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Hydroboration oxidation is among the reactions used for the conversion of alkene to alcohol. Borane is added to to alkene is a 2+2 addition. Markovnikov’s rule: Markovnikov’s Rule states that under conditions of acidity, the compound H-X is added to an alkene so that the hydrogen adds to the less substituted carbon and the X nucleophile to the more substituted carbon.
Hydroboration of alkene followed closely by oxidation is the solution. Diborane can be used as an electrodephile. In a cis fashion, diborane is added to alkene. The double bond is completed by the addition of hydrogen and boron from the same side. In nature, the addition is antimarkonikov.
The electronegative portion adds to double-bonded carbon with more hydrogen.
If the carbon atom has four bonds, it is called asymmetric carbon. Assign the R- and S configurations to the asymmetric atoms of carbon.
Chirality center: A chiral center is an atom (usually carbon), which is bonded with four different atoms and groups. It is usually represented by an asterisk (*).
The following CIP (Cahn Ingold-Prelog sequence rules) can be used to assign R and S configurations to the compound:
Rule 1: Choose the chiral centre in the compound, and then assign priority to the atoms according to its atomic number. The atom with the highest atomic numbers gets first priority, while the atom with the lowest atomic numbers (usually hydrogen), gets fourth priority.
Rule 2: If two isotopes of the same atom are attached at the chiral centre, then the atom with the greater atomic mass gets higher priority.
Rule 3: The priority should be given to the second atom in each substituent if the first atom is the same for each.
Rule 4: Substitutes that have multiple bonds are treated as if they contain the same number of single-boned atoms.
The configuration of an isomer will be R if the numbering rotates in a clockwise direction. The opposite is true for anticlockwise rotations of numbering. In this case, the configuration of an isomer will be S.
This is the reaction:
These are the configurations of formed alcohols:
Answer:
These are the structures of formed alcohols: