SN2 stereochemistry on drawn chiral halides

14 questions on SN2 stereochemistry on drawn chiral halides from the Haloalkanes and Haloarenes chapter: 3 NEET level, 6 JEE Main, 5 JEE Advanced. Each one opens with its answer and solution.

• The haloalkane shown reacts with dilute aqueous NaOH under conditions where the substitution is a clean SN2 process. Which structure is the main substitution pr... NEET level, drawn structure
• What is the CIP descriptor of the stereocentre in the compound shown? NEET level, drawn structure
• The optically active tertiary bromide shown is stirred with water in a polar protic medium and undergoes hydrolysis by the SN1 route. The alcohol obtained is: NEET level, drawn structure
• The enantiopure bromide shown reacts with NaCN in DMSO by a pure SN2 mechanism. Give the CIP descriptors of the reactant and of the nitrile product, in that ord... JEE Advanced level, drawn structure
• The primary bromide shown reacts with aqueous NaOH by SN2. Which structure is the substitution product? JEE Main level, drawn structure
• Assign the CIP descriptors of the two stereocentres of the compound shown, numbering the carbon chain so that the carbon bearing bromine is C-2. JEE Main level, drawn structure
• The chiral bromide shown reacts with sodium azide in DMF by the SN2 pathway. Select all correct statements. JEE Main level, drawn structure
• The bromide shown is treated first with NaI in dry acetone (SN2), and the iodide so formed is then treated with NaCN in DMSO (SN2). Which structure is the final... JEE Advanced level, drawn structure
• The compound shown (its configuration is not specified) undergoes SN2 with NaCN only at the carbon-bromine bond; the C-Cl bond is untouched and elimination is i... JEE Advanced level, drawn structure
• The bromide shown (a 1,4-disubstituted cyclohexane) is converted into the alcohol by SN2 with hydroxide; ignore elimination. Which structure is the product? JEE Advanced level, drawn structure
• The optically pure benzylic bromide shown is left in aqueous acetone with no added strong nucleophile and reacts by an (idealised) SN1 mechanism to give the alc... JEE Advanced level, drawn structure
• The enantiopure chloride shown reacts with NaSH in DMF by SN2 to give the thiol. Give the CIP descriptor of the product. JEE Main level, drawn structure
• The optically active bromide shown is dissolved in dry acetone containing a large excess of NaBr. Each bromide exchange occurs by SN2. Select all correct statem... JEE Main level, drawn structure
• The bromide shown is heated with sodium acetate in DMF, where substitution occurs by SN2 and elimination is negligible. Which structure is the main product? JEE Main level, drawn structure