going clockwise when the ring is viewed from above (flat drawing). The OH... JEE Main level
(1R,2S)-2-Methylcyclohexan-1-ol is given. Which statement about it is correct? JEE Main level
Assertion (A): cis-1,2-Dimethylcyclopropane is optically inactive although it contains two stereocentres. Reason (R): The molecule has an internal plane of symm... JEE Main level
Which of the following spiro compounds is chiral? JEE Main level
Which of the following are chiral? (Consider configuration only; rings are treated as planar and time-averaged.) JEE Main level
What is the enantiomer of (2E,4R)-4-bromopent-2-ene? JEE Main level
In a flat drawing of 3-methylcyclohex-1-ene the ring carbons C1 to C6 run clockwise when viewed from above, with C1=C2 the double bond. The CH_3 group on C3 poi... JEE Advanced level
A flat drawing of 1-bromo-2-chlorocyclopropane has ring carbons C1 (bearing Br), C2 (bearing Cl) and C3 (CH_2) running clockwise as seen from above. Both Br and... JEE Advanced level
(4aR,8aS)-Octahydronaphthalen-2(1H)-one (2-decalone, numbered C1 to C8 with ring-fusion carbons 4a and 8a, C=O at C2) is given. Using CIP rules, which statement... JEE Advanced level
Which of the following are chiral? (Consider configuration only.) JEE Advanced level
The specific rotation of the pure (+)-enantiomer of a chiral compound is +50.0 deg (path length in dm, concentration in g/mL). A scalemic sample of 4.00 g is di... JEE Advanced level
A Newman projection looks down the C2-C3 bond of 3-chlorobutan-2-ol, C2 in front. Front carbon (C2): CH_3 at 12 o'clock, OH at 4 o'clock, H at 8 o'clock. Back c... JEE Advanced level
Let X = (1R,3S)-1-bromo-3-chlorocyclohexane, Y = (1S,3R)-1-bromo-3-chlorocyclohexane and Z = (1S,3S)-1-bromo-3-chlorocyclohexane. Which statement is correct? JEE Advanced level