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Question: Which of the following statement is true regarding a carbohydrate having five carbons and an aldehyd...

Which of the following statement is true regarding a carbohydrate having five carbons and an aldehyde group
(A) It can have 88 stereoisomers
(B) It can have 44 stereoisomers
(C) It can have 22 stereoisomers
(D) All of the above

Explanation

Solution

Carbohydrate is a biomolecule consisting of carbon, hydrogen, and oxygen atoms in the ratio of 2:12:1 . Its empirical formula being Cm(H2O)n{C_m}{({H_2}O)_n}. Also, the number of stereoisomers present in a molecule having n number of chiral atoms is given by the formula 2n{2^n} where n is the number of chiral atoms.

Complete step by step answer:
We have seen the carbohydrate with five carbon atoms and one aldehyde group. Chiral carbon is defined as the center along with four different valencies/groups that are present around it.
So we will draw the structure of the given configuration consisting of five carbon atoms and an aldehyde group.

If we start numbering the carbon atoms from the aldehyde group then the three carbon atoms in succession with the aldehyde group are chiral because they have four different valencies attached to it.
Here we can see that there are three chiral carbons present in the molecule. Therefore according to the formula for a molecule consisting of n chiral carbon is given as 2n{2^{n}} where nn is the number of chiral carbon atoms
Therefore 2n=23=8{2^n} = {2^3} = 8
So the total number of stereoisomers present in this molecule is eight.

So, the correct answer is Option A .

Note: In case of high symmetry this formula fails although for most of the cases it gives the right prediction of the number of stereoisomers. Also, stereoisomers are those compounds which are having the same composition as the starting compound but they differ in the orientation in space and they are classified into two parts such as enantiomers and diastereoisomers.