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Diastereomers, meso compounds and counting stereoisomers

46 questions on Diastereomers, meso compounds and counting stereoisomers from the Stereoisomerism chapter: 8 NEET level, 19 JEE Main, 19 JEE Advanced. Each one opens with its answer and solution.

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How many stereoisomers (enantiomers plus any meso form) are possible for 2,3-dibromobutane, CH3-CHBr-CHBr-CH3? NEET level
Which of the following is a meso compound? NEET level
How many stereoisomers does pentane-2,3-diol, CH3-CH(OH)-CH(OH)-CH2-CH3, have in total? NEET level
(2R,3R)-2,3-dihydroxybutanedioic acid (tartaric acid) and (2R,3S)-2,3-dihydroxybutanedioic acid are related as: NEET level
A compound CH3-CH(OH)-CHBr-CHCl-CH3 is drawn. Assuming no symmetry, how many stereoisomers does it have? NEET level
How many stereocentres (sp3 carbons bearing four different groups) are present in CH3-CH(OH)-CH(CH3)-CH(Br)-C(CH3)2-CH2-CH(Cl)-CH3? Give the answer as an intege... JEE Main level
How many stereoisomers does pent-3-en-2-ol, CH3-CH(OH)-CH=CH-CH3, have? Count enantiomers, diastereomers and any geometrical isomers about C=C; a meso form coun... JEE Main level
How many stereoisomers does hexa-2,4-diene, CH3-CH=CH-CH=CH-CH3, have? JEE Main level
Assertion (A): meso-Tartaric acid is optically inactive although it has two stereocentres. Reason (R): the rotation caused by one stereocentre is cancelled by t... JEE Main level
Assertion (A): a compound with n stereocentres always has exactly 2^n stereoisomers. Reason (R): each stereocentre can have either the R or the S configuration. JEE Main level
Match each compound in Column I with its total number of stereoisomers in Column II. Column I: (P) butane-2,3-diol; (Q) pentane-2,3-diol; (R) hexane-2,3,4-triol... JEE Main level
(2R,3S)-2,3-Dichlorobutane and (2S,3R)-2,3-dichlorobutane are: JEE Main level
How many stereoisomers does 1,3-dimethylcyclopentane have? Treat the ring as planar for the purpose of counting. JEE Main level
In a Fischer projection of 2,3-dibromobutane the vertical chain is C1 (CH3, top), C2, C3, C4 (CH3, bottom). C2: left H, right Br. C3: left H, right Br. This iso... JEE Main level
cis-1,2-Dichlorocyclohexane and trans-1,2-dichlorocyclohexane are related as: JEE Main level
Which of the following statements about the stereoisomers of 2,3-dibromobutane are correct? JEE Main level
Determine the number of stereoisomers of 2,7-dibromoocta-3,5-diene, CH3-CHBr-CH=CH-CH=CH-CHBr-CH3. Count both stereocentres and both double bonds, treat each st... JEE Advanced level
Which of the following are meso compounds? JEE Advanced level
2,3,4-Trichloropentane, CH3-CHCl-CHCl-CHCl-CH3, is analysed. Which statements are correct? JEE Advanced level
Which statements about hexane-1,2,3,4,5,6-hexol, HOCH2-CH(OH)-CH(OH)-CH(OH)-CH(OH)-CH2OH, are correct? JEE Advanced level
Which of the following compounds have exactly three stereoisomers? Treat rings as planar for counting. JEE Advanced level
How many stereoisomers does hepta-2,5-dien-4-ol, CH3-CH=CH-CH(OH)-CH=CH-CH3, have? Count enantiomers, diastereomers and any geometrical isomers about C=C; a mes... JEE Advanced level
How many stereoisomers does 1,2,3-trimethylcyclopropane have? Treat the ring as planar. JEE Advanced level
How many stereoisomers does cyclohexane-1,2,3-triol have? Treat the ring as planar and count cis/trans isomers, with each distinct compound or enantiomer counte... JEE Advanced level
D-Glucose is an open-chain aldohexose with four stereocentres. How many of its diastereomers belong to the L-series? JEE Advanced level
Assertion (A): in the meso stereoisomers of 2,3,4-trichloropentane the central carbon C3 is a stereogenic centre even though it carries two constitutionally ide... JEE Advanced level
Column I lists compounds and Column II lists the number of meso stereoisomers each has. Column I: (P) butane-2,3-diol; (Q) pentane-2,3,4-triol; (R) heptane-2,3,... JEE Advanced level
Two compounds of constitution CH3-CH(OH)-CH(Cl)-CH3 are drawn as Fischer projections with the vertical chain C1 (CH3, top), C2, C3, C4 (CH3, bottom). Compound X... JEE Advanced level
How many stereoisomers does 1,4-dimethylcyclohexane have? (Count cis and trans isomers; ring flips are not counted.) NEET level
Which of the following is a meso compound? NEET level
What is the stereochemical relationship between cis-1,2-dimethylcyclohexane and trans-1,2-dimethylcyclohexane? NEET level
How many stereoisomers does 1-bromo-3-chlorocyclohexane have? (Count enantiomers and diastereomers as distinct; conformers are not counted.) JEE Main level
How many stereoisomers does 1,3,5-trimethylcyclohexane have? (Configurational isomers only.) JEE Main level
Match the compounds in Column I with the total number of stereoisomers in Column II (count all enantiomers and diastereomers, configuration only). Column I: (P)... JEE Main level
Assertion (A): 1,4-Dimethylcyclohexane has four stereoisomers because it has two stereocentres (2^2 = 4). Reason (R): In 1,4-dimethylcyclohexane the two ring pa... JEE Main level
Which of the following compounds have exactly three stereoisomers? (Count enantiomers and diastereomers as distinct.) JEE Main level
How many stereoisomers does 4-bromopent-2-ene, CH3-CH=CH-CHBr-CH3, have? (Include E/Z isomers and enantiomers.) JEE Main level
2-Isopropyl-5-methylcyclohexan-1-ol (menthol skeleton: OH on C1, isopropyl on C2, CH_3 on C5) has how many stereoisomers? Count enantiomers and diastereomers as... JEE Main level
Cyclohexane-1,3-diol (configuration only) is considered. Which statements are correct? JEE Main level
How many stereoisomers does 2,5-dibromohex-3-ene, CH3-CHBr-CH=CH-CHBr-CH3, have? Count enantiomers, diastereomers and E/Z isomers as distinct, and give the answ... JEE Advanced level
For 1,2,3-trimethylcyclopropane (configuration only), which statements are correct? JEE Advanced level
2-Decalone (octahydronaphthalen-2(1H)-one) has stereocentres at the ring-fusion carbons C4a and C8a. How many configurational stereoisomers does it have, and ho... JEE Advanced level
For 1,2,3-trimethylcyclohexane (configuration only; the ring is treated as planar and time-averaged), which statements are correct? JEE Advanced level
How many stereoisomers does 1-methyl-2-(prop-1-en-1-yl)cyclopropane have? (Include ring cis/trans isomers, enantiomers and E/Z isomers.) JEE Advanced level
How many stereoisomers does 1,2-di(prop-1-en-1-yl)cyclopropane have? (Count enantiomers, ring diastereomers and E/Z isomers as distinct.) JEE Advanced level
An equimolar mixture of all stereoisomers of 1-bromo-3-chlorocyclohexane is analysed by gas chromatography. Assume ring flips are fast (no separate peaks for co... JEE Advanced level