(a)
Interpretation: The diastereomers of
Concept introduction: The addition of Halogens to
(b)
Interpretation: The diastereomers of
Concept introduction: The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.
Want to see the full answer?
Check out a sample textbook solutionChapter 10 Solutions
ORGANIC CHEMISTRY
- Compound A Br₂, H₂O Compound B (C8H15BrO) + enantiomer CH₂O O Compound C + enantiomer Draw the structure of Compound B (watch out for stereochemistry), and mechanisms for its formation from Compound A, and its conversion to Compound C.arrow_forward(a) (R)-2-Bromobutane undergoes light-induced reaction with Br2 to yield a mixture of products, among which are 1,2-dibromobutane and 2,2-dibromobutane. Write the reaction showing the correct stereochemistry of the reactant. Which of the two products is optically active? Explain. ENG bj hp 17 fe 19 fho is f6 12 米 $4 4 3. & 7 23 2 8. E T Y 5 96 %24arrow_forwardGive the structures of A to E, showing the absolute stereochemistry in each case.arrow_forward
- The alkyl halide cis-1-bromo-4-methycyclohexane (A) undergoes a (c) substitution reaction when treated with H,0 to give a racemic mixture which is made up of product B and C. (i) What is a racemic mixture? (ii) Draw all the possible diastereoisomers of the compound below. Br Brarrow_forward(a) Draw all stereoisomers formed by monochlorination of the cis and trans isomers of 1,2-dimethylcyclobutane drawn below. (b) How many constitutional isomers are formed in each reaction? (c) Label any pairs of enantiomers formed.arrow_forwardDraw a structural formula for the cycloalkene with the molecular formula CH₁0 that reacts with Cl, to give each compound. (a) Cl x D (b) CI -CH3 H₂C CI (c) Cl (d) Cl XaLaarrow_forward
- The structure of A is shown below. HO 3 -CH2CH=CH2 A (i) Predict the possible number of stereoisomers A can have. (ii) Draw the 3D structure of the (25, 3R, 5S) enantiomer showing its correct stereochemistry. (iii) Calculate the specific rotation of each enantiomer in a mixture containing 10 mL (0.10 M) of (2S, 3R, 55) enantiomer and 30 mL (0.10 M) of (2R, 3S, 5R) enantiomer. Given the specific rotation of the mixture = +4.8°.arrow_forward(a) Draw all possible stereoisomers of 4-methylnon-2-ene, and name each isomer, including its E,Z and R,S prefixes. (b) Label two pairs of enantiomers. (c) Label four pairs of diastereomers.arrow_forward(a) (R)-1,1,2-trimethylcyclohexane, label each structure you have drawn as chiral or achiral.arrow_forward
- (−)-Menthol is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol and has the R configuration at the hydroxyl-substituted carbon. (a) Draw the preferred conformation of (−)-menthol. (b) (+)-Isomenthol has the same constitution as (−)-menthol. The configurations at C-1 and C-2 of (+)-isomenthol are the opposite of the corresponding chirality centers of (−)-menthol. Write the preferred conformation of (+)-isomenthol.arrow_forwardProvide the answer for the following transformation:arrow_forwardShow how the antidepressant venlafaxine (Effexor) can be synthesized from these readily available starting materials. Is venlafaxine chiral? If so, how many of the possible stereoisomers are formed in this synthesis?arrow_forward