Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in excess.) Draw hydrogen at a chirality center and use wedge-and-dashbonds to designate the stereochemistry, if applicable.
Select all that apply: The product(s) of the reaction is characterized as being: (R,R), (R,S(and/or S,R)), (S,S), (achiral), (racemic), (diastereomers), (R),(S).
The structure of a compound is given whose reduction product needs to be formed with the correct stereochemistry of the hydrogens attached. Firstly, identify whether the hydrogenation follows the syn addition or anti-addition then, write the product accordingly.
The hydrogenation of alkene, that is, the addition of hydrogen to the alkene on metal surface follows syn addition. In syn addition, the addition of the group occurs from the same side as shown below:
The priority to the groups attached to the stereocentre are decided by CIP sequence rules, that is, Cahn-Ingold-Prelog rules which are as follows:
1.Firstly, locate the stereocentre in the given compound and the groups attached to it.
2.Then, compare the atomic number of the atom attached to the stereocentre. Atom having the highest atomic number assigned as the highest priority and the atom having the lowest atomic number assigned as the least priority.
3.If the first atom attached on both the sides of the stereocentre is same, then the priority is assigned to the substituent based on the next atom attached to the substituent.
4.Lowest priority group should be below the plane or away from the viewer, if is it present above the plane then change the descriptor so that the actual configuration of the molecule should not change.
For instance, if the configuration of the molecule comes out as R and lowest priority group is present above the plane then change the configuration from R to S and vice versa.
5.Then, rotation in the direction of priority order, that is, from 1 to 2 to 3 is carried out.
6.If the rotation appears as clockwise then, the stereoisomer is R. If the rotation appears as anticlockwise then, the stereoisomer is S.
Write the product of the catalytic reduction with the correct stereochemistry following the syn addition as shown below:
Consider the products formed and mark the stereocentres whose stereochemistry needs to be assigned as shown below:
Assign R and S to the product obtained as shown below:
Now, categorize whether the products of the reaction lead to the racemic mixture, single enantiomer, achiral molecule, or diastereomers according the stereochemistry defined for the product as shown below:
As the product is the mixture of two enantiomers, that is, having R, S and S, R descriptors, hence, the products formed categorized as, racemic mixture.
Ans:Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in...
Draw the structure(s) produced by the catalytic reduction of the
following compound. (H2 is in excess.) Draw hydrogen at a chirality
center and use wedge-and-dash bonds to designate the
stereochemistry, if applicable.
Select all that apply: The alcohol product(s) of the reaction is
characterized as being
_____ R,R
_____ R,S (and/or S,R)
_____ S,S
_____ achiral
_____ racemic
_____ diastereomers
_____ R
_____ S
Ma Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in excess.) Draw hydrogen at a chirality center and use wedge-and-dash bonds to designate the stereochemistry, if applicable н, Pd Select all that apply: The product(s) of the reaction is characterized as being R,R. R,S (and/or S,R) S,S achiral racemic. diastereomers R. S.
Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in excess.) Draw hydrogen at a chirality center and use wedge-and-dash bonds to designate the stereochemistry, if applicable.
Draw the structure(s) produced by the catalytic reduction of the
following compound. (H2 is in excess.) Draw hydrogen at a chirality
center and use wedge-and-dash bonds to designate the
stereochemistry, if applicable.
Alkenes can be converted to alcohols by hydroboration-oxidation.
Draw the structure of the alcohol(s) formed in the following
reaction sequence. If applicable, draw hydrogen at a chirality
center and use wedge-and-dash bonds to designate the
stereochemistry.
Select all that apply: The alcohol product(s) of the reaction is
characterized as being
_____ R,R
_____ R,S (and/or S,R)
_____ S,S
_____ achiral
_____ racemic
_____ diastereomers
_____ R
_____ S
Alkenes can be converted to alcohols by hydroboration-oxidation.
Draw the structure of the alcohol(s) formed in the following
reaction sequence. If applicable, draw hydrogen at a chirality
center and use wedge-and-dash bonds to designate the
stereochemistry.
Select all that apply: The product(s) of the reaction are
characterized as being: (R,R), (R,S(and/orS,R)), (S,S), (achiral),
(racemic), (diastereomers), (R), (S).
1)Characterize the following
alkene as having the E or Z configuration. Draw the product(s) of
bromination of this compound, including all expected stereoisomers
(if any). Use wedge-and-dash bonds to designate the stereochemistry
at any chirality centers, and make sure to draw an explicit
hydrogen if a chirality center has one.
2)
Alkenes can be converted to alcohols by
hydroboration–oxidation. Draw the structure of the alcohol(s)
formed in the following reaction sequence. If applicable, draw
hydrogen at a chirality center and...
Alkenes can be converted to ethers by reaction with mercuric
acetate to form a β-hydroxyalkylmercury(II) acetate compound, a
reaction called alkoxymercuration. Subsequent reduction with NaBH4
reduces the C–Hg bond to a C–H bond, forming the alkyl ether, a
reaction called demercuration. Draw the structures of the
Hg-containing compound(s) and the final ether product(s) formed in
the following reaction sequence, omitting byproducts. If
applicable, draw hydrogen at a chirality center and indicate
stereochemistry via wedge-and-dash bonds.
Neutral product(s) of oxymercuration. Include...
1. A compound with two chirality centers, (2S,3R)-2-bromo-3-chlorobutane, is shown below. Convert the given structure to the wedge-and-dash structure.2. Alkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration.Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of theHg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable,...
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ?-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C?Hg bond to a C?H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting, by products. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds. Neutral produst (s) of...