Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in…
The following solution is suggested to handle the subject “Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in…“. Let’s keep an eye on the content below!
Question “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-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).
Answer
A compound’s structure is shown. The reduction product must be made with the correct stereochemistry. First, determine whether hydrogenation is following anti-addition or syn addition. Then, write the product accordingly.
Syn addition is followed by hydrogenation, which is the addition of hydrogen or hydrogen to alkene on a metal surface. The addition of the group to syn addition occurs from the same side, as shown below.
![НЫС
НС.
Hc-
lll
HH
Η
Η
Η
Η
Metal surface
Metal surface
HC
HH
C
HH
C.llll
1 IN
Metal surface
Metal surface](https://drive.google.com/uc?id=1UHAhOHDU2bIxIFHhU4W5JA3KrTZl-KHj&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
CIP sequence rules determine the priority of the groups attached to the stereocentre. These rules are Cahn-Ingold Prelog rules.
1. Locate the stereocentre within the compound. 2. Next, identify the groups that are attached to it.
2. Next, compare the atomic numbers of the atoms attached to the stereocentre. The atom with the highest assigned atomic number is the most important and the atom with the lowest assigned atomic number is the least important.
3. If the first atom attached to both sides of the stereocentre has the same atom, the priority is given to the substituent. This is based on the next attached to the substituent.
4.The lowest priority group should be located below the plane, away from the viewer. If it is present above the plane, then modify the descriptor to ensure that the actual configuration of a molecule does not change.
If the molecule’s configuration is R, and the lowest priority group is above the plane, then the configuration should be changed from R to S.
5. Next, rotate in the direction order of priority, that is, 1 to 2 to 3.
6. If the rotation appears clockwise, then the stereoisomer will be R. However, if the rotation appears anticlockwise, then the stereoisomer will be S.
Write the product of the catalytic reduce with the correct stereochemistry, following the syn addition.
![1111111
+ Home](https://drive.google.com/uc?id=1W-VBi8s8-rZBY1umxNoNOOoImiIY8FPd&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
Take stock of the products you have created and mark the stereocentres to which stereochemistry must be assigned, as shown below.
![lum
+ Hinn](https://drive.google.com/uc?id=1Kwj1BrI-WH0zuH6mDs4fpHNw0F8MXReQ&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
Assign R and to the product as shown below.
![H
+
(18,28-1-ethyl-2-methyl
cyclohexane
(18,2R)-1-ethyl-2-methyl
cyclohexane](https://drive.google.com/uc?id=1ghOnW-ap_YB03BRM0FCbuk3RD_RijBKO&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
Now categorize the reaction products according to the stereochemistry of the product.
![111111H
+
(18,25)-1-ethyl-2-methyl
cyclohexane
(18,2R)-1-ethyl-2-methyl
cyclohexane](https://drive.google.com/uc?id=1dpSkPCDbOQbK4ypYHQQ0H6YnxT86q6OM&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
The product is a mixture of two enantiomers. Therefore, products are categorized as racemic mixture.
Ans:
![1111111
+ Home](https://drive.google.com/uc?id=1CMqGpckC38M8jPAU_HxsxQws-8X7_YdL&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
![JO R.R
O RS (and / or S,R)
JOSS
O achiral
racemic
O diastereomers
OR
OS](https://drive.google.com/uc?id=1aCws_K6a2Z1ZSnEXr3lAKjWCCBrLWceN&export=download/Draw-the-structure(s)-produced-by-the-catalytic-reduction-of-the-following-compound.-(H2-is-in.png?x-oss-process=image/resize,w_560/format,webp)
Conclusion
Above is the solution for “Draw the structure(s) produced by the catalytic reduction of the following compound. (H2 is in…“. We hope that you find a good answer and gain the knowledge about this topic of science.